Air Quality: Revision to the Regulatory Definition of Volatile Organic Compounds-Exclusion of (2E)-1,1,1,4,4,4-hexafluorobut-2-ene (HFO-1336mzz(E)), 8226-8233 [2023-02384]

Download as PDF 8226 Federal Register / Vol. 88, No. 26 / Wednesday, February 8, 2023 / Rules and Regulations Environmental Planning COMDTINST 5090.1 (series), which guide the Coast Guard in complying with the National Environmental Policy Act of 1969 (42 U.S.C. 4321–4370f), and have determined that this action is one of a category of actions that do not individually or cumulatively have a significant effect on the human environment. This rule involves a security zone lasting for two weeks within certain navigable waters near or in the vicinity of Surfside Beach, South Carolina. It is categorically excluded from further review under paragraph L60(c) of Appendix A, Table 1 of DHS Instruction Manual 023–01–001–01, Rev. 1. Due to the urgency of the event, a record of environmental consideration supporting this determination is not required but will be provided as necessary. G. Protest Activities The Coast Guard respects the First Amendment rights of protesters. Protesters are asked to call or email the person listed in the FOR FURTHER INFORMATION CONTACT section to coordinate protest activities so that your message can be received without jeopardizing the safety or security of people, places, or vessels. List of Subjects in 33 CFR Part 165 Harbors, Marine safety, Navigation (water), Reporting and recordkeeping requirements, Security measures, Waterways. For the reasons discussed in the preamble, the Coast Guard amends 33 CFR part 165 as follows: coxswain, petty officer, or other officer operating a Coast Guard vessel and a Federal, State, and local officer designated by or assisting the Captain of the Port (COTP) Sector Charleston in the enforcement of the security zone. (c) Regulations. (1) Under the general security zone regulations in subpart D of this part, you may not enter the security zone described in paragraph (a) of this section unless authorized by the COTP Sector Charleston or a designated representative. (2) To seek permission to enter, contact the Sector Charleston Command Center via VHF–FM Channel 16, or telephone at 843–740–7050. Vessels and persons permitted to enter the security zone must comply with all lawful orders or directions issued by the COTP Sector Charleston or a designated representative. (d) Enforcement period. This section will be enforced from February 4, 2023, through February 18, 2023. It will be enforced every day from midnight to 11:59 p.m. (e) Information Broadcasts. The COTP Sector Charleston or a designated representative will inform the public of effective period for the temporary security zone as well as any changes in the dates and times of enforcement through local notice to mariners (LNMs), broadcast notice to mariners (BNMs), and/or marine safety information broadcasts (MSIBs), or as appropriate. Dated: February 4, 2023. John D. Cole, Captain, U.S. Coast Guard, Captain of the Port, Sector Charleston. PART 165—REGULATED NAVIGATION AREAS AND LIMITED ACCESS AREAS [FR Doc. 2023–02733 Filed 2–6–23; 11:15 am] BILLING CODE 9110–04–P SUPPLEMENTARY INFORMATION: 1. The authority citation for part 165 continues to read as follows: ■ Authority: 46 U.S.C. 70034, 70051, 70124; 33 CFR 1.05–1, 6.04–1, 6.04–6, and 160.5; Department of Homeland Security Delegation No. 00170.1, Revision No. 01.3. 2. Add § 165.T05–0130 to read as follows: ■ lotter on DSK11XQN23PROD with RULES1 (a) Location. The following area is a security zone: certain navigable waters of the Atlantic Ocean near or in the vicinity of Surfside Beach, South Carolina, to include a 10 nautical mile area of the U.S. territorial sea extending from the point 33°37′ N 078°39′ W. (b) Definitions. As used in this section— Designated representative means any Coast Guard commissioned, warrant, or petty officer, including a Coast Guard 15:51 Feb 07, 2023 Jkt 259001 ENVIRONMENTAL PROTECTION AGENCY 40 CFR Part 51 [EPA–HQ–OAR–2021–0420; FRL–8371–01– OAR] RIN 2060–AV24 § 165.T05–0130 Security Zone; Atlantic Ocean; Surfside Beach, South Carolina. VerDate Sep<11>2014 requesting the revision of the EPA’s regulatory definition of volatile organic compounds (VOC) to exempt trans1,1,1,4,4,4-hexafluorobut-2-ene (also known as HFO–1336mzz(E); CAS number 66711–86–2). The EPA is now taking final action to revise the regulatory definition of VOC under the Clean Air Act (CAA). This final action adds HFO–1336mzz(E) to the list of compounds excluded from the regulatory definition of VOC on the basis that this compound makes a negligible contribution to tropospheric ozone (O3) formation. DATES: This final rule is effective on April 10, 2023. ADDRESSES: The EPA has established a docket for this action under Docket ID No. EPA–HQ–OAR–2021–0420. All documents in the docket are listed on the https://www.regulations.gov website. Although listed in the index, some information is not publicly available, e.g., CBI or other information whose disclosure is restricted by statute. Certain other material, such as copyrighted materials, is not placed on the internet and will be publicly available only in hard copy form. Publicly available docket materials are available electronically through https:// www.reglatons.gov. FOR FURTHER INFORMATION CONTACT: Dr. Souad Benromdhane, Office of Air Quality Planning and Standards, Health and Environmental Impacts Division, Mail Code C539–07, Environmental Protection Agency, Research Triangle Park, NC 27711; telephone: (919) 541– 4359; fax number: (919) 541–5315; email address: benromdhane.souad@ epa.gov. Air Quality: Revision to the Regulatory Definition of Volatile Organic Compounds—Exclusion of (2E)1,1,1,4,4,4-hexafluorobut-2-ene (HFO– 1336mzz(E)) Environmental Protection Agency (EPA). ACTION: Final rule. AGENCY: On April 28, 2022, the U.S. Environmental Protection Agency (EPA) published a proposed rule seeking comments in response to a petition SUMMARY: PO 00000 Frm 00020 Fmt 4700 Sfmt 4700 Table of Contents I. Does this action apply to me? II. Background A. The EPA’s VOC Exemption Policy B. Petition to List HFO–1336mzz(E) as an Exempt Compound III. The EPA’s Assessment of the Petition A. Contribution to Tropospheric Ozone Formation B. Potential Impacts on Other Environmental Endpoints 1. Contribution to Stratospheric Ozone Depletion 2. Toxicity 3. Contribution to Climate Change C. Response to Comments and Conclusion IV. Final Action V. Statutory and Executive Order Reviews A. Executive Order 12866: Regulatory Planning and Review and Executive Order 13563: Improving Regulation and Regulatory Review B. Paperwork Reduction Act (PRA) C. Regulatory Flexibility Act (RFA) E:\FR\FM\08FER1.SGM 08FER1 Federal Register / Vol. 88, No. 26 / Wednesday, February 8, 2023 / Rules and Regulations D. Unfunded Mandates Reform Act (UMRA) E. Executive Order 13132: Federalism F. Executive Order 13175: Consultation and Coordination with Indian Tribal Governments G. Executive Order 13045: Protection of Children from Environmental Health and Safety Risks H. Executive Order 13211: Actions Concerning Regulations that Significantly Affect Energy Supply, Distribution or Use I. National Technology Transfer and Advancement Act (NTTAA) J. Executive Order 12898: Federal Actions to Address Environmental Justice in Minority Populations and Low-Income Populations K. Congressional Review Act (CRA) L. Judicial Review VI. References I. Does this action apply to me? Entities potentially affected by this final rule include, but are not 8227 necessarily limited to, the following: state and local air pollution control agencies that adopt and implement regulations to control air emissions of VOC; and industries manufacturing and/or using HFO–1336mzz(E) for use in foam blowing, refrigeration, as well as applications in solvents and aerosol propellants, and other minor uses. Potential entities that may be affected by this action include the following: TABLE 1—POTENTIALLY AFFECTED ENTITIES BY NORTH AMERICAN INDUSTRIAL CLASSIFICATION SYSTEM (NAICS) CODE Category NAICS code Industry Industry Industry Industry Industry Industry ...................................... ...................................... ...................................... ...................................... ...................................... ...................................... 325120 333242 325998 326140 326150 333415 Industry Industry Industry Industry ...................................... ...................................... ...................................... ...................................... 3363 336611 336612 339999 This table is not intended to be exhaustive but rather provides a guide for readers regarding entities that might be affected by this deregulatory action. This table lists the types of entities that the EPA is now aware of that could potentially be affected to some extent by this action. Other types of entities not listed in the table could also be affected to some extent. To determine whether your entity is directly or indirectly affected by this action, you should consult your state or local air pollution control and/or air quality management agencies. II. Background lotter on DSK11XQN23PROD with RULES1 A. The EPA’s VOC Exemption Policy Tropospheric O3, commonly known as smog, is formed when VOC and nitrogen oxides (NOX) react in the atmosphere in the presence of sunlight. Because of the harmful health effects of O3, the EPA and state governments limit the amount of VOC that can be released into the atmosphere. Volatile organic compounds form O3 through atmospheric photochemical reactions, and different VOC have different levels of reactivity. That is, different VOC do not react to form O3 at the same speed or form different amounts of O3. Some VOC react more slowly or form less O3; therefore, changes in their emissions have limited effects on local or regional O3 pollution episodes. It has been the EPA’s policy since 1971 that certain organic compounds with a negligible level of reactivity should be excluded VerDate Sep<11>2014 15:51 Feb 07, 2023 Jkt 259001 Description of regulated entities Industrial Gas Manufacturing. Semiconductor Machinery Manufacturing. All Other Miscellaneous Chemical Product and Preparation Manufacturing. Polystyrene Foam Product Manufacturing. Urethane and Other Foam Product (except Polystyrene) Manufacturing. Air-Conditioning and Warm Air Heating Equipment and Commercial and Industrial Refrigeration Equipment Manufacturing. Motor Vehicle Parts Manufacturing. Ship Building and Repairing. Boat Building. All other Miscellaneous Manufacturing. from the regulatory definition of VOC to focus VOC control efforts on compounds that significantly affect O3 concentrations. The EPA also believes that exempting such compounds creates an incentive for industry to use negligibly reactive compounds in place of more highly reactive compounds that are regulated as VOC. The EPA lists compounds that it has determined to be negligibly reactive in its regulations as being excluded from the regulatory definition of VOC (40 CFR 51.100(s)). The CAA requires the regulation of VOC for various purposes. Section 302(s) of the CAA specifies that the EPA has the authority to define the meaning of ‘‘VOC’’ and, hence, what compounds shall be treated as VOC for regulatory purposes. The policy of excluding negligibly reactive compounds from the regulatory definition of VOC was first laid out in the ‘‘Recommended Policy on Control of Volatile Organic Compounds’’ (42 FR 35314, July 8, 1977) (‘‘1977 Recommended Policy’’) and was supplemented subsequently with the ‘‘Interim Guidance on Control of Volatile Organic Compounds in Ozone State Implementation Plans’’ (70 FR 54046, September 13, 2005) (‘‘2005 Interim Guidance’’). The EPA uses the reactivity of ethane as the threshold for determining whether a compound has negligible reactivity. Compounds that are less reactive than, or equally reactive to, ethane under certain assumed conditions may be deemed negligibly reactive and, therefore, suitable for exemption from the regulatory PO 00000 Frm 00021 Fmt 4700 Sfmt 4700 definition of VOC. Compounds that are more reactive than ethane continue to be considered VOC for regulatory purposes and, therefore, are subject to control requirements. The selection of ethane as the threshold compound was based on a series of smog chamber experiments that underlay the 1977 Recommended Policy. The EPA has used three different metrics to compare the reactivity of a specific compound to that of ethane: (i) the rate constant for reaction with the hydroxyl radical (OH) (known as kOH); (ii) the maximum incremental reactivity (MIR) on a reactivity per unit mass basis; and (iii) the MIR expressed on a reactivity per mole basis. Differences between these three metrics are discussed below. The kOH is the rate constant of the reaction of the compound with the OH radical in the air. This reaction is often, but not always, the first and ratelimiting step in a series of chemical reactions by which a compound breaks down in the air and contributes to O3 formation. If this step is slow, the compound will likely not form O3 at a very fast rate. The kOH values have long been used by the EPA as metrics of photochemical reactivity and O3forming activity, and they were the basis for most of the EPA’s early exemptions of negligibly reactive compounds from the regulatory definition of VOC. The kOH metric is inherently a molar-based comparison, i.e., it measures the rate at which molecules react. E:\FR\FM\08FER1.SGM 08FER1 lotter on DSK11XQN23PROD with RULES1 8228 Federal Register / Vol. 88, No. 26 / Wednesday, February 8, 2023 / Rules and Regulations The MIR, both by mole and by mass, is a more updated metric of photochemical reactivity derived from a computer-based photochemical model, and it has been used as a metric of reactivity since 1995. This metric considers the complete O3-forming activity of a compound over multiple hours and through multiple reaction pathways, not merely the first reaction step with OH. Further explanation of the MIR metric can be found in Carter (1994). The EPA has considered the choice between MIRs with a molar or mass basis for the comparison to ethane in past rulemakings and guidance. In the 2005 Interim Guidance, the EPA stated that a comparison to ethane’s MIR on the mass basis will strike the right balance between a threshold that is low enough to capture chemicals that significantly effect ozone formation and the threshold that is high enough to allow for the exemption of some other chemicals that may usefully substitute for more reactive compounds. And that EPA will continue to compare chemicals to ethane using kOH expressed in molar basis and MIR values expressed on a mass basis during the review of suggested chemicals for VOCexempt status.1 The 2005 Interim Guidance notes that the EPA will consider a compound to be negligibly reactive if it is equally as or less reactive than ethane based on either kOH expressed on a molar basis or MIR values expressed on a mass basis (70 FR 54046). The molar comparison of MIR is more consistent with the original smog chamber experiments, which compared equal molar concentrations of individual VOC, supporting the selection of ethane as the threshold, while the mass-based comparison of MIR is consistent with how MIR values and other reactivity metrics are applied in reactivity-based emission limits. It is, however, important to note that the mass-based comparison is less restrictive than the molar-based comparison in that more compounds would qualify as negligibly reactive. Given the two goals of the exemption policy articulated in the 2005 Interim Guidance, the EPA believes that ethane continues to be an appropriate threshold for defining negligible reactivity. And, to encourage the use of environmentally beneficial substitutions, the EPA believes that a comparison to ethane on 1 Interim Guidance on Control of Volatile Organic Compounds in Ozone State Implementation Plans, 2005, US Environmental Protection Agency, Document # 05–18015 (70 FR 54046). And could be found at this link: https://www.govinfo.gov/content/ pkg/FR-2005-09-13/pdf/05-18015.pdf VerDate Sep<11>2014 15:51 Feb 07, 2023 Jkt 259001 a mass basis strikes the right balance between a threshold that is low enough to capture compounds that significantly affect O3 concentrations and a threshold that is high enough to exempt some compounds that may usefully substitute for more highly reactive compounds. The 2005 Interim Guidance also noted that concerns have sometimes been raised about the potential impact of a VOC exemption on environmental endpoints other than O3 concentrations, including fine particle formation, air toxics exposures, stratospheric O3 depletion, and climate change. The EPA has recognized, however, that there are existing regulatory or non-regulatory programs that are specifically designed to address these issues, and the EPA continues to believe in general that the impacts of VOC exemptions on environmental endpoints other than O3 formation can be adequately addressed by these programs. The VOC exemption policy is intended to facilitate attainment of the O3 National Ambient Air Quality Standards (NAAQS), and VOC exemption decisions will continue to be based primarily on consideration of a compound’s contribution to O3 formation. However, if the EPA determines that a particular VOC exemption is likely to result in a significant increase in the use of a compound and that the increased use would pose a significant risk to human health or the environment that would not be addressed adequately by existing programs or policies, then the EPA may exercise its judgment accordingly in deciding whether to grant an exemption. B. Petition to List HFO–1336mzz(E) as an Exempt Compound The Chemours Company submitted a petition to the EPA on November 30, 2016, requesting that (2E)-1,1,1,4,4,4hexafluorobut-2-ene (HFO–1336mzz(E); CAS number 66711–86–2) be exempted from the regulatory definition of VOC. The petition was based on the argument that HFO–1336mzz(E) has low reactivity (i.e., 0.011 g of O3/g of HFO– 1336mzz(E)) relative to the MIR of ethane (0.28 g O3/g ethane). The petitioner indicated that HFO– 1336mzz(E) may be used in a variety of applications in foam expansion or blowing agents where it has significant performance and energy-saving advantages. Chemours has developed HFO–1336mzz(E) to support reductions in emissions of greenhouse gases (GHGs). The global warming potentials (GWPs) for HFO–1336mzz(E) are estimated as 26, 7, and 2 for time horizons of 20, 100, and 500 years, respectively, as estimated by Osterstrom et al. (2017). The World Meteorological PO 00000 Frm 00022 Fmt 4700 Sfmt 4700 Organization provided a 100-year GWP of 16 in its scientific assessment of O3 depletion under the global ozone research and monitoring project.2 Hence, HFO–1336mzz(E) can serve as a replacement for several higher global warming potential (>700 GWP) compounds for use in polyurethane rigid insulating foams, among others, many of which were removed from Significant New Alternatives Policy (SNAP) acceptable lists beginning on January 1, 2017, or January 1, 2020. The Petitioner stated that manufacturers and formulators of polyurethane foams and refrigeration equipment need access to HFO–1336mzz(E) to meet VOC limits on their products without impairing performance. To support its petition, Chemours referenced several documents, including one peer-reviewed journal article on HFO–1336mzz(E) reaction rates (Osterstrom et al., 2017). Chemours also provided a supplemental technical report on the MIR of HFO–1336mzz(E) (Carter, 2011a). Per this report, the MIR of HFO–1336mzz(E) is 0.011 g O3/g HFO–1336mzz(E) on the mass-based MIR scale. This reactivity rate is much lower than that of ethane (0.28 g O3/g ethane). The reactivity rate kOH for the gas-phase reaction of OH radicals with HFO–1336mzz(E) (kOH) has been measured to be 1.72 ± 0.42 x 10¥13 centimeter (cm)3/molecule-seconds at ∼300 degrees Kelvin (K) (Osterstrom et al., 2017). This kOH rate is lower than that of ethane (kOH of ethane = 2.4 x 10¥13 cm3/molecule-sec at ∼298 K) even when uncertainty is considered and, therefore, suggests that HFO– 1336mzz(E) is less or equally reactive than ethane. In most cases, chemicals with high kOH values also have high MIR values, but for HFO–1336mzz(E), the products that are formed in subsequent reactions are expected to be polyfluorinated compounds, which do not contribute to O3 formation (Osterstrom et al., 2017; Carter 2011a). Based on the current scientific understanding of tetrafluoroalkene reactions in the atmosphere, it is unlikely that the actual O3 impact on a mass basis would equal or exceed that of ethane in the scenarios used to calculate VOC reactivity in Osterstrom et al. (2017), in line with Baasandorj et al. (2011) and Carter (2011a). To address the potential for stratospheric O3 impacts, the petitioner 2 WMO, 2018. World Meteorological Organization, Scientific Assessment of Ozone Depletion: 2018, Global Ozone Research and Monitoring Project—Report No. 58, 588 pp., Geneva, Switzerland, 2018. Available online at: https://ozone.unep.org/sites/default/files/2019-05/ SAP-2018-Assessment-report.pdf. E:\FR\FM\08FER1.SGM 08FER1 Federal Register / Vol. 88, No. 26 / Wednesday, February 8, 2023 / Rules and Regulations contended that, because the atmospheric lifetime of HFO– 1336mzz(E) due to loss by OH reaction was estimated to be relatively short and it does not contain chlorine or bromine, it is not expected to contribute to the depletion of the stratospheric O3 layer (Osterstrom et al., 2017; Baasandorj et al., 2011). III. The EPA’s Assessment of the Petition On April 28, 2022, the EPA published a proposed rulemaking (87 FR 25170) seeking comments in response to the petition to revise the EPA’s regulatory definition of VOC for exemption of HFO–1336mzz(E). The EPA is taking final action to respond to the petition by exempting HFO–1336mzz(E) from the regulatory definition of VOC. This action is based on consideration of the compound’s low contribution to tropospheric O3 and the low likelihood of risk to human health or the environment, including stratospheric O3 depletion, toxicity, and climate change. Additional information on these topics is provided in the following sections. A. Contribution to Tropospheric Ozone Formation As noted in studies cited by the petitioner, HFO–1336mzz(E) has a MIR value of 0.011 g O3/g VOC for ‘‘averaged conditions,’’ versus 0.28 g O3/g VOC for ethane (Carter, 2011). Therefore, the EPA considers HFO–1336mzz(E) to be negligibly reactive and eligible for VOCexempt status in accordance with the Agency’s long-standing policy that compounds should so qualify where 8229 either reactivity metric (kOH expressed on a molar basis or MIR expressed on a mass basis) indicates that the compound is less reactive than ethane. While the overall atmospheric reactivity of HFO–1336mzz(E) was not studied in an experimental smog chamber, the chemical mechanism derived from other chamber studies (Carter, 2011) was used to model the complete formation of O3 for an entire single day under realistic atmospheric conditions (Carter, 2011a). Therefore, the EPA believes that the MIR value calculated in the Carter study submitted by the petitioner is reliable as it was supported by Osterstrom et al. (2017). Table 2 presents three reactivity metrics for HFO–1336mzz(E) as they compare to ethane. TABLE 2—REACTIVITIES OF ETHANE AND HFO–1336MZZ(E) kOH (cm3/molecule-sec) Compound Ethane ...................................................................................................................... HFO–1336mzz(E) .................................................................................................... Maximum incremental reactivity (MIR) (g O3/mole VOC) 2.4 × 10¥13 1.72 × 10¥13 8.4 1.8 Maximum incremental reactivity (MIR) (g O3/g VOC) 0.28 0.011 lotter on DSK11XQN23PROD with RULES1 Notes: kOH value for ethane is at 298 K and from Atkinson et al. (2006; page 3626). kOH value for HFO–1336mzz(E) is at 300 K and from Osterstrom (2017) and Baasandorj (2011). Mass-based MIR value (g O3/g VOC) of ethane is from Carter (2011). Mass-based MIR value (g O3/g VOC) of HFO–1336mzz(E) is from a supplemental report by Carter (2011a). Molar-based MIR (g O3/mole VOC) values were calculated from the mass-based MIR (g O3/g VOC) values using the number of moles per gram of the relevant organic compound. The reaction rate of HFO–1336mzz(E) with the OH radical (kOH) has been measured to be 1.72 × 10¥13 cm3/ molecule-sec (Osterstrom et al., 2017); other reactions with O3 and the nitrate radical were negligibly small. The corresponding reaction rate of ethane with OH is 2.4 x 10¥13 cm3/moleculesec (Atkinson et al., 2006). The data in Table 2 show that HFO–1336mzz(E) has a lower kOH value than ethane, meaning that it initially reacts slower than or as fast in the atmosphere as ethane. However, the resulting unsaturated fluorinated compounds in the atmosphere are short lived and react more slowly to form O3 (Osterstrom et al., 2017; Baasandorj et al., 2011). The mass-based MIR is 0.011 g O3/g VOC and much lower than that of ethane. A molecule of HFO–1336mzz(E) is much less reactive than a molecule of ethane in terms of complete O3-forming activity, as shown by the molar-based MIR (g O3/mole VOC) values. Likewise, one gram of HFO–1336mzz(E) has a lower capacity than one gram of ethane to form O3 in terms of a mass-based MIR. Thus, following the 2005 Interim Guidance, the EPA proposes to find VerDate Sep<11>2014 15:51 Feb 07, 2023 Jkt 259001 HFO–1336mzz(E) to be eligible for exemption from the regulatory definition of VOC based on both the molar- and mass-based MIR. B. Potential Impacts on Other Environmental Endpoints The EPA’s decision to exempt HFO– 1336mzz(E) from the regulatory definition of VOC is based on our findings above. However, as noted in the 2005 Interim Guidance, the EPA reserves the right to exercise its judgment in certain cases where an exemption is likely to result in a significant increase in the use of a compound and a subsequent significantly increased risk to human health or the environment. In this case, the EPA does not find that exemption of HFO–1336mzz(E) would result in an increase of risk to human health or the environment, with regard to stratospheric O3 depletion, toxicity, and climate change. Additional information on these topics is provided in the following sections. PO 00000 Frm 00023 Fmt 4700 Sfmt 4700 1. Contribution to Stratospheric Ozone Depletion The SNAP program is the EPA’s program to evaluate and regulate substitutes for end-uses historically using O3-depleting chemicals. Under section 612(c) of the CAA, the EPA is required to identify and publish lists of acceptable and unacceptable substitutes for class I or class II O3-depleting substances. Per the SNAP program findings, the ODP of HFO–1336mzz(E) is zero. The SNAP program has listed HFO–1336mzz(E) as an acceptable substitute for a number of foam-blowing end-uses provided in 85 FR 79863, December 11, 2020 (USEPA, 2020). HFO–1336mzz(E) is unlikely to contribute to the depletion of the stratospheric O3 layer. The O3 depletion potential (ODP) of HFO–1336mzz(E) is expected to be negligible based on several lines of evidence: the absence of chlorine or bromine in the compound and the atmospheric reactions described in Carter (2008). Because HFO– 1336mzz(E)’s atmospheric lifetime is short relative to the time scale for mixing within the troposphere, it will decay before it has a chance to reach the E:\FR\FM\08FER1.SGM 08FER1 8230 Federal Register / Vol. 88, No. 26 / Wednesday, February 8, 2023 / Rules and Regulations stratosphere and, thus, will not participate in O3 destruction. lotter on DSK11XQN23PROD with RULES1 2. Toxicity Based on screening assessments of the health and environmental risks of HFO– 1336mzz(E), the SNAP program anticipated that users will be able to use the compound without significantly greater health risks than presented by the use of other available substitutes for the same end uses (USEPA, 2020). The EPA anticipates that HFO– 1336mzz(E) will be used consistent with the recommendations specified in the manufacturer’s safety data sheet (SDS) (Chemours, 2016). According to the SDS, potential health effects from inhalation of HFO–1336mzz(E) include skin or eye irritation or frostbite. Exposure to high concentrations of HFO–1336mzz(E) from misuse or intentional inhalation abuse may cause irregular heartbeat. In addition, HFO– 1336mzz(E) could cause asphyxiation if air is displaced by vapors in a confined space. The Workplace Environmental Exposure Limit (WEEL) committee of the Occupational Alliance for Risk Science (OARS) reviewed available animal toxicity data and recommends a WEEL for the workplace of 400 parts per million (ppm) (2680 mg/m3) 3 timeweighted average (TWA) for an 8-hour workday, as later published in 2019 in Toxicology and Industrial Health (‘‘Trans-1,1,1,4,4,4-hexafluoro-2butene,’’ 2019).4. This WEEL was derived based on reduced male body weight gain in the 13-week rat inhalation toxicity study (TNO, 2016a, and TNO, 2016b), based on the point of departure of NOAEL of 7500 ppm. This was also the NOAEL for the developmental toxicity study where developmental effects were only observed at maternally toxic levels. The EPA anticipates that users will be able to meet the WEEL and address potential health risks by following requirements and recommendations in the SDS and other safety precautions common to the refrigeration and air conditioning industry. HFO–1336mzz(E) is not regulated as a hazardous air pollutant (HAP) under title I of the CAA. Also, it is not listed as a toxic chemical under section 313 of the Emergency Planning and Community Right-to-Know Act (EPCRA). 3 Occupational Alliance for Risk Science (OARS– WEELs)- HFO–1336mzz(E), 2018: https:// www.tera.org/OARS/PDF_documents/03_trans-1-11-4-4-4-hexafluoro-2-butene-(hfo-1336mzz-e).pdf. 4 Trans-1,1,1,4,4,4-hexafluoro-2-butene (HFO– 1336mzz(E)) (2018). (2019). Toxicology and Industrial Health, 35(3), 204–210. https://doi.org/ 10.1177/0748233719825529. VerDate Sep<11>2014 15:51 Feb 07, 2023 Jkt 259001 The Toxic Substances Control Act (TSCA) gives the EPA authority to assess and prevent potential unreasonable risks to human health and the environment before a new chemical substance is introduced into commerce. Section 5 of TSCA requires manufacturers and importers to notify the EPA before manufacturing or importing a nonexempt new chemical substance by submitting a Premanufacture Notice (PMN) prior to the manufacture (including import) of the chemical substance. Under the TSCA New Chemicals Program, the EPA then assesses whether an unreasonable risk may, or will, be presented by the expected manufacturing, processing, distribution in commerce, use, and disposal of the new substance. Based on its review of a PMN and a Significant New Use Notice (SNUN) for HFO– 1336mzz(E), the EPA has determined that use of HFO–1336mzz(E) in consumer products or use other than as described in the PMN and SNUN may cause serious chronic health effects. To address concerns identified during the PMN review of HFO–1336mzz(E), the EPA issued a Significant New Use Rule (SNUR) under TSCA on May 16, 2016, to require submission of a SNUN to the EPA at least 90 days before manufacturing or processing of HFO– 1336mzz(E) for any uses in consumer products or any use other than as described in the PMN (81 FR 30451, 30462, May 16, 2016). The required notification will provide the EPA with the opportunity to evaluate the intended use before it occurs and, if necessary, to prohibit or limit that activity to protect against an unreasonable risk. The EPA received a SNUN for a significant new use of HFO–1336mzz(E) in 2017 and modified the SNUR in June 2021 based on its determination for the SNUN (86 FR 30210, 30215, June 7, 2021) 5. The EPA, therefore, believes that existing programs address the risk of toxicity associated with the use of HFO– 1336mzz(E). The EPA recognizes that both HFO– 1336mmz(E) and its atmospheric breakdown product trifluoroacetic acid (TFA) are members of the broad class of compounds known as per- and polyfluoroalkyl substances (PFAS), even though they are not among the PFAS currently listed or targeted for specific Agency action. Many PFAS are highly mobile in various media; some are volatile and can be transported long distances in air and/or in water and widely distributed in the environment. Some studies suggest that PFAS emitted 5 https://www.govinfo.gov/content/pkg/FR-202106-07/html/2021-11768.htm PO 00000 Frm 00024 Fmt 4700 Sfmt 4700 to air can result in human exposures in other media such as source/surface or drinking waters even though the emissions origin may be distant from receptor water bodies.6 Some PFAS are persistent in the environment and in the human body and can accumulate over time. There is evidence that exposure to certain PFAS can lead to adverse human health effects (e.g., low infant birth weights, immune system effects, cancer, and thyroid disruption). Numerous states have developed health-based (e.g., drinking water) standards for various PFAS. The Environmental Effects Assessment Panel for the Montreal Protocol (EEAP) has considered the production of TFA as a persistent breakdown product of HFCs and HFOs and has found, ‘‘Projected future increased loadings of TFA to playas, land-locked lakes, and the oceans due to continued use of HCFCs, HFCs, and replacement products such as HFOs are still judged to present negligible risks for aquatic organisms and humans.’’ 7 In its most recent assessment report (2018 Assessment Report), EEAP found, ‘‘Overall, there is no new evidence that contradicts the conclusion of our previous Assessments that exposure to current and projected concentrations of salts of TFA in surface waters present a minimal risk to the health of humans and the environment.’’ 8 3. Contribution to Climate Change The Intergovernmental Panel on Climate Change (IPCC) Fifth Assessment Report (IPCC AR5) does not provide an estimate for HFO–1336mzz(E)’s GWP.9 6 https://pubs.acs.org/doi/abs/10.1021/acs.est. 0c06580 7 UNEP, 2015. Environmental Effects Of Ozone Depletion And Its Interactions With Climate Change: 2014 Assessment of the Montreal Protocol. United Nations Environment Programme (UNEP), Nairobi. This document accessible at: https:// ozone.unep.org/sites/default/files/2019-05/eeap_ report_2014.pdf. 8 UNEP, 2019. Environmental Effects and Interactions of Stratospheric Ozone Depletion, UV Radiation, and Climate Change: 2018 Assessment Report of the Montreal Protocol. United Nations Environment Programme (UNEP), Nairobi. This document accessible at: https://ozone.unep.org/ sites/default/files/2019-04/EEAP_assessmentreport-2018%20%282%29.pdf. 9 IPCC, 2013: Climate Change 2013: Chapter 8, Myhre, G., D. Shindell, F.-M. Bre´on, W. Collins, J. Fuglestvedt, J. Huang, D. Koch, J.-F. Lamarque, D. Lee, B. Mendoza, T. Nakajima, A. Robock, G. Stephens, T. Takemura and H. Zhang, 2013: Anthropogenic and Natural Radiative Forcing. In: Climate Change 2013: The Physical Science Basis. Contribution of Working Group I to the Fifth Assessment Report of the Intergovernmental Panel on Climate Change [Stocker, T.F., D. Qin, G.-K. Plattner, M. Tignor, S.K. Allen, J. Boschung, A. Nauels, Y. Xia, V. Bex and P.M. Midgley (eds.)]. Cambridge University Press, Cambridge, United Kingdom and New York, NY, USA. https:// www.ipcc.ch/site/assets/uploads/2018/02/ WG1AR5_Chapter08_FINAL.pdf. E:\FR\FM\08FER1.SGM 08FER1 Federal Register / Vol. 88, No. 26 / Wednesday, February 8, 2023 / Rules and Regulations lotter on DSK11XQN23PROD with RULES1 The HFO–1336mzz(E) GWP on a 100year time horizon was calculated to be 7 in one study by Osterstrom et al. (2017) and 32 (atmospherically wellmixed) and 14 (lifetime-adjusted) in another study by Baasandorj et al. (2018). However, the WMO (2018) calculated the 100-year GWP for HFO– 1336mzz(E) as 16. Species with double bonds assembled in the Intergovernmental Panel on Climate Change Fifth Assessment Report (Table 8.A.1) indicate lower GWP than species without a double bond. Given the presence of a double bond in the HFO– 1336mzz(E) molecule, its atmospheric degradation is accelerated, and its atmospheric lifetime is reduced, thereby reducing its long-term GWP. According to the SNAP rule, HFO–1336mzz(E)’s GWP of 16 is lower than the GWPs of some of the substitutes in a variety of foam blowing and refrigeration, solvent, and aerosol propellant end-uses (USEPA, 2020). HFO–1336mzz(E) was developed to replace other chemicals used for similar end-uses with GWP ranging from 1 to 1,300 such as the refrigerant 1,1,1,2-tetrafluoroethane (R– 134a), among others. The petitioner claims that HFO–1336mzz(E) is a better alternative to other substitutes in foam expansion or blowing agents for use in polyurethane rigid insulating foams. Specifically, HFO–1336mzz(E) will provide significant performance and energy saving advantages and reduce climate change impacts both directly by its relatively low GWP and indirectly by decreasing energy consumption throughout the lifecycle of insulated foams in several applications. C. Response to Comments and Conclusion The EPA received two comments by the close of the public comment period on June 28, 2022, on the notice of proposed rulemaking. However, no specific issues that are relevant to our action to exempt HFO–1336mzz(E) were submitted. No negative comments were received on the proposed action or raised any issues about the PFAS and/ or recommendation to address them under the revision of the VOC definition. Details on those comments received and the EPA’s responses are provided below. Comments: The first commenter was the petitioner who supported the proposed action to exempt HFO– 1336mzz(E) from the EPA’s definition of VOC in 40 CFR 51.100(s). The petitioner insisted that PFAS issues were outside the scope of this rulemaking, referring to other EPA programs that are currently working to address them. The petitioner also mentioned EPA’s ongoing efforts in VerDate Sep<11>2014 15:51 Feb 07, 2023 Jkt 259001 defining what PFAS are, and the agency’s testing strategy, adding that HFO–1336mzz(E) is not currently included in the EPA’s working definition of PFAS. The second commenter submitted similar supporting arguments on behalf of multiple professional organizations including the U.S. Chamber of Commerce. They stipulated that this rulemaking is not the proper vehicle for broadly examining questions about properties of PFAS and their chemistry, properties that are not related to the VOC exemption program as we requested in the proposal. They referred to multiple EPA initiatives underway which will provide a better platform to address PFAS issues, urging the exemption of HFO–1336-mzz(E) as the focus of this rulemaking. Response: The EPA acknowledges the commenters’ support to exempt HFO1336mzz(E) from the EPA’s regulatory definition of VOC in 40 CFR 51.100(s). The commenter is correct that HFO– 1336mzz(E) does not meet the Office of Pollution Prevention and Toxics’ (OPPT) working definition of PFAS.10 However, EPA notes that this definition may not be identical to other definitions of PFAS used within EPA and/or by other organizations. The term ‘‘PFAS’’ has been used broadly by many organizations for their individual research and/or regulatory needs. Various programs or organizations have distinct needs or purposes apart from the proposed TSCA section 8(a)(7) reporting rule, and therefore, different definitions of the term ‘‘PFAS’’ may be appropriate for other purposes, including this program.11 At this time, we do not believe it is necessary to consider a definition of PFAS that applies to the VOC exemption process, because the Agency evaluates each chemical substance on a case-by-case basis against the relevant criteria in the 2005 Interim Guidance. IV. Final Action The EPA is responding to the petition by revising its regulatory definition of 10 OPPT’s proposed rule defined PFAS as ‘‘any chemical substance or mixture that structurally contains the unit R-(CF2)-C(F)(R′)R″. Both the CF2 and CF moieties are saturated carbons. None of the R groups (R, R′ or R″) can be hydrogen.’’ Toxic Substances Control Act Reporting and Recordkeeping Requirements for Perfluoroalkyl and Polyfluoroalkyl Substances Posted by the Environmental Protection Agency, 86 FR 33926, 33937 (proposed on June 28, 2021). 11 See OECD, Reconciling Terminology of the Universe of Per- and Polyfluoroalkyl Substances: Recommendations and Practical Guidance p. 8 (July 2021), https://www.oecd.org/officialdocuments/ publicdisplaydocumentpdf/?cote=ENV/CBC/ MONO(2021)25&docLanguage=En. PO 00000 Frm 00025 Fmt 4700 Sfmt 4700 8231 VOC at 40 CFR 51.100(s) to add HFO– 1336mzz(E) to the list of compounds that are exempt from the regulatory definition of VOC because it is less reactive than ethane based on a comparison of mass-based MIR and molar-based MIR metrics and is, therefore, considered negligibly reactive. As a result of this action, if an entity uses or produces this compound and is subject to the EPA regulations limiting the use of VOC in a product, limiting the VOC emissions from a facility, or otherwise controlling the use of VOC for purposes related to attaining the O3 NAAQS, this compound will not be counted as a VOC in determining whether these regulatory obligations have been met. This action would affect whether this compound is considered a VOC for state regulatory purposes to reduce O3 formation, if a state relies on the EPA’s regulatory definition of VOC. States are not obligated to exclude from control as a VOC those compounds that the EPA has found to be negligibly reactive. However, no state may take credit for controlling this compound in its O3 control strategy. Consequently, reductions in emissions for this compound will not be considered or counted in determining whether states have met the rate of progress requirements for VOC in State Implementation Plans or in demonstrating attainment of the O3 NAAQS. V. Statutory and Executive Order Reviews Additional information about these statutes and Executive Orders can be found at https://www2.epa.gov/lawsregulations/laws-and-executive-orders. A. Executive Order 12866: Regulatory Planning and Review and Executive Order 13563: Improving Regulation and Regulatory Review This action is not a significant regulatory action and was, therefore, not submitted to the Office of Management and Budget (OMB) for review. B. Paperwork Reduction Act (PRA) This action does not impose an information collection burden under the PRA. It does not contain any recordkeeping or reporting requirements. C. Regulatory Flexibility Act (RFA) I certify this action will not have a significant economic impact on a substantial number of small entities under the RFA. This action will not impose any requirements on small entities. This action removes HFO– 1336mzz(E) from the regulatory E:\FR\FM\08FER1.SGM 08FER1 8232 Federal Register / Vol. 88, No. 26 / Wednesday, February 8, 2023 / Rules and Regulations definition of VOC and, thereby, relieves manufacturers, distributers, and users of the compound from tropospheric O3 requirements to control emissions of the compound. D. Unfunded Mandates Reform Act (UMRA) This action does not contain any unfunded mandate as described in UMRA, 2 U.S.C. 1531–1538, and does not significantly or uniquely affect small governments. This action imposes no enforceable duty on any state, local or tribal governments, or the private sector. E. Executive Order 13132: Federalism This action does not have federalism implications. It will not have substantial direct effects on the states, on the relationship between the national government and the states, or on the distribution of power and responsibilities among the various levels of government. F. Executive Order 13175: Consultation and Coordination With Indian Tribal Governments This action does not have tribal implications, as specified in Executive Order 13175. This final action removes HFO–1336mzz(E) from the regulatory definition of VOC and, thereby, relieves manufacturers, distributers, and users from tropospheric O3 requirements to control emissions of the compound. Thus, Executive Order 13175 does not apply to this action. lotter on DSK11XQN23PROD with RULES1 G. Executive Order 13045: Protection of Children From Environmental Health and Safety Risks This action is not subject to Executive Order 13045, because it is not economically significant as defined in Executive Order 12866, and because the EPA does not believe the environmental health or safety risks addressed by this action present a disproportionate risk to children. Since HFO–1336mzz(E) is utilized in specific industrial applications where children are not present and dissipates quickly (e.g., lifetime of 22 days) with short-lived end products, there is no exposure or disproportionate risk to children. This action removes HFO–1336mzz(E) from the regulatory definition of VOC and, thereby, relieves manufacturers, distributers, and users from tropospheric O3 requirements to control emissions of the compound. VerDate Sep<11>2014 15:51 Feb 07, 2023 Jkt 259001 H. Executive Order 13211: Actions Concerning Regulations That Significantly Affect Energy Supply, Distribution or Use This action is not subject to Executive Order 13211, because it is not a significant regulatory action under Executive Order 12866. I. National Technology Transfer and Advancement Act (NTTAA) This rulemaking does not involve technical standards. J. Executive Order 12898: Federal Actions To Address Environmental Justice in Minority Populations and Low-Income Populations Executive Order 12898 (59 FR 7629, February 16, 1994) directs federal agencies, to the greatest extent practicable and permitted by law, to make environmental justice part of their mission by identifying and addressing, as appropriate, disproportionately high, and adverse human health or environmental effects of their programs, policies, and activities on minority populations (people of color and/or Indigenous peoples) and low-income populations. The EPA believes that the human health and environmental conditions that exist prior to this action do not result in disproportionate and adverse effects on people of color, low-income populations, and/or Indigenous peoples as we found no data available to support the opposite. Projected effects on the various populations after this action is implemented are not likely to result in new potentially disproportionate and adverse effects. We addressed the human health and environmental risks by this action to the greatest ability feasible, and those risks will not have potential disproportionately high and adverse human health or environmental effects on minority, low-income or indigenous populations (in particular children), because of no possible exposure. This chemical is used in specific industrial applications where children are not present. This action was developed in accordance with agency guidance on environmental justice. This action removes HFO–1336mzz(E) from the regulatory definition of VOC and, thereby, relieves manufacturers, distributers, and users of the compound from tropospheric O3 requirements to control emissions of the compound. It will in fact help states focus on more photochemically reactive chemicals preventing more formation of Ozone and consequently more adverse related health and environmental effects. PO 00000 Frm 00026 Fmt 4700 Sfmt 4700 K. Congressional Review Act (CRA) This action is subject to the CRA, and the EPA will submit a rule report to each House of the Congress and to the Comptroller General of the United States. This action is not a ‘‘major rule’’ as defined by 5 U.S.C. 804(2). L. Judicial Review Under section 307(b)(1) of the CAA, petitions for judicial review of this action must be filed in the United States Court of Appeals for the District of Columbia Circuit Court within 60 days from the date the final action is published in the Federal Register. Filing a petition for review by the Administrator of this final action does not affect the finality of this action for the purposes of judicial review nor does it extend the time within which a petition for judicial review must be filed and shall not postpone the effectiveness of such action. Thus, any petitions for review of this action related to the exemption of HFO–1336mzz(E) from the regulatory definition of VOC must be filed in the Court of Appeals for the District of Columbia Circuit within 60 days from the date final action is published in the Federal Register. VI. References Atkinson, R., Baulch, D.L., Cox, R.A., Crowley, J.N., Hampson, Jr., R.F., Hynes, R.G., Jenkin, M.E., Kerr, J.A., Rossi, M.J., and Troe, J. (2006) Evaluated kinetic and photochemical data for atmospheric chemistry: Volume II—gas phase reactions of organic species. Atmos. Chem. Phys. 6: 3625–4055. Baasandorj, M., Ravishankara, A.R., Burkholder, J.B. (2011) Atmospheric chemistry of (Z)-CF3CHÕCHCF3: OH radical reaction rate coefficient and global warming potential. J Phys Chem A. 2011 Sep 29;115(38):10539–49. doi: 10.1021/jp206195g. Baasandorj, M., Marshall, P., Waterland, R.L., Ravishankara, A.R. & Burkholder, J.B. Rate Coefficient Measurements and Theoretical Analysis of the OH + (E)CF3CHÕCHCF3 Reaction. The Journal of Physical Chemistry A 122, 4635–4646, doi:10.1021/acs.jpca.8b02771 (2018). Carter, W.P.L. (1994) Development of ozone reactivity scales for volatile organic compounds. J. Air Waste Manage, 44: 881–899. Carter, W.P.L. (2008) Reactivity Estimates for Selected Consumer Product Compounds, Final Report to California Air Resources Board Contract No. 06–408, February 19, 2008. https://;www.arb.ca.gov/research/ reactivity/consumer_products.pdf. Carter, W.P.L. (2011) SAPRC Atmospheric Chemical Mechanisms and VOC Reactivity Scales, at https:// www.engr.ucr.edu/∼carter/SAPRC/. Last updated in Sept. 14, 2013. Tables of Maximum Incremental Reactivity (MIR) Values available at https:// E:\FR\FM\08FER1.SGM 08FER1 Federal Register / Vol. 88, No. 26 / Wednesday, February 8, 2023 / Rules and Regulations www.arb.ca.gov/regact/2009/mir2009/ mir2009.htm. May 11, 2011. Carter, W.P.L. (2011a) Estimation of the ground-level atmospheric ozone formation potentials of Cis 1,1,1,4,4,4HexaFluoro-2-Butene, August 8, 2011. Chemours. (2016) CD–59 Foam Expansion Agent Safety Data Sheet. Version 4.1. The Chemours Company FC, LLC, Wilmington, DE December 2016. Osterstrom, F.F., Andersen, S.T., S<lling, T.I., Nielsena, OJ., and Andersen, M.P.S. (2017) Atmospheric chemistry of Z- and E-CF3CH—CHCF3: Phys.Chem.Chem.Phys., 2017, 19, 735 TNO (Netherlands Organization for Applied Scientific Research). (2016a) Sub-chronic (13-week) inhalation toxicity study with HFO–1336mzz(E) in rats. Report No. V20686. TNO Company, Netherlands. Unpublished report. TNO (Netherlands Organization for Applied Scientific Research). (2016b) Inhalation prenatal developmental toxicity study with HFO–1336mzz(E) in rats. Report No. V20685. TNO Company, Netherlands. Pitts, J.N. Jr., Winer, A.M., Aschmann, S.M., Carter, W.P.L., and Atkinson, K. (1983), Experimental Protocol for Determining Hydroxyl Radical Reaction Rate Constants Environmental Science Research Laboratory, ORD, USEPA. EPA600/3–82–038. USEPA, 2020. Protection of Stratospheric Ozone: Determination 36 for Significant New Alternatives Policy Program December 11, 2020. 85 FR 79863. Available online at: https:// www.govinfo.gov/content/pkg/FR-202012-11/pdf/2020-23861.pdf. List of Subjects in 40 CFR Part 51 Environmental protection, Administrative practice and procedure, Air pollution control, Ozone, Reporting and recordkeeping requirements, Volatile organic compounds. Michael S. Regan, Administrator. For reasons stated in the preamble, part 51 of chapter I of title 40 of the Code of Federal Regulations is amended as follows: PART 51—REQUIREMENTS FOR PREPARATION, ADOPTION, AND SUBMITTAL OF IMPLEMENTATION PLANS 1. The authority citation for part 51 continues to read as follows: ■ Authority: 23 U.S.C. 101; 42 U.S.C. 7401– 7671q. lotter on DSK11XQN23PROD with RULES1 Subpart F—Procedural Requirements 2. Section 51.100 is amended by revising paragraph (s)(1) introductory text to read as follows: ■ § 51.100 * * Definitions. * VerDate Sep<11>2014 * * 15:51 Feb 07, 2023 Jkt 259001 (s) * * * (1) This includes any such organic compound other than the following, which have been determined to have negligible photochemical reactivity: methane; ethane; methylene chloride (dichloromethane); 1,1,1-trichloroethane (methyl chloroform); 1,1,2-trichloro1,2,2-trifluoroethane (CFC–113); trichlorofluoromethane (CFC–11); dichlorodifluoromethane (CFC–12); chlorodifluoromethane (HCFC–22); trifluoromethane (HFC–23); 1,2-dichloro 1,1,2,2-tetrafluoroethane (CFC–114); chloropentafluoroethane (CFC–115); 1,1,1-trifluoro 2,2-dichloroethane (HCFC–123); 1,1,1,2-tetrafluoroethane (HFC–134a); 1,1-dichloro 1-fluoroethane (HCFC–141b); 1-chloro 1,1difluoroethane (HCFC–142b); 2-chloro1,1,1,2-tetrafluoroethane (HCFC–124); pentafluoroethane (HFC–125); 1,1,2,2tetrafluoroethane (HFC–134); 1,1,1trifluoroethane (HFC–143a); 1,1difluoroethane (HFC–152a); parachlorobenzotrifluoride (PCBTF); cyclic, branched, or linear completely methylated siloxanes; acetone; perchloroethylene (tetrachloroethylene); 3,3-dichloro-1,1,1,2,2pentafluoropropane (HCFC–225ca); 1,3dichloro-1,1,2,2,3-pentafluoropropane (HCFC–225cb); 1,1,1,2,3,4,4,5,5,5decafluoropentane (HFC 43–10mee); difluoromethane (HFC–32); ethylfluoride (HFC–161); 1,1,1,3,3,3hexafluoropropane (HFC–236fa); 1,1,2,2,3-pentafluoropropane (HFC– 245ca); 1,1,2,3,3-pentafluoropropane (HFC–245ea); 1,1,1,2,3pentafluoropropane (HFC–245eb); 1,1,1,3,3-pentafluoropropane (HFC– 245fa); 1,1,1,2,3,3-hexafluoropropane (HFC–236ea); 1,1,1,3,3pentafluorobutane (HFC–365mfc); chlorofluoromethane (HCFC–31); 1 chloro-1-fluoroethane (HCFC–151a); 1,2dichloro-1,1,2-trifluoroethane (HCFC– 123a); 1,1,1,2,2,3,3,4,4-nonafluoro-4methoxy-butane (C4F9OCH3 or HFE– 7100); 2-(difluoromethoxymethyl)1,1,1,2,3,3,3-heptafluoropropane ((CF3)2CFCF2OCH3); 1-ethoxy1,1,2,2,3,3,4,4,4-nonafluorobutane (C4F9OC2H5 or HFE–7200); 2(ethoxydifluoromethyl)-1,1,1,2,3,3,3heptafluoropropane ((CF3)2CFCF2OC2H5); methyl acetate; 1,1,1,2,2,3,3-heptafluoro-3-methoxypropane (n-C3F7OCH3, HFE–7000); 3ethoxy- 1,1,1,2,3,4,4,5,5,6,6,6dodecafluoro-2-(trifluoromethyl) hexane (HFE–7500); 1,1,1,2,3,3,3heptafluoropropane (HFC 227ea); methyl formate (HCOOCH3); 1,1,1,2,2,3,4,5,5,5-decafluoro-3methoxy-4-trifluoromethyl-pentane (HFE–7300); propylene carbonate; PO 00000 Frm 00027 Fmt 4700 Sfmt 4700 8233 dimethyl carbonate; trans-1,3,3,3tetrafluoropropene; HCF2OCF2H (HFE– 134); HCF2OCF2OCF2H (HFE–236cal2); HCF2OCF2CF2OCF2H (HFE–338pcc13); HCF2OCF2OCF2CF2OCF2H (H-Galden 1040x or H-Galden ZT 130 (or 150 or 180)); trans 1-chloro-3,3,3-trifluoroprop1-ene; 2,3,3,3-tetrafluoropropene; 2amino-2-methyl-1-propanol; t-butyl acetate; 1,1,2,2-Tetrafluoro-1-(2,2,2trifluoroethoxy) ethane; cis-1,1,1,4,4,4hexafluorobut-2-ene (HFO–1336mzz-Z); trans-1,1,1,4,4,4-hexafluorobut-2-ene (HFO–1336mzz(E)); and perfluorocarbon compounds which fall into these classes: * * * * * [FR Doc. 2023–02384 Filed 2–7–23; 8:45 am] BILLING CODE 6560–50–P ENVIRONMENTAL PROTECTION AGENCY 40 CFR Part 180 [EPA–HQ–OPP–2021–0396; FRL–10572–01– OCSPP] Peptide Derived From Harpin Protein; Exemption From the Requirement of a Tolerance Environmental Protection Agency (EPA). ACTION: Final rule. AGENCY: This regulation establishes an exemption from the requirement of a tolerance for residues of Peptide Derived from Harpin Protein (PDHP) 25279 in or on all food commodities when used in accordance with label directions and good agricultural practices. Plant Health Care Inc., submitted a petition to EPA under the Federal Food, Drug, and Cosmetic Act (FFDCA), requesting an exemption from the requirement of a tolerance. This regulation eliminates the need to establish a maximum permissible level for residues of PDHP 25279 under FFDCA when used in accordance with this exemption. DATES: This regulation is effective February 8, 2023. Objections and requests for hearings must be received on or before April 10, 2023 and must be filed in accordance with the instructions provided in 40 CFR part 178 (see also Unit I.C. of the SUPPLEMENTARY INFORMATION). SUMMARY: The docket for this action, identified by docket identification (ID) number EPA–HQ–OPP–2021–0396, is available at https://www.regulations.gov or at the Office of Pesticide Programs Regulatory Public Docket (OPP Docket) in the Environmental Protection Agency ADDRESSES: E:\FR\FM\08FER1.SGM 08FER1

Agencies

[Federal Register Volume 88, Number 26 (Wednesday, February 8, 2023)]
[Rules and Regulations]
[Pages 8226-8233]
From the Federal Register Online via the Government Publishing Office [www.gpo.gov]
[FR Doc No: 2023-02384]


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ENVIRONMENTAL PROTECTION AGENCY

40 CFR Part 51

[EPA-HQ-OAR-2021-0420; FRL-8371-01-OAR]
RIN 2060-AV24


Air Quality: Revision to the Regulatory Definition of Volatile 
Organic Compounds--Exclusion of (2E)-1,1,1,4,4,4-hexafluorobut-2-ene 
(HFO-1336mzz(E))

AGENCY: Environmental Protection Agency (EPA).

ACTION: Final rule.

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SUMMARY: On April 28, 2022, the U.S. Environmental Protection Agency 
(EPA) published a proposed rule seeking comments in response to a 
petition requesting the revision of the EPA's regulatory definition of 
volatile organic compounds (VOC) to exempt trans-1,1,1,4,4,4-
hexafluorobut-2-ene (also known as HFO-1336mzz(E); CAS number 66711-86-
2). The EPA is now taking final action to revise the regulatory 
definition of VOC under the Clean Air Act (CAA). This final action adds 
HFO-1336mzz(E) to the list of compounds excluded from the regulatory 
definition of VOC on the basis that this compound makes a negligible 
contribution to tropospheric ozone (O3) formation.

DATES: This final rule is effective on April 10, 2023.

ADDRESSES: The EPA has established a docket for this action under 
Docket ID No. EPA-HQ-OAR-2021-0420. All documents in the docket are 
listed on the https://www.regulations.gov website. Although listed in 
the index, some information is not publicly available, e.g., CBI or 
other information whose disclosure is restricted by statute. Certain 
other material, such as copyrighted materials, is not placed on the 
internet and will be publicly available only in hard copy form. 
Publicly available docket materials are available electronically 
through https://www.reglatons.gov.

FOR FURTHER INFORMATION CONTACT: Dr. Souad Benromdhane, Office of Air 
Quality Planning and Standards, Health and Environmental Impacts 
Division, Mail Code C539-07, Environmental Protection Agency, Research 
Triangle Park, NC 27711; telephone: (919) 541-4359; fax number: (919) 
541-5315; email address: [email protected].

SUPPLEMENTARY INFORMATION: 

Table of Contents

I. Does this action apply to me?
II. Background
    A. The EPA's VOC Exemption Policy
    B. Petition to List HFO-1336mzz(E) as an Exempt Compound
III. The EPA's Assessment of the Petition
    A. Contribution to Tropospheric Ozone Formation
    B. Potential Impacts on Other Environmental Endpoints
    1. Contribution to Stratospheric Ozone Depletion
    2. Toxicity
    3. Contribution to Climate Change
    C. Response to Comments and Conclusion
IV. Final Action
V. Statutory and Executive Order Reviews
    A. Executive Order 12866: Regulatory Planning and Review and 
Executive Order 13563: Improving Regulation and Regulatory Review
    B. Paperwork Reduction Act (PRA)
    C. Regulatory Flexibility Act (RFA)

[[Page 8227]]

    D. Unfunded Mandates Reform Act (UMRA)
    E. Executive Order 13132: Federalism
    F. Executive Order 13175: Consultation and Coordination with 
Indian Tribal Governments
    G. Executive Order 13045: Protection of Children from 
Environmental Health and Safety Risks
    H. Executive Order 13211: Actions Concerning Regulations that 
Significantly Affect Energy Supply, Distribution or Use
    I. National Technology Transfer and Advancement Act (NTTAA)
    J. Executive Order 12898: Federal Actions to Address 
Environmental Justice in Minority Populations and Low-Income 
Populations
    K. Congressional Review Act (CRA)
    L. Judicial Review
VI. References

I. Does this action apply to me?

    Entities potentially affected by this final rule include, but are 
not necessarily limited to, the following: state and local air 
pollution control agencies that adopt and implement regulations to 
control air emissions of VOC; and industries manufacturing and/or using 
HFO-1336mzz(E) for use in foam blowing, refrigeration, as well as 
applications in solvents and aerosol propellants, and other minor uses. 
Potential entities that may be affected by this action include the 
following:

     Table 1--Potentially Affected Entities by North American Industrial Classification System (NAICS) Code
----------------------------------------------------------------------------------------------------------------
                    Category                       NAICS code          Description of regulated entities
----------------------------------------------------------------------------------------------------------------
Industry........................................       325120  Industrial Gas Manufacturing.
Industry........................................       333242  Semiconductor Machinery Manufacturing.
Industry........................................       325998  All Other Miscellaneous Chemical Product and
                                                                Preparation Manufacturing.
Industry........................................       326140  Polystyrene Foam Product Manufacturing.
Industry........................................       326150  Urethane and Other Foam Product (except
                                                                Polystyrene) Manufacturing.
Industry........................................       333415  Air-Conditioning and Warm Air Heating Equipment
                                                                and Commercial and Industrial Refrigeration
                                                                Equipment Manufacturing.
Industry........................................         3363  Motor Vehicle Parts Manufacturing.
Industry........................................       336611  Ship Building and Repairing.
Industry........................................       336612  Boat Building.
Industry........................................       339999  All other Miscellaneous Manufacturing.
----------------------------------------------------------------------------------------------------------------

    This table is not intended to be exhaustive but rather provides a 
guide for readers regarding entities that might be affected by this 
deregulatory action. This table lists the types of entities that the 
EPA is now aware of that could potentially be affected to some extent 
by this action. Other types of entities not listed in the table could 
also be affected to some extent. To determine whether your entity is 
directly or indirectly affected by this action, you should consult your 
state or local air pollution control and/or air quality management 
agencies.

II. Background

A. The EPA's VOC Exemption Policy

    Tropospheric O3, commonly known as smog, is formed when 
VOC and nitrogen oxides (NOX) react in the atmosphere in the 
presence of sunlight. Because of the harmful health effects of 
O3, the EPA and state governments limit the amount of VOC 
that can be released into the atmosphere. Volatile organic compounds 
form O3 through atmospheric photochemical reactions, and 
different VOC have different levels of reactivity. That is, different 
VOC do not react to form O3 at the same speed or form 
different amounts of O3. Some VOC react more slowly or form 
less O3; therefore, changes in their emissions have limited 
effects on local or regional O3 pollution episodes. It has 
been the EPA's policy since 1971 that certain organic compounds with a 
negligible level of reactivity should be excluded from the regulatory 
definition of VOC to focus VOC control efforts on compounds that 
significantly affect O3 concentrations. The EPA also 
believes that exempting such compounds creates an incentive for 
industry to use negligibly reactive compounds in place of more highly 
reactive compounds that are regulated as VOC. The EPA lists compounds 
that it has determined to be negligibly reactive in its regulations as 
being excluded from the regulatory definition of VOC (40 CFR 
51.100(s)).
    The CAA requires the regulation of VOC for various purposes. 
Section 302(s) of the CAA specifies that the EPA has the authority to 
define the meaning of ``VOC'' and, hence, what compounds shall be 
treated as VOC for regulatory purposes. The policy of excluding 
negligibly reactive compounds from the regulatory definition of VOC was 
first laid out in the ``Recommended Policy on Control of Volatile 
Organic Compounds'' (42 FR 35314, July 8, 1977) (``1977 Recommended 
Policy'') and was supplemented subsequently with the ``Interim Guidance 
on Control of Volatile Organic Compounds in Ozone State Implementation 
Plans'' (70 FR 54046, September 13, 2005) (``2005 Interim Guidance''). 
The EPA uses the reactivity of ethane as the threshold for determining 
whether a compound has negligible reactivity. Compounds that are less 
reactive than, or equally reactive to, ethane under certain assumed 
conditions may be deemed negligibly reactive and, therefore, suitable 
for exemption from the regulatory definition of VOC. Compounds that are 
more reactive than ethane continue to be considered VOC for regulatory 
purposes and, therefore, are subject to control requirements. The 
selection of ethane as the threshold compound was based on a series of 
smog chamber experiments that underlay the 1977 Recommended Policy.
    The EPA has used three different metrics to compare the reactivity 
of a specific compound to that of ethane: (i) the rate constant for 
reaction with the hydroxyl radical (OH) (known as kOH); (ii) 
the maximum incremental reactivity (MIR) on a reactivity per unit mass 
basis; and (iii) the MIR expressed on a reactivity per mole basis. 
Differences between these three metrics are discussed below.
    The kOH is the rate constant of the reaction of the 
compound with the OH radical in the air. This reaction is often, but 
not always, the first and rate-limiting step in a series of chemical 
reactions by which a compound breaks down in the air and contributes to 
O3 formation. If this step is slow, the compound will likely 
not form O3 at a very fast rate. The kOH values 
have long been used by the EPA as metrics of photochemical reactivity 
and O3-forming activity, and they were the basis for most of 
the EPA's early exemptions of negligibly reactive compounds from the 
regulatory definition of VOC. The kOH metric is inherently a 
molar-based comparison, i.e., it measures the rate at which molecules 
react.

[[Page 8228]]

    The MIR, both by mole and by mass, is a more updated metric of 
photochemical reactivity derived from a computer-based photochemical 
model, and it has been used as a metric of reactivity since 1995. This 
metric considers the complete O3-forming activity of a 
compound over multiple hours and through multiple reaction pathways, 
not merely the first reaction step with OH. Further explanation of the 
MIR metric can be found in Carter (1994).
    The EPA has considered the choice between MIRs with a molar or mass 
basis for the comparison to ethane in past rulemakings and guidance. In 
the 2005 Interim Guidance, the EPA stated that a comparison to ethane's 
MIR on the mass basis will strike the right balance between a threshold 
that is low enough to capture chemicals that significantly effect ozone 
formation and the threshold that is high enough to allow for the 
exemption of some other chemicals that may usefully substitute for more 
reactive compounds. And that EPA will continue to compare chemicals to 
ethane using kOH expressed in molar basis and MIR values 
expressed on a mass basis during the review of suggested chemicals for 
VOC-exempt status.\1\
---------------------------------------------------------------------------

    \1\ Interim Guidance on Control of Volatile Organic Compounds in 
Ozone State Implementation Plans, 2005, US Environmental Protection 
Agency, Document # 05-18015 (70 FR 54046). And could be found at 
this link: https://www.govinfo.gov/content/pkg/FR-2005-09-13/pdf/05-18015.pdf
---------------------------------------------------------------------------

    The 2005 Interim Guidance notes that the EPA will consider a 
compound to be negligibly reactive if it is equally as or less reactive 
than ethane based on either kOH expressed on a molar basis 
or MIR values expressed on a mass basis (70 FR 54046).
    The molar comparison of MIR is more consistent with the original 
smog chamber experiments, which compared equal molar concentrations of 
individual VOC, supporting the selection of ethane as the threshold, 
while the mass-based comparison of MIR is consistent with how MIR 
values and other reactivity metrics are applied in reactivity-based 
emission limits. It is, however, important to note that the mass-based 
comparison is less restrictive than the molar-based comparison in that 
more compounds would qualify as negligibly reactive.
    Given the two goals of the exemption policy articulated in the 2005 
Interim Guidance, the EPA believes that ethane continues to be an 
appropriate threshold for defining negligible reactivity. And, to 
encourage the use of environmentally beneficial substitutions, the EPA 
believes that a comparison to ethane on a mass basis strikes the right 
balance between a threshold that is low enough to capture compounds 
that significantly affect O3 concentrations and a threshold 
that is high enough to exempt some compounds that may usefully 
substitute for more highly reactive compounds.
    The 2005 Interim Guidance also noted that concerns have sometimes 
been raised about the potential impact of a VOC exemption on 
environmental endpoints other than O3 concentrations, 
including fine particle formation, air toxics exposures, stratospheric 
O3 depletion, and climate change. The EPA has recognized, 
however, that there are existing regulatory or non-regulatory programs 
that are specifically designed to address these issues, and the EPA 
continues to believe in general that the impacts of VOC exemptions on 
environmental endpoints other than O3 formation can be 
adequately addressed by these programs. The VOC exemption policy is 
intended to facilitate attainment of the O3 National Ambient 
Air Quality Standards (NAAQS), and VOC exemption decisions will 
continue to be based primarily on consideration of a compound's 
contribution to O3 formation. However, if the EPA determines 
that a particular VOC exemption is likely to result in a significant 
increase in the use of a compound and that the increased use would pose 
a significant risk to human health or the environment that would not be 
addressed adequately by existing programs or policies, then the EPA may 
exercise its judgment accordingly in deciding whether to grant an 
exemption.

B. Petition to List HFO-1336mzz(E) as an Exempt Compound

    The Chemours Company submitted a petition to the EPA on November 
30, 2016, requesting that (2E)-1,1,1,4,4,4-hexafluorobut-2-ene (HFO-
1336mzz(E); CAS number 66711-86-2) be exempted from the regulatory 
definition of VOC. The petition was based on the argument that HFO-
1336mzz(E) has low reactivity (i.e., 0.011 g of O3/g of HFO-
1336mzz(E)) relative to the MIR of ethane (0.28 g O3/g 
ethane). The petitioner indicated that HFO-1336mzz(E) may be used in a 
variety of applications in foam expansion or blowing agents where it 
has significant performance and energy-saving advantages. Chemours has 
developed HFO-1336mzz(E) to support reductions in emissions of 
greenhouse gases (GHGs). The global warming potentials (GWPs) for HFO-
1336mzz(E) are estimated as 26, 7, and 2 for time horizons of 20, 100, 
and 500 years, respectively, as estimated by Osterstrom et al. (2017). 
The World Meteorological Organization provided a 100-year GWP of 16 in 
its scientific assessment of O3 depletion under the global 
ozone research and monitoring project.\2\ Hence, HFO-1336mzz(E) can 
serve as a replacement for several higher global warming potential 
(>700 GWP) compounds for use in polyurethane rigid insulating foams, 
among others, many of which were removed from Significant New 
Alternatives Policy (SNAP) acceptable lists beginning on January 1, 
2017, or January 1, 2020. The Petitioner stated that manufacturers and 
formulators of polyurethane foams and refrigeration equipment need 
access to HFO-1336mzz(E) to meet VOC limits on their products without 
impairing performance.
---------------------------------------------------------------------------

    \2\ WMO, 2018. World Meteorological Organization, Scientific 
Assessment of Ozone Depletion: 2018, Global Ozone Research and 
Monitoring Project--Report No. 58, 588 pp., Geneva, Switzerland, 
2018. Available online at: https://ozone.unep.org/sites/default/files/2019-05/SAP-2018-Assessment-report.pdf.
---------------------------------------------------------------------------

    To support its petition, Chemours referenced several documents, 
including one peer-reviewed journal article on HFO-1336mzz(E) reaction 
rates (Osterstrom et al., 2017). Chemours also provided a supplemental 
technical report on the MIR of HFO-1336mzz(E) (Carter, 2011a). Per this 
report, the MIR of HFO-1336mzz(E) is 0.011 g O3/g HFO-
1336mzz(E) on the mass-based MIR scale. This reactivity rate is much 
lower than that of ethane (0.28 g O3/g ethane). The 
reactivity rate kOH for the gas-phase reaction of OH 
radicals with HFO-1336mzz(E) (kOH) has been measured to be 
1.72  0.42 x 10-\13\ centimeter (cm)\3\/
molecule-seconds at ~300 degrees Kelvin (K) (Osterstrom et al., 2017). 
This kOH rate is lower than that of ethane (kOH 
of ethane = 2.4 x 10-\13\ cm\3\/molecule-sec at ~298 K) even 
when uncertainty is considered and, therefore, suggests that HFO-
1336mzz(E) is less or equally reactive than ethane. In most cases, 
chemicals with high kOH values also have high MIR values, 
but for HFO-1336mzz(E), the products that are formed in subsequent 
reactions are expected to be polyfluorinated compounds, which do not 
contribute to O3 formation (Osterstrom et al., 2017; Carter 
2011a). Based on the current scientific understanding of 
tetrafluoroalkene reactions in the atmosphere, it is unlikely that the 
actual O3 impact on a mass basis would equal or exceed that 
of ethane in the scenarios used to calculate VOC reactivity in 
Osterstrom et al. (2017), in line with Baasandorj et al. (2011) and 
Carter (2011a).
    To address the potential for stratospheric O3 impacts, 
the petitioner

[[Page 8229]]

contended that, because the atmospheric lifetime of HFO-1336mzz(E) due 
to loss by OH reaction was estimated to be relatively short and it does 
not contain chlorine or bromine, it is not expected to contribute to 
the depletion of the stratospheric O3 layer (Osterstrom et 
al., 2017; Baasandorj et al., 2011).

III. The EPA's Assessment of the Petition

    On April 28, 2022, the EPA published a proposed rulemaking (87 FR 
25170) seeking comments in response to the petition to revise the EPA's 
regulatory definition of VOC for exemption of HFO-1336mzz(E). The EPA 
is taking final action to respond to the petition by exempting HFO-
1336mzz(E) from the regulatory definition of VOC. This action is based 
on consideration of the compound's low contribution to tropospheric 
O3 and the low likelihood of risk to human health or the 
environment, including stratospheric O3 depletion, toxicity, 
and climate change. Additional information on these topics is provided 
in the following sections.

A. Contribution to Tropospheric Ozone Formation

    As noted in studies cited by the petitioner, HFO-1336mzz(E) has a 
MIR value of 0.011 g O3/g VOC for ``averaged conditions,'' 
versus 0.28 g O3/g VOC for ethane (Carter, 2011). Therefore, 
the EPA considers HFO-1336mzz(E) to be negligibly reactive and eligible 
for VOC-exempt status in accordance with the Agency's long-standing 
policy that compounds should so qualify where either reactivity metric 
(kOH expressed on a molar basis or MIR expressed on a mass 
basis) indicates that the compound is less reactive than ethane. While 
the overall atmospheric reactivity of HFO-1336mzz(E) was not studied in 
an experimental smog chamber, the chemical mechanism derived from other 
chamber studies (Carter, 2011) was used to model the complete formation 
of O3 for an entire single day under realistic atmospheric 
conditions (Carter, 2011a). Therefore, the EPA believes that the MIR 
value calculated in the Carter study submitted by the petitioner is 
reliable as it was supported by Osterstrom et al. (2017).
    Table 2 presents three reactivity metrics for HFO-1336mzz(E) as 
they compare to ethane.

                               Table 2--Reactivities of Ethane and HFO-1336mzz(E)
----------------------------------------------------------------------------------------------------------------
                                                                                 Maximum
                                                                               incremental          Maximum
                       Compound                            kOH  (cm\3\/     reactivity  (MIR)     incremental
                                                           molecule-sec)     (g O3/mole VOC)   reactivity  (MIR)
                                                                                                  (g O3/g VOC)
----------------------------------------------------------------------------------------------------------------
Ethane................................................       2.4 x 10-\13\                8.4               0.28
HFO-1336mzz(E)........................................      1.72 x 10-\13\                1.8              0.011
----------------------------------------------------------------------------------------------------------------
Notes:
kOH value for ethane is at 298 K and from Atkinson et al. (2006; page 3626).
kOH value for HFO-1336mzz(E) is at 300 K and from Osterstrom (2017) and Baasandorj (2011).
Mass-based MIR value (g O3/g VOC) of ethane is from Carter (2011).
Mass-based MIR value (g O3/g VOC) of HFO-1336mzz(E) is from a supplemental report by Carter (2011a).
Molar-based MIR (g O3/mole VOC) values were calculated from the mass-based MIR (g O3/g VOC) values using the
  number of moles per gram of the relevant organic compound.

    The reaction rate of HFO-1336mzz(E) with the OH radical 
(kOH) has been measured to be 1.72 x 10-\13\ 
cm\3\/molecule-sec (Osterstrom et al., 2017); other reactions with 
O3 and the nitrate radical were negligibly small. The 
corresponding reaction rate of ethane with OH is 2.4 x 
10-\13\ cm\3\/molecule-sec (Atkinson et al., 2006). The data 
in Table 2 show that HFO-1336mzz(E) has a lower kOH value 
than ethane, meaning that it initially reacts slower than or as fast in 
the atmosphere as ethane. However, the resulting unsaturated 
fluorinated compounds in the atmosphere are short lived and react more 
slowly to form O3 (Osterstrom et al., 2017; Baasandorj et 
al., 2011). The mass-based MIR is 0.011 g O3/g VOC and much 
lower than that of ethane.
    A molecule of HFO-1336mzz(E) is much less reactive than a molecule 
of ethane in terms of complete O3-forming activity, as shown 
by the molar-based MIR (g O3/mole VOC) values. Likewise, one 
gram of HFO-1336mzz(E) has a lower capacity than one gram of ethane to 
form O3 in terms of a mass-based MIR. Thus, following the 
2005 Interim Guidance, the EPA proposes to find HFO-1336mzz(E) to be 
eligible for exemption from the regulatory definition of VOC based on 
both the molar- and mass-based MIR.

B. Potential Impacts on Other Environmental Endpoints

    The EPA's decision to exempt HFO-1336mzz(E) from the regulatory 
definition of VOC is based on our findings above. However, as noted in 
the 2005 Interim Guidance, the EPA reserves the right to exercise its 
judgment in certain cases where an exemption is likely to result in a 
significant increase in the use of a compound and a subsequent 
significantly increased risk to human health or the environment. In 
this case, the EPA does not find that exemption of HFO-1336mzz(E) would 
result in an increase of risk to human health or the environment, with 
regard to stratospheric O3 depletion, toxicity, and climate 
change. Additional information on these topics is provided in the 
following sections.
1. Contribution to Stratospheric Ozone Depletion
    The SNAP program is the EPA's program to evaluate and regulate 
substitutes for end-uses historically using O3-depleting 
chemicals. Under section 612(c) of the CAA, the EPA is required to 
identify and publish lists of acceptable and unacceptable substitutes 
for class I or class II O3-depleting substances. Per the 
SNAP program findings, the ODP of HFO-1336mzz(E) is zero. The SNAP 
program has listed HFO-1336mzz(E) as an acceptable substitute for a 
number of foam-blowing end-uses provided in 85 FR 79863, December 11, 
2020 (USEPA, 2020).
    HFO-1336mzz(E) is unlikely to contribute to the depletion of the 
stratospheric O3 layer. The O3 depletion 
potential (ODP) of HFO-1336mzz(E) is expected to be negligible based on 
several lines of evidence: the absence of chlorine or bromine in the 
compound and the atmospheric reactions described in Carter (2008). 
Because HFO-1336mzz(E)'s atmospheric lifetime is short relative to the 
time scale for mixing within the troposphere, it will decay before it 
has a chance to reach the

[[Page 8230]]

stratosphere and, thus, will not participate in O3 
destruction.
2. Toxicity
    Based on screening assessments of the health and environmental 
risks of HFO-1336mzz(E), the SNAP program anticipated that users will 
be able to use the compound without significantly greater health risks 
than presented by the use of other available substitutes for the same 
end uses (USEPA, 2020).
    The EPA anticipates that HFO-1336mzz(E) will be used consistent 
with the recommendations specified in the manufacturer's safety data 
sheet (SDS) (Chemours, 2016). According to the SDS, potential health 
effects from inhalation of HFO-1336mzz(E) include skin or eye 
irritation or frostbite. Exposure to high concentrations of HFO-
1336mzz(E) from misuse or intentional inhalation abuse may cause 
irregular heartbeat. In addition, HFO-1336mzz(E) could cause 
asphyxiation if air is displaced by vapors in a confined space. The 
Workplace Environmental Exposure Limit (WEEL) committee of the 
Occupational Alliance for Risk Science (OARS) reviewed available animal 
toxicity data and recommends a WEEL for the workplace of 400 parts per 
million (ppm) (2680 mg/m\3\) \3\ time-weighted average (TWA) for an 8-
hour workday, as later published in 2019 in Toxicology and Industrial 
Health (``Trans-1,1,1,4,4,4-hexafluoro-2-butene,'' 2019).\4\. This WEEL 
was derived based on reduced male body weight gain in the 13-week rat 
inhalation toxicity study (TNO, 2016a, and TNO, 2016b), based on the 
point of departure of NOAEL of 7500 ppm. This was also the NOAEL for 
the developmental toxicity study where developmental effects were only 
observed at maternally toxic levels. The EPA anticipates that users 
will be able to meet the WEEL and address potential health risks by 
following requirements and recommendations in the SDS and other safety 
precautions common to the refrigeration and air conditioning industry.
---------------------------------------------------------------------------

    \3\ Occupational Alliance for Risk Science (OARS-WEELs)- HFO-
1336mzz(E), 2018: https://www.tera.org/OARS/PDF_documents/03_trans-1-1-1-4-4-4-hexafluoro-2-butene-(hfo-1336mzz-e).pdf.
    \4\ Trans-1,1,1,4,4,4-hexafluoro-2-butene (HFO-1336mzz(E)) 
(2018). (2019). Toxicology and Industrial Health, 35(3), 204-210. 
https://doi.org/10.1177/0748233719825529.
---------------------------------------------------------------------------

    HFO-1336mzz(E) is not regulated as a hazardous air pollutant (HAP) 
under title I of the CAA. Also, it is not listed as a toxic chemical 
under section 313 of the Emergency Planning and Community Right-to-Know 
Act (EPCRA).
    The Toxic Substances Control Act (TSCA) gives the EPA authority to 
assess and prevent potential unreasonable risks to human health and the 
environment before a new chemical substance is introduced into 
commerce. Section 5 of TSCA requires manufacturers and importers to 
notify the EPA before manufacturing or importing a nonexempt new 
chemical substance by submitting a Premanufacture Notice (PMN) prior to 
the manufacture (including import) of the chemical substance. Under the 
TSCA New Chemicals Program, the EPA then assesses whether an 
unreasonable risk may, or will, be presented by the expected 
manufacturing, processing, distribution in commerce, use, and disposal 
of the new substance. Based on its review of a PMN and a Significant 
New Use Notice (SNUN) for HFO-1336mzz(E), the EPA has determined that 
use of HFO-1336mzz(E) in consumer products or use other than as 
described in the PMN and SNUN may cause serious chronic health effects. 
To address concerns identified during the PMN review of HFO-1336mzz(E), 
the EPA issued a Significant New Use Rule (SNUR) under TSCA on May 16, 
2016, to require submission of a SNUN to the EPA at least 90 days 
before manufacturing or processing of HFO-1336mzz(E) for any uses in 
consumer products or any use other than as described in the PMN (81 FR 
30451, 30462, May 16, 2016). The required notification will provide the 
EPA with the opportunity to evaluate the intended use before it occurs 
and, if necessary, to prohibit or limit that activity to protect 
against an unreasonable risk. The EPA received a SNUN for a significant 
new use of HFO-1336mzz(E) in 2017 and modified the SNUR in June 2021 
based on its determination for the SNUN (86 FR 30210, 30215, June 7, 
2021) \5\. The EPA, therefore, believes that existing programs address 
the risk of toxicity associated with the use of HFO-1336mzz(E).
---------------------------------------------------------------------------

    \5\ https://www.govinfo.gov/content/pkg/FR-2021-06-07/html/2021-11768.htm
---------------------------------------------------------------------------

    The EPA recognizes that both HFO-1336mmz(E) and its atmospheric 
breakdown product trifluoroacetic acid (TFA) are members of the broad 
class of compounds known as per- and poly-fluoroalkyl substances 
(PFAS), even though they are not among the PFAS currently listed or 
targeted for specific Agency action. Many PFAS are highly mobile in 
various media; some are volatile and can be transported long distances 
in air and/or in water and widely distributed in the environment. Some 
studies suggest that PFAS emitted to air can result in human exposures 
in other media such as source/surface or drinking waters even though 
the emissions origin may be distant from receptor water bodies.\6\ Some 
PFAS are persistent in the environment and in the human body and can 
accumulate over time. There is evidence that exposure to certain PFAS 
can lead to adverse human health effects (e.g., low infant birth 
weights, immune system effects, cancer, and thyroid disruption). 
Numerous states have developed health-based (e.g., drinking water) 
standards for various PFAS. The Environmental Effects Assessment Panel 
for the Montreal Protocol (EEAP) has considered the production of TFA 
as a persistent breakdown product of HFCs and HFOs and has found, 
``Projected future increased loadings of TFA to playas, land-locked 
lakes, and the oceans due to continued use of HCFCs, HFCs, and 
replacement products such as HFOs are still judged to present 
negligible risks for aquatic organisms and humans.'' \7\ In its most 
recent assessment report (2018 Assessment Report), EEAP found, 
``Overall, there is no new evidence that contradicts the conclusion of 
our previous Assessments that exposure to current and projected 
concentrations of salts of TFA in surface waters present a minimal risk 
to the health of humans and the environment.'' \8\
---------------------------------------------------------------------------

    \6\ https://pubs.acs.org/doi/abs/10.1021/acs.est.0c06580
    \7\ UNEP, 2015. Environmental Effects Of Ozone Depletion And Its 
Interactions With Climate Change: 2014 Assessment of the Montreal 
Protocol. United Nations Environment Programme (UNEP), Nairobi. This 
document accessible at: https://ozone.unep.org/sites/default/files/2019-05/eeap_report_2014.pdf.
    \8\ UNEP, 2019. Environmental Effects and Interactions of 
Stratospheric Ozone Depletion, UV Radiation, and Climate Change: 
2018 Assessment Report of the Montreal Protocol. United Nations 
Environment Programme (UNEP), Nairobi. This document accessible at: 
https://ozone.unep.org/sites/default/files/2019-04/EEAP_assessment-report-2018%20%282%29.pdf.
---------------------------------------------------------------------------

3. Contribution to Climate Change
    The Intergovernmental Panel on Climate Change (IPCC) Fifth 
Assessment Report (IPCC AR5) does not provide an estimate for HFO-
1336mzz(E)'s GWP.\9\

[[Page 8231]]

The HFO-1336mzz(E) GWP on a 100-year time horizon was calculated to be 
7 in one study by Osterstrom et al. (2017) and 32 (atmospherically 
well-mixed) and 14 (lifetime-adjusted) in another study by Baasandorj 
et al. (2018). However, the WMO (2018) calculated the 100-year GWP for 
HFO-1336mzz(E) as 16. Species with double bonds assembled in the 
Intergovernmental Panel on Climate Change Fifth Assessment Report 
(Table 8.A.1) indicate lower GWP than species without a double bond. 
Given the presence of a double bond in the HFO-1336mzz(E) molecule, its 
atmospheric degradation is accelerated, and its atmospheric lifetime is 
reduced, thereby reducing its long-term GWP. According to the SNAP 
rule, HFO-1336mzz(E)'s GWP of 16 is lower than the GWPs of some of the 
substitutes in a variety of foam blowing and refrigeration, solvent, 
and aerosol propellant end-uses (USEPA, 2020). HFO-1336mzz(E) was 
developed to replace other chemicals used for similar end-uses with GWP 
ranging from 1 to 1,300 such as the refrigerant 1,1,1,2-
tetrafluoroethane (R-134a), among others. The petitioner claims that 
HFO-1336mzz(E) is a better alternative to other substitutes in foam 
expansion or blowing agents for use in polyurethane rigid insulating 
foams. Specifically, HFO-1336mzz(E) will provide significant 
performance and energy saving advantages and reduce climate change 
impacts both directly by its relatively low GWP and indirectly by 
decreasing energy consumption throughout the lifecycle of insulated 
foams in several applications.
---------------------------------------------------------------------------

    \9\ IPCC, 2013: Climate Change 2013: Chapter 8, Myhre, G., D. 
Shindell, F.-M. Br[eacute]on, W. Collins, J. Fuglestvedt, J. Huang, 
D. Koch, J.-F. Lamarque, D. Lee, B. Mendoza, T. Nakajima, A. Robock, 
G. Stephens, T. Takemura and H. Zhang, 2013: Anthropogenic and 
Natural Radiative Forcing. In: Climate Change 2013: The Physical 
Science Basis. Contribution of Working Group I to the Fifth 
Assessment Report of the Intergovernmental Panel on Climate Change 
[Stocker, T.F., D. Qin, G.-K. Plattner, M. Tignor, S.K. Allen, J. 
Boschung, A. Nauels, Y. Xia, V. Bex and P.M. Midgley (eds.)]. 
Cambridge University Press, Cambridge, United Kingdom and New York, 
NY, USA. https://www.ipcc.ch/site/assets/uploads/2018/02/WG1AR5_Chapter08_FINAL.pdf.
---------------------------------------------------------------------------

C. Response to Comments and Conclusion

    The EPA received two comments by the close of the public comment 
period on June 28, 2022, on the notice of proposed rulemaking. However, 
no specific issues that are relevant to our action to exempt HFO-
1336mzz(E) were submitted. No negative comments were received on the 
proposed action or raised any issues about the PFAS and/or 
recommendation to address them under the revision of the VOC 
definition. Details on those comments received and the EPA's responses 
are provided below.
    Comments: The first commenter was the petitioner who supported the 
proposed action to exempt HFO-1336mzz(E) from the EPA's definition of 
VOC in 40 CFR 51.100(s). The petitioner insisted that PFAS issues were 
outside the scope of this rulemaking, referring to other EPA programs 
that are currently working to address them. The petitioner also 
mentioned EPA's ongoing efforts in defining what PFAS are, and the 
agency's testing strategy, adding that HFO-1336mzz(E) is not currently 
included in the EPA's working definition of PFAS. The second commenter 
submitted similar supporting arguments on behalf of multiple 
professional organizations including the U.S. Chamber of Commerce. They 
stipulated that this rulemaking is not the proper vehicle for broadly 
examining questions about properties of PFAS and their chemistry, 
properties that are not related to the VOC exemption program as we 
requested in the proposal. They referred to multiple EPA initiatives 
underway which will provide a better platform to address PFAS issues, 
urging the exemption of HFO-1336-mzz(E) as the focus of this 
rulemaking.
    Response: The EPA acknowledges the commenters' support to exempt 
HFO1336mzz(E) from the EPA's regulatory definition of VOC in 40 CFR 
51.100(s).
    The commenter is correct that HFO-1336mzz(E) does not meet the 
Office of Pollution Prevention and Toxics' (OPPT) working definition of 
PFAS.\10\ However, EPA notes that this definition may not be identical 
to other definitions of PFAS used within EPA and/or by other 
organizations. The term ``PFAS'' has been used broadly by many 
organizations for their individual research and/or regulatory needs. 
Various programs or organizations have distinct needs or purposes apart 
from the proposed TSCA section 8(a)(7) reporting rule, and therefore, 
different definitions of the term ``PFAS'' may be appropriate for other 
purposes, including this program.\11\ At this time, we do not believe 
it is necessary to consider a definition of PFAS that applies to the 
VOC exemption process, because the Agency evaluates each chemical 
substance on a case-by-case basis against the relevant criteria in the 
2005 Interim Guidance.
---------------------------------------------------------------------------

    \10\ OPPT's proposed rule defined PFAS as ``any chemical 
substance or mixture that structurally contains the unit R-(CF2)-
C(F)(R')R''. Both the CF2 and CF moieties are saturated carbons. 
None of the R groups (R, R' or R'') can be hydrogen.'' Toxic 
Substances Control Act Reporting and Recordkeeping Requirements for 
Perfluoroalkyl and Polyfluoroalkyl Substances Posted by the 
Environmental Protection Agency, 86 FR 33926, 33937 (proposed on 
June 28, 2021).
    \11\ See OECD, Reconciling Terminology of the Universe of Per- 
and Polyfluoroalkyl Substances: Recommendations and Practical 
Guidance p. 8 (July 2021), https://www.oecd.org/officialdocuments/publicdisplaydocumentpdf/?cote=ENV/CBC/MONO(2021)25&docLanguage=En.
---------------------------------------------------------------------------

IV. Final Action

    The EPA is responding to the petition by revising its regulatory 
definition of VOC at 40 CFR 51.100(s) to add HFO-1336mzz(E) to the list 
of compounds that are exempt from the regulatory definition of VOC 
because it is less reactive than ethane based on a comparison of mass-
based MIR and molar-based MIR metrics and is, therefore, considered 
negligibly reactive. As a result of this action, if an entity uses or 
produces this compound and is subject to the EPA regulations limiting 
the use of VOC in a product, limiting the VOC emissions from a 
facility, or otherwise controlling the use of VOC for purposes related 
to attaining the O3 NAAQS, this compound will not be counted 
as a VOC in determining whether these regulatory obligations have been 
met. This action would affect whether this compound is considered a VOC 
for state regulatory purposes to reduce O3 formation, if a 
state relies on the EPA's regulatory definition of VOC. States are not 
obligated to exclude from control as a VOC those compounds that the EPA 
has found to be negligibly reactive. However, no state may take credit 
for controlling this compound in its O3 control strategy. 
Consequently, reductions in emissions for this compound will not be 
considered or counted in determining whether states have met the rate 
of progress requirements for VOC in State Implementation Plans or in 
demonstrating attainment of the O3 NAAQS.

V. Statutory and Executive Order Reviews

    Additional information about these statutes and Executive Orders 
can be found at https://www2.epa.gov/laws-regulations/laws-and-executive-orders.

A. Executive Order 12866: Regulatory Planning and Review and Executive 
Order 13563: Improving Regulation and Regulatory Review

    This action is not a significant regulatory action and was, 
therefore, not submitted to the Office of Management and Budget (OMB) 
for review.

B. Paperwork Reduction Act (PRA)

    This action does not impose an information collection burden under 
the PRA. It does not contain any recordkeeping or reporting 
requirements.

C. Regulatory Flexibility Act (RFA)

    I certify this action will not have a significant economic impact 
on a substantial number of small entities under the RFA. This action 
will not impose any requirements on small entities. This action removes 
HFO-1336mzz(E) from the regulatory

[[Page 8232]]

definition of VOC and, thereby, relieves manufacturers, distributers, 
and users of the compound from tropospheric O3 requirements 
to control emissions of the compound.

D. Unfunded Mandates Reform Act (UMRA)

    This action does not contain any unfunded mandate as described in 
UMRA, 2 U.S.C. 1531-1538, and does not significantly or uniquely affect 
small governments. This action imposes no enforceable duty on any 
state, local or tribal governments, or the private sector.

E. Executive Order 13132: Federalism

    This action does not have federalism implications. It will not have 
substantial direct effects on the states, on the relationship between 
the national government and the states, or on the distribution of power 
and responsibilities among the various levels of government.

F. Executive Order 13175: Consultation and Coordination With Indian 
Tribal Governments

    This action does not have tribal implications, as specified in 
Executive Order 13175. This final action removes HFO-1336mzz(E) from 
the regulatory definition of VOC and, thereby, relieves manufacturers, 
distributers, and users from tropospheric O3 requirements to 
control emissions of the compound. Thus, Executive Order 13175 does not 
apply to this action.

G. Executive Order 13045: Protection of Children From Environmental 
Health and Safety Risks

    This action is not subject to Executive Order 13045, because it is 
not economically significant as defined in Executive Order 12866, and 
because the EPA does not believe the environmental health or safety 
risks addressed by this action present a disproportionate risk to 
children. Since HFO-1336mzz(E) is utilized in specific industrial 
applications where children are not present and dissipates quickly 
(e.g., lifetime of 22 days) with short-lived end products, there is no 
exposure or disproportionate risk to children. This action removes HFO-
1336mzz(E) from the regulatory definition of VOC and, thereby, relieves 
manufacturers, distributers, and users from tropospheric O3 
requirements to control emissions of the compound.

H. Executive Order 13211: Actions Concerning Regulations That 
Significantly Affect Energy Supply, Distribution or Use

    This action is not subject to Executive Order 13211, because it is 
not a significant regulatory action under Executive Order 12866.

I. National Technology Transfer and Advancement Act (NTTAA)

    This rulemaking does not involve technical standards.

J. Executive Order 12898: Federal Actions To Address Environmental 
Justice in Minority Populations and Low-Income Populations

    Executive Order 12898 (59 FR 7629, February 16, 1994) directs 
federal agencies, to the greatest extent practicable and permitted by 
law, to make environmental justice part of their mission by identifying 
and addressing, as appropriate, disproportionately high, and adverse 
human health or environmental effects of their programs, policies, and 
activities on minority populations (people of color and/or Indigenous 
peoples) and low-income populations.
    The EPA believes that the human health and environmental conditions 
that exist prior to this action do not result in disproportionate and 
adverse effects on people of color, low-income populations, and/or 
Indigenous peoples as we found no data available to support the 
opposite. Projected effects on the various populations after this 
action is implemented are not likely to result in new potentially 
disproportionate and adverse effects. We addressed the human health and 
environmental risks by this action to the greatest ability feasible, 
and those risks will not have potential disproportionately high and 
adverse human health or environmental effects on minority, low-income 
or indigenous populations (in particular children), because of no 
possible exposure. This chemical is used in specific industrial 
applications where children are not present. This action was developed 
in accordance with agency guidance on environmental justice.
    This action removes HFO-1336mzz(E) from the regulatory definition 
of VOC and, thereby, relieves manufacturers, distributers, and users of 
the compound from tropospheric O3 requirements to control 
emissions of the compound. It will in fact help states focus on more 
photochemically reactive chemicals preventing more formation of Ozone 
and consequently more adverse related health and environmental effects.

K. Congressional Review Act (CRA)

    This action is subject to the CRA, and the EPA will submit a rule 
report to each House of the Congress and to the Comptroller General of 
the United States. This action is not a ``major rule'' as defined by 5 
U.S.C. 804(2).

L. Judicial Review

    Under section 307(b)(1) of the CAA, petitions for judicial review 
of this action must be filed in the United States Court of Appeals for 
the District of Columbia Circuit Court within 60 days from the date the 
final action is published in the Federal Register. Filing a petition 
for review by the Administrator of this final action does not affect 
the finality of this action for the purposes of judicial review nor 
does it extend the time within which a petition for judicial review 
must be filed and shall not postpone the effectiveness of such action. 
Thus, any petitions for review of this action related to the exemption 
of HFO-1336mzz(E) from the regulatory definition of VOC must be filed 
in the Court of Appeals for the District of Columbia Circuit within 60 
days from the date final action is published in the Federal Register.

VI. References

Atkinson, R., Baulch, D.L., Cox, R.A., Crowley, J.N., Hampson, Jr., 
R.F., Hynes, R.G., Jenkin, M.E., Kerr, J.A., Rossi, M.J., and Troe, 
J. (2006) Evaluated kinetic and photochemical data for atmospheric 
chemistry: Volume II--gas phase reactions of organic species. Atmos. 
Chem. Phys. 6: 3625-4055.
Baasandorj, M., Ravishankara, A.R., Burkholder, J.B. (2011) 
Atmospheric chemistry of (Z)-CF3CH[boxH]CHCF3: OH radical reaction 
rate coefficient and global warming potential. J Phys Chem A. 2011 
Sep 29;115(38):10539-49. doi: 10.1021/jp206195g.
Baasandorj, M., Marshall, P., Waterland, R.L., Ravishankara, A.R. & 
Burkholder, J.B. Rate Coefficient Measurements and Theoretical 
Analysis of the OH + (E)-CF3CH[boxH]CHCF3 Reaction. The Journal of 
Physical Chemistry A 122, 4635-4646, doi:10.1021/acs.jpca.8b02771 
(2018).
Carter, W.P.L. (1994) Development of ozone reactivity scales for 
volatile organic compounds. J. Air Waste Manage, 44: 881-899.
Carter, W.P.L. (2008) Reactivity Estimates for Selected Consumer 
Product Compounds, Final Report to California Air Resources Board 
Contract No. 06-408, February 19, 2008. https://;www.arb.ca.gov/research/reactivity/consumer_products.pdf.
Carter, W.P.L. (2011) SAPRC Atmospheric Chemical Mechanisms and VOC 
Reactivity Scales, at https://www.engr.ucr.edu/~carter/SAPRC/. Last 
updated in Sept. 14, 2013. Tables of Maximum Incremental Reactivity 
(MIR) Values available at https://

[[Page 8233]]

www.arb.ca.gov/regact/2009/mir2009/mir2009.htm. May 11, 2011.
Carter, W.P.L. (2011a) Estimation of the ground-level atmospheric 
ozone formation potentials of Cis 1,1,1,4,4,4-HexaFluoro-2-Butene, 
August 8, 2011.
Chemours. (2016) CD-59 Foam Expansion Agent Safety Data Sheet. 
Version 4.1. The Chemours Company FC, LLC, Wilmington, DE December 
2016.
Osterstrom, F.F., Andersen, S.T., S[oslash]lling, T.I., Nielsena, 
OJ., and Andersen, M.P.S. (2017) Atmospheric chemistry of Z- and E-
CF3CH--CHCF3: Phys.Chem.Chem.Phys., 2017, 19, 735
TNO (Netherlands Organization for Applied Scientific Research). 
(2016a) Sub-chronic (13-week) inhalation toxicity study with HFO-
1336mzz(E) in rats. Report No. V20686. TNO Company, Netherlands. 
Unpublished report.
TNO (Netherlands Organization for Applied Scientific Research). 
(2016b) Inhalation prenatal developmental toxicity study with HFO-
1336mzz(E) in rats. Report No. V20685. TNO Company, Netherlands.
Pitts, J.N. Jr., Winer, A.M., Aschmann, S.M., Carter, W.P.L., and 
Atkinson, K. (1983), Experimental Protocol for Determining Hydroxyl 
Radical Reaction Rate Constants Environmental Science Research 
Laboratory, ORD, USEPA. EPA600/3-82-038.
USEPA, 2020. Protection of Stratospheric Ozone: Determination 36 for 
Significant New Alternatives Policy Program December 11, 2020. 85 FR 
79863. Available online at: https://www.govinfo.gov/content/pkg/FR-2020-12-11/pdf/2020-23861.pdf.

List of Subjects in 40 CFR Part 51

    Environmental protection, Administrative practice and procedure, 
Air pollution control, Ozone, Reporting and recordkeeping requirements, 
Volatile organic compounds.

Michael S. Regan,
Administrator.

    For reasons stated in the preamble, part 51 of chapter I of title 
40 of the Code of Federal Regulations is amended as follows:

PART 51--REQUIREMENTS FOR PREPARATION, ADOPTION, AND SUBMITTAL OF 
IMPLEMENTATION PLANS

0
1. The authority citation for part 51 continues to read as follows:

    Authority:  23 U.S.C. 101; 42 U.S.C. 7401-7671q.

Subpart F--Procedural Requirements

0
2. Section 51.100 is amended by revising paragraph (s)(1) introductory 
text to read as follows:


Sec.  51.100   Definitions.

* * * * *
    (s) * * *
    (1) This includes any such organic compound other than the 
following, which have been determined to have negligible photochemical 
reactivity: methane; ethane; methylene chloride (dichloromethane); 
1,1,1-trichloroethane (methyl chloroform); 1,1,2-trichloro-1,2,2-
trifluoroethane (CFC-113); trichlorofluoromethane (CFC-11); 
dichlorodifluoromethane (CFC-12); chlorodifluoromethane (HCFC-22); 
trifluoromethane (HFC-23); 1,2-dichloro 1,1,2,2-tetrafluoroethane (CFC-
114); chloropentafluoroethane (CFC-115); 1,1,1-trifluoro 2,2-
dichloroethane (HCFC-123); 1,1,1,2-tetrafluoroethane (HFC-134a); 1,1-
dichloro 1-fluoroethane (HCFC-141b); 1-chloro 1,1-difluoroethane (HCFC-
142b); 2-chloro-1,1,1,2-tetrafluoroethane (HCFC-124); pentafluoroethane 
(HFC-125); 1,1,2,2-tetrafluoroethane (HFC-134); 1,1,1-trifluoroethane 
(HFC-143a); 1,1-difluoroethane (HFC-152a); parachlorobenzotrifluoride 
(PCBTF); cyclic, branched, or linear completely methylated siloxanes; 
acetone; perchloroethylene (tetrachloroethylene); 3,3-dichloro-
1,1,1,2,2-pentafluoropropane (HCFC-225ca); 1,3-dichloro-1,1,2,2,3-
pentafluoropropane (HCFC-225cb); 1,1,1,2,3,4,4,5,5,5-decafluoropentane 
(HFC 43-10mee); difluoromethane (HFC-32); ethylfluoride (HFC-161); 
1,1,1,3,3,3-hexafluoropropane (HFC-236fa); 1,1,2,2,3-pentafluoropropane 
(HFC-245ca); 1,1,2,3,3-pentafluoropropane (HFC-245ea); 1,1,1,2,3-
pentafluoropropane (HFC-245eb); 1,1,1,3,3-pentafluoropropane (HFC-
245fa); 1,1,1,2,3,3-hexafluoropropane (HFC-236ea); 1,1,1,3,3-
pentafluorobutane (HFC-365mfc); chlorofluoromethane (HCFC-31); 1 
chloro-1-fluoroethane (HCFC-151a); 1,2-dichloro-1,1,2-trifluoroethane 
(HCFC-123a); 1,1,1,2,2,3,3,4,4-nonafluoro-4-methoxy-butane 
(C4F9OCH3 or HFE-7100); 2-
(difluoromethoxymethyl)-1,1,1,2,3,3,3-heptafluoropropane 
((CF3)2CFCF2OCH3); 1-
ethoxy-1,1,2,2,3,3,4,4,4-nonafluorobutane 
(C4F9OC2H5 or HFE-7200); 2-
(ethoxydifluoromethyl)-1,1,1,2,3,3,3-heptafluoropropane 
((CF3)2CFCF2OC2H5
); methyl acetate; 1,1,1,2,2,3,3-heptafluoro-3-methoxy-propane (n-
C3F7OCH3, HFE-7000); 3-ethoxy- 1,1,1,2,3,4,4,5,5,6,6,6-dodecafluoro-2-
(trifluoromethyl) hexane (HFE-7500); 1,1,1,2,3,3,3-heptafluoropropane 
(HFC 227ea); methyl formate (HCOOCH3); 1,1,1,2,2,3,4,5,5,5-decafluoro-
3-methoxy-4-trifluoromethyl-pentane (HFE-7300); propylene carbonate; 
dimethyl carbonate; trans-1,3,3,3-tetrafluoropropene; 
HCF2OCF2H (HFE-134); 
HCF2OCF2OCF2H (HFE-236cal2); 
HCF2OCF2CF2OCF2H (HFE-
338pcc13); 
HCF2OCF2OCF2CF2OCF2
H (H-Galden 1040x or H-Galden ZT 130 (or 150 or 180)); trans 1-chloro-
3,3,3-trifluoroprop-1-ene; 2,3,3,3-tetrafluoropropene; 2-amino-2-
methyl-1-propanol; t-butyl acetate; 1,1,2,2-Tetrafluoro-1-(2,2,2-
trifluoroethoxy) ethane; cis-1,1,1,4,4,4-hexafluorobut-2-ene (HFO-
1336mzz-Z); trans-1,1,1,4,4,4-hexafluorobut-2-ene (HFO-1336mzz(E)); and 
perfluorocarbon compounds which fall into these classes:
* * * * *
[FR Doc. 2023-02384 Filed 2-7-23; 8:45 am]
BILLING CODE 6560-50-P


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