Cyclaniliprole; Pesticide Tolerances and Exemption From the Requirement of a Tolerance, 36090-36095 [2017-16375]
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Federal Register / Vol. 82, No. 148 / Thursday, August 3, 2017 / Rules and Regulations
procedures to derive the recommended
levels. For crop groups, and per EPA’s
current policy, a tolerance level for each
representative commodity was
calculated separately, and then the
maximum value within each crop group
was selected as the tolerance level.
All of EPA’s tolerance levels are
expressed to provide sufficient
precision for enforcement purposes.
This may include the addition of
trailing zeros, as was the case for
Vegetable, cucurbit, group 9 for which
a tolerance of 0.3 ppm was proposed
and a tolerance at 0.30 ppm is being
established.
Finally, EPA is revising the tolerance
expression to clarify (1) that, as
provided in FFDCA section 408(a)(3),
the tolerance covers metabolites and
degradates of ethaboxam not specifically
mentioned; and (2) that compliance
with the specified tolerance levels is to
be determined by measuring only the
specific compounds mentioned in the
tolerance expression.
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V. Conclusion
Therefore, tolerances are established
for residues of ethaboxam (N-(cyano-2thienylmethyl)-4-ethyl-2-(ethlyamino)5-thiazolecarboxamide), including its
metabolites and degradates, in or on
Ginseng at 0.10 ppm; Pepper/eggplant,
subgroup 8–10B at 0.90 ppm; Vegetable,
cucurbit, group 9 at 0.30 ppm; and
Vegetable, tuberous and corm, subgroup
1C at 0.01 ppm. Compliance with the
tolerance levels specified above is to be
determined by measuring only
ethaboxam (N-(cyano-2-thienylmethyl)4-ethyl-2-(ethlyamino)-5thiazolecarboxamide).
VI. Statutory and Executive Order
Reviews
This action establishes tolerances
under FFDCA section 408(d) in
response to a petition submitted to the
Agency. The Office of Management and
Budget (OMB) has exempted these types
of actions from review under Executive
Order 12866, entitled ‘‘Regulatory
Planning and Review’’ (58 FR 51735,
October 4, 1993). Because this action
has been exempted from review under
Executive Order 12866, this action is
not subject to Executive Order 13211,
entitled ‘‘Actions Concerning
Regulations That Significantly Affect
Energy Supply, Distribution, or Use’’ (66
FR 28355, May 22, 2001) or Executive
Order 13045, entitled ‘‘Protection of
Children from Environmental Health
Risks and Safety Risks’’ (62 FR 19885,
April 23, 1997). This action does not
contain any information collections
subject to OMB approval under the
Paperwork Reduction Act (PRA) (44
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U.S.C. 3501 et seq.), nor does it require
any special considerations under
Executive Order 12898, entitled
‘‘Federal Actions to Address
Environmental Justice in Minority
Populations and Low-Income
Populations’’ (59 FR 7629, February 16,
1994).
Since tolerances and exemptions that
are established on the basis of a petition
under FFDCA section 408(d), such as
the tolerance in this final rule, do not
require the issuance of a proposed rule,
the requirements of the Regulatory
Flexibility Act (RFA) (5 U.S.C. 601 et
seq.), do not apply.
This action directly regulates growers,
food processors, food handlers, and food
retailers, not States or tribes, nor does
this action alter the relationships or
distribution of power and
responsibilities established by Congress
in the preemption provisions of FFDCA
section 408(n)(4). As such, the Agency
has determined that this action will not
have a substantial direct effect on States
or tribal governments, on the
relationship between the national
government and the States or tribal
governments, or on the distribution of
power and responsibilities among the
various levels of government or between
the Federal Government and Indian
tribes. Thus, the Agency has determined
that Executive Order 13132, entitled
‘‘Federalism’’ (64 FR 43255, August 10,
1999) and Executive Order 13175,
entitled ‘‘Consultation and Coordination
with Indian Tribal Governments’’ (65 FR
67249, November 9, 2000) do not apply
to this action. In addition, this action
does not impose any enforceable duty or
contain any unfunded mandate as
described under Title II of the Unfunded
Mandates Reform Act (UMRA) (2 U.S.C.
1501 et seq.).
This action does not involve any
technical standards that would require
Agency consideration of voluntary
consensus standards pursuant to section
12(d) of the National Technology
Transfer and Advancement Act
(NTTAA) (15 U.S.C. 272 note).
VII. Congressional Review Act
Pursuant to the Congressional Review
Act (5 U.S.C. 801 et seq.), EPA will
submit a report containing this rule and
other required information to the U.S.
Senate, the U.S. House of
Representatives, and the Comptroller
General of the United States prior to
publication of the rule in the Federal
Register. This action is not a ‘‘major
rule’’ as defined by 5 U.S.C. 804(2).
List of Subjects in 40 CFR Part 180
Environmental protection,
Administrative practice and procedure,
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Agricultural commodities, Pesticides
and pests, Reporting and recordkeeping
requirements.
Dated: June 29, 2017.
Donna Davis,
Acting Director, Registration Division, Office
of Pesticide Programs.
Therefore, 40 CFR chapter I is
amended as follows:
PART 180—[AMENDED]
1. The authority citation for part 180
continues to read as follows:
■
Authority: 21 U.S.C. 321(q), 346a and 371.
2. Section 180.622, paragraph (a) is
revised to read as follows:
■
§ 180.622 Ethaboxam; tolerances for
residues.
(a) General. Tolerances are
established for residues of ethaboxam,
including its metabolites and
degradates, in or on the commodities
listed in the table below. Compliance
with the tolerance levels specified
below is to be determined by measuring
only ethaboxam (N-(cyano-2thienylmethyl)-4-ethyl-2-(ethylamino)5-thiazolecarboxamide) in or on the
commodity.
Parts per
million
Commodity
Ginseng ................................
Grape 1 ..................................
Pepper/eggplant subgroup
8–10B ................................
Vegetable, cucurbit, group 9
Vegetable, tuberous and
corm, subgroup 1C ...........
0.10
6.0
0.90
0.30
0.01
1 There
is no U.S. registration as of September 27, 2006.
*
*
*
*
*
[FR Doc. 2017–16371 Filed 8–2–17; 8:45 am]
BILLING CODE 6560–50–P
ENVIRONMENTAL PROTECTION
AGENCY
40 CFR Part 180
[EPA–HQ–OPP–2014–0679; FRL–9963–02]
Cyclaniliprole; Pesticide Tolerances
and Exemption From the Requirement
of a Tolerance
Environmental Protection
Agency (EPA).
ACTION: Final rule.
AGENCY:
This regulation establishes
tolerances for residues of cyclaniliprole
in or on multiple commodities that are
identified and discussed later in this
document. ISK Biosciences Corporation
requested these tolerances under the
SUMMARY:
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Federal Food, Drug, and Cosmetic Act
(FFDCA). Additionally, this regulation
also establishes an exemption from the
requirement of a tolerance for indirect
or inadvertent residues of cyclaniliprole
on multiple commodities identified and
discussed later in this document.
DATES: This regulation is effective
August 3, 2017. Objections and requests
for hearings must be received on or
before October 2, 2017, and must be
filed in accordance with the instructions
provided in 40 CFR part 178 (see also
Unit I.C. of the SUPPLEMENTARY
INFORMATION).
The docket for this action,
identified by docket identification (ID)
number EPA–HQ–OPP–2014–0679, is
available at https://www.regulations.gov
or at the Office of Pesticide Programs
Regulatory Public Docket (OPP Docket)
in the Environmental Protection Agency
Docket Center (EPA/DC), West William
Jefferson Clinton Bldg., Rm. 3334, 1301
Constitution Ave. NW., Washington, DC
20460–0001. The Public Reading Room
is open from 8:30 a.m. to 4:30 p.m.,
Monday through Friday, excluding legal
holidays. The telephone number for the
Public Reading Room is (202) 566–1744,
and the telephone number for the OPP
Docket is (703) 305–5805. Please review
the visitor instructions and additional
information about the docket available
at https://www.epa.gov/dockets.
FOR FURTHER INFORMATION CONTACT:
Michael L. Goodis, Director,
Registration Division (7505P), Office of
Pesticide Programs, Environmental
Protection Agency, 1200 Pennsylvania
Ave. NW., Washington, DC 20460–0001;
main telephone number: (703) 305–
7090; email address: RDFRNotices@
epa.gov.
ADDRESSES:
SUPPLEMENTARY INFORMATION:
I. General Information
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A. Does this action apply to me?
You may be potentially affected by
this action if you are an agricultural
producer, food manufacturer, or
pesticide manufacturer. The following
list of North American Industrial
Classification System (NAICS) codes is
not intended to be exhaustive, but rather
provides a guide to help readers
determine whether this document
applies to them. Potentially affected
entities may include:
• Crop production (NAICS code 111).
• Animal production (NAICS code
112).
• Food manufacturing (NAICS code
311).
• Pesticide manufacturing (NAICS
code 32532).
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B. How can I get electronic access to
other related information?
You may access a frequently updated
electronic version of EPA’s tolerance
regulations at 40 CFR part 180 through
the Government Printing Office’s e-CFR
site at https://www.ecfr.gov/cgi-bin/textidx?&c=ecfr&tpl=/ecfrbrowse/Title40/
40tab_02.tpl.
C. How can I file an objection or hearing
request?
Under FFDCA section 408(g), 21
U.S.C. 346a, any person may file an
objection to any aspect of this regulation
and may also request a hearing on those
objections. You must file your objection
or request a hearing on this regulation
in accordance with the instructions
provided in 40 CFR part 178. To ensure
proper receipt by EPA, you must
identify docket ID number EPA–HQ–
OPP–2014–0679 in the subject line on
the first page of your submission. All
objections and requests for a hearing
must be in writing, and must be
received by the Hearing Clerk on or
before October 2, 2017. Addresses for
mail and hand delivery of objections
and hearing requests are provided in 40
CFR 178.25(b).
In addition to filing an objection or
hearing request with the Hearing Clerk
as described in 40 CFR part 178, please
submit a copy of the filing (excluding
any Confidential Business Information
(CBI)) for inclusion in the public docket.
Information not marked confidential
pursuant to 40 CFR part 2 may be
disclosed publicly by EPA without prior
notice. Submit the non-CBI copy of your
objection or hearing request, identified
by docket ID number EPA–HQ–OPP–
2014–0679, by one of the following
methods:
• Federal eRulemaking Portal: https://
www.regulations.gov. Follow the online
instructions for submitting comments.
Do not submit electronically any
information you consider to be CBI or
other information whose disclosure is
restricted by statute.
• Mail: OPP Docket, Environmental
Protection Agency Docket Center (EPA/
DC), (28221T), 1200 Pennsylvania Ave.
NW., Washington, DC 20460–0001.
• Hand Delivery: To make special
arrangements for hand delivery or
delivery of boxed information, please
follow the instructions at https://
www.epa.gov/dockets/contacts.html.
Additional instructions on
commenting or visiting the docket,
along with more information about
dockets generally, is available at https://
www.epa.gov/dockets.
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II. Summary of Petitioned-For
Tolerance
In the Federal Register of April 6,
2015 (80 FR 18327) (FRL–9924–00),
EPA issued a document pursuant to
FFDCA section 408(d)(3), 21 U.S.C.
346a(d)(3), announcing the filing of a
pesticide petition (PP 4F8253) by ISK
Biosciences Corporation, 7470 Auburn
Road, Suite A, Concord, OH 44077. The
petition requested that 40 CFR part 180
be amended by establishing tolerances
for residues of the insecticide
cyclaniliprole, 3-bromo-N-[2-bromo-4chloro-6-[[(1-cyclopropylethyl)
amino]carbonyl]phenyl]-1-(3-chloro-2pyridinyl)-1H-pyrazole-5-carboxamide,
in or on the following commodities:
Pome Fruit (Crop Group 11–10) at 0.3
parts per million (ppm); Tree Nuts (Crop
Group 14–12) at 0.02 ppm; Stone Fruit
(Crop Group 12–12) at 0.7 ppm; Fruiting
Vegetables (Crop Group 8–10) at 0.2
ppm; Cucurbit Vegetables, (Crop Group
9) at 0.2 ppm; and Small Fruit Vine
Climbing Subgroup, except Fuzzy
Kiwifruit (Crop Group 13–07F) at 0.9
ppm. Additionally tolerances are
requested for residues of cyclaniliprole
in or on the crops in the proposed Crop
Subgroup 4–14A, Leafy greens subgroup
at 7.0 ppm, including amaranth,
Chinese; amaranth, leafy; aster, Indian;
blackjack; cat’s whiskers; chervil, fresh
leaves; cham-chwi; cham-namul;
chipilin; chrysanthemum, garland;
cilantro, fresh leaves; corn salad;
cosmos; dandelion; dang-gwi; dillweed;
dock; dol-nam-mul; ebolo; endive;
escarole; fameflower; feather
cockscomb; good king henry;
huauzontle; jute, leaves; lettuce, bitter;
lettuce, head; lettuce, leaf; orach;
parsley, fresh leaves; plantain,
buckhorn; primrose, English; purslane,
garden; purslane, winter; radicchio;
spinach; spinach, malabar; spinach,
New Zealand; spinach, tanier; swiss
chard; and violet, Chinese; crops in the
proposed Crop Subgroup 4–14B,
Brassica leafy greens subgroup at 15
ppm, including arugula; broccoli raab;
broccoli, Chinese; cabbage, abyssinian;
cabbage, seakale; Chinese cabbage, bok
choy; collards; cress, garden; cress,
upland; hanover salad; kale; maca;
mizuna; mustard greens; radish, leaves;
rape greens; rocket, wild; shepherd’s
purse; turnip greens; and watercress;
crops in the proposed Crop Subgroup
22B, Leaf petiole vegetable subgroup at
7.0 ppm, including Cardoon; celery;
celery, Chinese; fuki; rhubarb; udo;
zuiki; and the crops in the proposed
Crop Group 5–14, Brassica Head and
Stem Vegetable at 1.5 ppm, including
broccoli; Brussels sprouts; cabbage;
cabbage, Chinese, napa; and cauliflower.
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Tolerances are also requested for
residues of cyclaniliprole in or on the
following animal feed commodities:
almond, hulls at 8.0 ppm; apple, wet
pomace at 0.96 ppm; and in the
following animal tissues and meat
byproducts: Cattle, fat at 0.08 ppm;
cattle, kidney at 0.08 ppm; cattle, liver
at 0.1 ppm; cattle, meat at 0.02 ppm;
cattle, meat byproducts at 0.02 ppm;
goat, fat at 0.08 ppm; goat, kidney at
0.08 ppm; goat, liver at 0.1 ppm; goat,
meat at 0.02 ppm; goat, meat byproducts
at 0.02 ppm; horse, fat at 0.08 ppm;
horse, kidney at 0.08 ppm; horse, liver
at 0.1 ppm; horse, meat at 0.02 ppm;
horse, meat byproducts at 0.02 ppm;
milk at 0.01 ppm; sheep, fat at 0.08
ppm; sheep, kidney at 0.08 ppm; sheep,
liver at 0.1 ppm; sheep, meat at 0.02
ppm; and sheep, meat byproducts at
0.02 ppm. In addition, a tolerance was
requested for imported Tea (dried and
instant) at 40 ppm. That document
referenced a summary of the petition
prepared by ISK Biosciences
Corporation, the petitioner, which is
available in the docket, https://
www.regulations.gov. There were no
comments received in response to the
notice of filing.
In the Federal Register of November
23, 2015 (80 FR 72941) (FRL–9936–73),
EPA issued a document pursuant to
FFDCA section 408(d)(3), 21 U.S.C.
346a(d)(3), announcing ISK’s
amendment to its pesticide petition (PP
4F8253). The amended petition
requested, in addition to the tolerances
requested in the original petition, an
exemption from the requirement of a
tolerance for indirect or inadvertent
residues of cyclaniliprole in or on all
food commodities, not already covered
by a tolerance. That document
referenced a summary of the petition
prepared by ISK Biosciences
Corporation, the petitioner, which is
available in the docket, https://
www.regulations.gov. A comment was
received on the notice of filing. EPA’s
response to that comment is discussed
in Unit IV.C.
Based upon review of the data
supporting the petition, EPA is
establishing tolerances that vary from
what was requested by the petitioner for
multiple commodities. The reasons for
these changes are explained in Unit
IV.D.
III. Aggregate Risk Assessment and
Determination of Safety
Section 408(b)(2)(A)(i) of FFDCA
allows EPA to establish a tolerance (the
legal limit for a pesticide chemical
residue in or on a food) only if EPA
determines that the tolerance is ‘‘safe.’’
Section 408(b)(2)(A)(ii) of FFDCA
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defines ‘‘safe’’ to mean that ‘‘there is a
reasonable certainty that no harm will
result from aggregate exposure to the
pesticide chemical residue, including
all anticipated dietary exposures and all
other exposures for which there is
reliable information.’’ This includes
exposure through drinking water and in
residential settings, but does not include
occupational exposure. Section
408(b)(2)(C) of FFDCA requires EPA to
give special consideration to exposure
of infants and children to the pesticide
chemical residue in establishing a
tolerance and to ‘‘ensure that there is a
reasonable certainty that no harm will
result to infants and children from
aggregate exposure to the pesticide
chemical residue. . . .’’
Consistent with FFDCA section
408(b)(2)(D), and the factors specified in
FFDCA section 408(b)(2)(D), EPA has
reviewed the available scientific data
and other relevant information in
support of this action. EPA has
sufficient data to assess the hazards of
and to make a determination on
aggregate exposure for cyclaniliprole
including exposure resulting from the
tolerances established by this action.
EPA’s assessment of exposures and risks
associated with cyclaniliprole follows.
EPA has evaluated the available
toxicity data and considered its validity,
completeness, and reliability as well as
the relationship of the results of the
studies to human risk. EPA has also
considered available information
concerning the variability of the
sensitivities of major identifiable
subgroups of consumers, including
infants and children.
No single or repeated dose study
performed by any route of exposure
produced an adverse effect following
cyclaniliprole exposure below, at, or
above the limit dose (1,000 mg/kg/day).
In short- and long-term studies in rats
and mice, the most consistent finding
was adaptive liver effects, which often
consisted of slight increases in liver
weight without associated clinical
chemistry and histopathological
changes, and it was seen mostly at or
above the limit dose (1,000 mg/kg/day).
In dogs, both subchronic and chronic
studies showed increases in liver
weight, centrilobular hepatocellular
hypertrophy, and elevated levels of
alkaline phosphatase (ALP) at sub-limit
dose levels. However, these findings
were not considered as adverse because
of the following: (1) ALP increase in
dogs is a common laboratory finding
and could be attributed to many factors
such as corticosterone release, young
dogs often have high and variable ALP
values related to bone growth,
cholestasis, and pharmacologically
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mediated hepatic drug metabolizing
enzyme induction; (2) no
histopathological changes were seen at
any dose level tested; (3) the liver effects
showed no progression of toxicity or
increase in the number of parameters
affected in the chronic study (1-year)
relative to the subchronic study; and (4)
no liver effects were seen in toxicity
studies in rats and mice at or above the
limit dose (1,000 mg/kg/day). In
addition, a structurally related
chemical, chlorantraniliprole, tested up
to the limit dose in dogs did not
demonstrate liver effects.
No toxicity was seen in rat and rabbit
developmental toxicity and in rat
reproduction studies which were tested
up to the limit dose (1,000 mg/kg/day).
Therefore, there is no evidence that
cyclaniliprole produces increased
susceptibility with prenatal or postnatal
exposures. Cyclaniliprole is classified as
‘‘Not likely to be Carcinogenic to
Humans’’ based on no increase in
treatment-related tumor incidence in the
chronic toxicity study in rats and in
carcinogenicity studies in rats and mice.
Cyclaniliprole produced no
genotoxicity. A dermal toxicity study
tested at the limit dose did not produce
any systemic toxicity, which was
consistent with the finding of low
dermal absorption.
Specific information on the studies
received for cyclaniliprole as well as the
no-observed-adverse-effect-level
(NOAEL) from the toxicity studies can
be found at https://www.regulations.gov
in document ‘‘Cyclaniliprole: Human
Health Risk Assessment for the
Proposed New Insecticide Active
Ingredient’’ dated September 12, 2015 in
docket ID number EPA–HQ–OPP–2014–
0679.
Based on the analysis of the available
cyclaniliprole toxicological studies,
there is no adverse toxicity seen in any
of the required submitted toxicology
studies, and no toxicity endpoint and
point of departure are established for
human health risk assessment.
Cyclaniliprole is proposed for use on
a variety of crops. Humans could
potentially be exposed to cyclaniliprole
residues in food because cyclaniliprole
may be applied directly to growing
crops. These applications can also result
in cyclaniliprole reaching surface and
ground water, both of which can serve
as sources of drinking water. There are
no proposed uses in residential settings;
therefore, there are no anticipated
residential exposures.
Based on the toxicological profile of
cyclaniliprole, EPA has concluded that
the FFDCA requirements to retain an
additional safety factor for protection of
infants and children and to consider
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cumulative effects do not apply. Section
408(b)(2)(C) requires an additional
tenfold margin of safety in the case of
threshold risks, which are not present in
this case. Section 408(b)(2)(D)(v)
requires consideration of information
concerning cumulative effects of
substances that have a common
mechanism of toxicity, which
cyclaniliprole does not have.
Based on the available data indicating
a lack of adverse effects from exposure
to cyclaniliprole, EPA concludes that
there is a reasonable certainty that no
harm will result to the general
population, or to infants and children
from aggregate exposure to
cyclaniliprole.
IV. Other Considerations
A. Analytical Enforcement Methodology
Method JSM0269 was developed for
plant commodities, and Method
JSM0277 was developed for livestock
commodities. Residues of cyclaniliprole
are extracted from crops using
acetonitrile and cleaned up by solid
phase extraction. Extracted residue
levels are determined by liquid
chromatography with tandem mass
spectrometry (LC–MS/MS). Residues of
cyclaniliprole are extracted from
livestock using acetonitrile and cleaned
up by liquid-liquid partition with
hexane followed by SPE. Extracted
residue levels are determined by LC–
MS/MS in positive ion spray mode.
Multiresidue methods testing data
have been submitted for cyclaniliprole
and NK–1375. The data indicate that the
multiresidue methods (Protocols A
through G) are not suitable for the
analysis of cyclaniliprole, so the
multiresidue methods cannot serve as
enforcement methods. The multiresidue
data have been sent to FDA.
Adequate enforcement methodology
(LC–MS/MS) is available to enforce the
tolerance expression. The method may
be requested from: Chief, Analytical
Chemistry Branch, Environmental
Science Center, 701 Mapes Rd., Ft.
Meade, MD 20755–5350; telephone
number: (410) 305–2905; email address:
residuemethods@epa.gov.
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B. International Residue Limits
In making its tolerance decisions, EPA
seeks to harmonize U.S. tolerances with
international standards whenever
possible, consistent with U.S. food
safety standards and agricultural
practices. EPA considers the
international maximum residue limits
(MRLs) established by the Codex
Alimentarius Commission (Codex), as
required by FFDCA section 408(b)(4).
The Codex Alimentarius is a joint
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United Nations Food and Agriculture
Organization/World Health
Organization food standards program,
and it is recognized as an international
food safety standards-setting
organization in trade agreements to
which the United States is a party. EPA
may establish a tolerance that is
different from a Codex MRL; however,
FFDCA section 408(b)(4) requires that
EPA explain the reasons for departing
from the Codex level.
The Codex has not established a MRL
for cyclaniliprole.
C. Response to Comments
A comment was received from an
anonymous commenter objecting to EPA
requesting denial of this petition and
stating that ‘‘food should not be
contaminated with these chemicals.’’
The existing legal framework provided
by section 408 of the Federal Food,
Drug, and Cosmetic Act (FFDCA) states
that tolerances may be set when the
pesticide meets the safety standard
imposed by that statute. As required by
that statute, EPA conducted a
comprehensive assessment of
cyclaniliprole, including its potential
for carcinogenicity. Based on its
assessment of the available data, the
Agency believes that given the observed
lack of toxicity of this chemical, no risks
of concern are expected. Therefore, EPA
concludes that there is a reasonable
certainty that no harm will result to the
general population, or to infants and
children, from aggregate exposure to
cyclaniliprole.
D. Revisions to Petitioned-For
Tolerances
Tolerances were requested for
individual crops in the proposed Crop
Subgroup 4–14A, Leafy greens subgroup
at 7.0 ppm; crops in the proposed Crop
Subgroup 4–14B, Brassica leafy greens
subgroup at 15 ppm; crops in the
proposed Crop Subgroup 22B, Leaf
petiole vegetable subgroup at 7.0 ppm
and the crops in the proposed Crop
Group 5–14: Brassica Head and Stem
Vegetable at 1.5 ppm. These crop groups
were proposed in a Proposed Rule that
published in the Federal Register of
November 14, 2014 (79 FR 68153). In
the time since the petition was initially
filed, these crop group/subgroups have
been established, although with a
slightly different numbering based on
the year in which the crop groups were
finalized, i.e., since the rule was
published in 2016, the groups end in a
–16, instead of –14 when they were
proposed. See May 3, 2016 (85 FR
26471). Therefore, EPA is establishing
the subgroup/group tolerances as
requested but with the updated names
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with one exception. EPA is not
establishing a tolerance for subgroup
22B since residue field trial data (celery)
were not provided to support the
establishing a tolerance for the
commodities in subgroup 22B.
Additionally, the EPA is establishing
a tolerance for Vegetable, leafy, group 4–
16 at 15 ppm instead of the requested
tolerance for residues in or on the leafy
greens subgroup 4–16A at 7.0 ppm and
Brassica leafy greens subgroup 4–16B at
15 ppm. Based on the Organization for
Economic Cooperation and
Development (OECD) tolerance
calculation procedures and residue data
for head lettuce, leaf lettuce, and
spinach, the tolerance level would be
8.0 ppm for leafy greens subgroup 4–
16A. However, instead of establishing
the two subgroup tolerances, in order to
harmonize with Canada which has
established a crop group, Leafy
Vegetables (CG 4–13) maximum residue
level (MRL) at 15 ppm, EPA is
establishing a tolerance for Vegetable,
leafy, group 4–16 at 15 ppm.
The EPA is also establishing lower
tolerance levels than requested for the
following commodities because the
residue of concern is parent only
instead of parent and its metabolite NK–
1375: Almond hulls, reduced from 8 to
6.0 ppm; wet apple pomace, reduced
from 0.96 to 0.50 ppm; Vegetable,
Brassica, head and stem, group 5–16
reduced from 1.5 to 1.0 ppm; cucurbit
vegetables, crop group 9, reduced from
0.2 to 0.15 ppm; small vine climbing
fruit, except fuzzy kiwifruit, crop group
13–07F, reduced from 0.9 to 0.80 ppm;
and for the following commodities for
each animal (cattle, goat, horse, and
sheep)—fat, reduced from 0.08 to 0.015
ppm; kidney (now included in meat
byproducts), reduced from 0.08 to 0.015
ppm; meat, reduced from 0.02 to 0.01
ppm; meat byproducts, reduced from
0.02 to 0.015 ppm; and liver, reduced
from 0.1 to 0.015 ppm.
Based on OECD tolerance calculation
procedures, EPA is also establishing
higher tolerance levels than requested
for the following commodities: The
stone fruit crop group 12–12, increased
from 0.7 to 1.0 ppm; the tree nuts crop
group 14–12, increased from 0.02 to
0.03 ppm, and tea, dried leaves,
increased from 40 to 50 ppm. No
tolerance is needed for tea, instant (dry
form) since residues are covered by the
tolerance on tea, dried.
EPA is establishing an increased
tolerance on milk from 0.01 ppm to
0.015 ppm to harmonize with Canada.
Finally, tolerances were requested for
residues in/on kidney and liver of cattle,
goat, horse, and sheep. According to
current EPA policy, residues for liver
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Federal Register / Vol. 82, No. 148 / Thursday, August 3, 2017 / Rules and Regulations
and kidney will be covered by
tolerances for residues in/on meat
byproducts so separate tolerances are
not needed.
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V. Conclusion
Although the lack of toxicity supports
a safety finding for an exemption from
the requirement of tolerance for all
crops, EPA is establishing tolerances for
residues resulting from direct
applications to certain commodities
because the petitioner requested them
for international trade purposes.
Tolerances are established for residues
of cyclaniliprole, 3-bromo-N-[2-bromo4-chloro-6-[[(1-cyclopropylethyl)
amino]carbonyl]phenyl]-1-(3-chloro-2pyridinyl)-1H-pyrazole-5-carboxamide,
in or on Pome Fruit (Crop Group 11–10)
at 0.30 parts per million (ppm); Nut, tree
(Crop Group 14–12) at 0.03 ppm; Stone
Fruit (Crop Group 12–12) at 1.0 ppm;
Fruiting Vegetables (Crop Group 8–10)
at 0.20 ppm; Cucurbit Vegetables, (Crop
Group 9) at 0.15 ppm; Small Fruit Vine
Climbing Subgroup except Fuzzy
Kiwifruit (Crop Group 13–07F) at 0.80
ppm; Vegetable, leafy, group 4–16 at 15
ppm; Vegetable, Brassica, head and
stem, group 5–16 at 1.0 ppm; Milk at
0.015 ppm; tea, dried leaves at 50 ppm;
Almond, hulls at 6.0 ppm; Apple, wet
pomace at 0.50 ppm; cattle, goat, horse,
and sheep fat at 0.015 ppm; cattle, goat,
horse, and sheep meat at 0.01 ppm; and
cattle, goat, horse, and sheep meat
byproducts at 0.015 ppm.
Additionally, an exemption from the
requirement of a tolerance is established
for indirect or inadvertent residues of
cyclaniliprole, 3-bromo-N-[2-bromo-4chloro-6-[[(1-cyclopropylethyl)
amino]carbonyl]phenyl]-1-(3-chloro-2pyridinyl)-1H-pyrazole-5-carboxamide,
in or on all raw agricultural
commodities, except for those
commodities with tolerances
established.
VI. Statutory and Executive Order
Reviews
This action establishes tolerances
under FFDCA section 408(d) in
response to a petition submitted to the
Agency. The Office of Management and
Budget (OMB) has exempted these types
of actions from review under Executive
Order 12866, entitled ‘‘Regulatory
Planning and Review’’ (58 FR 51735,
October 4, 1993). Because this action
has been exempted from review under
Executive Order 12866, this action is
not subject to Executive Order 13211,
entitled ‘‘Actions Concerning
Regulations That Significantly Affect
Energy Supply, Distribution, or Use’’ (66
FR 28355, May 22, 2001) or Executive
Order 13045, entitled ‘‘Protection of
VerDate Sep<11>2014
13:28 Aug 02, 2017
Jkt 241001
Children from Environmental Health
Risks and Safety Risks’’ (62 FR 19885,
April 23, 1997). This action does not
contain any information collections
subject to OMB approval under the
Paperwork Reduction Act (PRA) (44
U.S.C. 3501 et seq.), nor does it require
any special considerations under
Executive Order 12898, entitled
‘‘Federal Actions to Address
Environmental Justice in Minority
Populations and Low-Income
Populations’’ (59 FR 7629, February 16,
1994).
Since tolerances and exemptions that
are established on the basis of a petition
under FFDCA section 408(d), such as
the tolerance in this final rule, do not
require the issuance of a proposed rule,
the requirements of the Regulatory
Flexibility Act (RFA) (5 U.S.C. 601 et
seq.), do not apply.
This action directly regulates growers,
food processors, food handlers, and food
retailers, not States or tribes, nor does
this action alter the relationships or
distribution of power and
responsibilities established by Congress
in the preemption provisions of FFDCA
section 408(n)(4). As such, the Agency
has determined that this action will not
have a substantial direct effect on States
or tribal governments, on the
relationship between the national
government and the States or tribal
governments, or on the distribution of
power and responsibilities among the
various levels of government or between
the Federal Government and Indian
tribes. Thus, the Agency has determined
that Executive Order 13132, entitled
‘‘Federalism’’ (64 FR 43255, August 10,
1999) and Executive Order 13175,
entitled ‘‘Consultation and Coordination
with Indian Tribal Governments’’ (65 FR
67249, November 9, 2000) do not apply
to this action. In addition, this action
does not impose any enforceable duty or
contain any unfunded mandate as
described under Title II of the Unfunded
Mandates Reform Act (UMRA) (2 U.S.C.
1501 et seq.).
This action does not involve any
technical standards that would require
Agency consideration of voluntary
consensus standards pursuant to section
12(d) of the National Technology
Transfer and Advancement Act
(NTTAA) (15 U.S.C. 272 note).
VII. Congressional Review Act
Pursuant to the Congressional Review
Act (5 U.S.C. 801 et seq.), EPA will
submit a report containing this rule and
other required information to the U.S.
Senate, the U.S. House of
Representatives, and the Comptroller
General of the United States prior to
publication of the rule in the Federal
PO 00000
Frm 00018
Fmt 4700
Sfmt 4700
Register. This action is not a ‘‘major
rule’’ as defined by 5 U.S.C. 804(2).
List of Subjects in 40 CFR Part 180
Environmental protection,
Administrative practice and procedure,
Agricultural commodities, Pesticides
and pests, Reporting and recordkeeping
requirements.
Dated: June 30, 2017.
Richard P. Keigwin, Jr.,
Director, Office of Pesticide Programs.
Therefore, 40 CFR chapter I is
amended as follows:
PART 180—[AMENDED]
1. The authority citation for part 180
continues to read as follows:
■
Authority: 21 U.S.C. 321(q), 346a and 371.
2. Add § 180.694 to subpart C to read
as follows:
■
§ 180.694
residues.
Cyclaniliprole; tolerances for
(a) General. Tolerances are
established for residues of the
insecticide cyclaniliprole, including its
metabolites and degradates, in or on the
commodities in the table below.
Compliance with the tolerance levels
specified below is to be determined by
measuring only cyclaniliprole, 3-bromoN-[2-bromo-4-chloro-6-[[(1cyclopropylethyl)amino]carbonyl]
phenyl]-1-(3-chloro-2-pyridinyl)-1Hpyrazole-5-carboxamide, in or on the
commodity.
Commodity
Almond, hulls ........................
Apple, wet pomace ...............
Cattle, fat ..............................
Cattle, meat ..........................
Cattle, meat byproducts .......
Fruit, pome, group 11–10 .....
Fruit, small vine climbing, except fuzzy kiwifruit, subgroup 13–07F ....................
Fruit, stone, group 12–12 .....
Goat, fat ................................
Goat, meat ............................
Goat, meat byproducts .........
Horse, fat ..............................
Horse, meat ..........................
Horse, meat byproducts .......
Milk .......................................
Nut, tree, group 14–12 .........
Sheep, fat .............................
Sheep, meat .........................
Sheep, meat byproducts ......
Tea, dried 1 ...........................
Vegetable, Brassica, head
and stem, group 5–16 .......
Vegetable, cucurbit, group 9
Vegetable, fruiting, group 8–
10 ......................................
Vegetable, leafy, group 4–16
1 There
E:\FR\FM\03AUR1.SGM
Parts
per million
6.0
0.50
0.015
0.01
0.015
0.30
0.80
1.0
0.015
0.01
0.015
0.015
0.01
0.015
0.015
0.03
0.015
0.01
0.015
50
1.0
0.15
0.20
15
are no U.S. registrations for Tea.
03AUR1
Federal Register / Vol. 82, No. 148 / Thursday, August 3, 2017 / Rules and Regulations
(b) Section 18 emergency exemptions.
[Reserved]
(c) Tolerances with regional
registrations. [Reserved]
(d) Indirect or inadvertent residues.
[Reserved]
■ 3. Add § 180.1344 to subpart D to read
as follows:
§ 180.1344 Cyclaniliprole; exemption from
the requirement of a tolerance.
An exemption from the requirement
of a tolerance is established for indirect
and inadvertent residues of the
insecticide cyclaniliprole, including its
metabolites and degradates, in or on all
raw agricultural commodities not listed
in paragraph (a) of § 180.694, when
residues are present therein as a result
of subsequent uptake by crops rotated
into fields where the crops in § 180.694
(a) were treated with cyclaniliprole.
[FR Doc. 2017–16375 Filed 8–2–17; 8:45 am]
BILLING CODE 6560–50–P
ENVIRONMENTAL PROTECTION
AGENCY
40 CFR Part 300
[EPA–HQ–OLEM–2016–0428, 0430, 0432,
0434, 0435, 0436 and 0437; FRL–9965–31–
OLEM]
National Priorities List
Environmental Protection
Agency (EPA).
ACTION: Final rule.
AGENCY:
The Comprehensive
Environmental Response,
Compensation, and Liability Act of 1980
(‘‘CERCLA’’ or ‘‘the Act’’), as amended,
requires that the National Oil and
Hazardous Substances Pollution
Contingency Plan (‘‘NCP’’) include a list
of national priorities among the known
releases or threatened releases of
hazardous substances, pollutants or
contaminants throughout the United
States. The National Priorities List
(‘‘NPL’’) constitutes this list. The NPL is
intended primarily to guide the
Environmental Protection Agency (‘‘the
EPA’’ or ‘‘the agency’’) in determining
which sites warrant further
investigation. These further
investigations will allow the EPA to
assess the nature and extent of public
health and environmental risks
associated with the site and to
determine what CERCLA-financed
remedial action(s), if any, may be
appropriate. This rule adds seven sites
to the General Superfund section of the
NPL.
DATES: The document is effective on
September 5, 2017.
pmangrum on DSK3GDR082PROD with RULES
SUMMARY:
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13:28 Aug 02, 2017
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Contact information for the
EPA Headquarters:
• Docket Coordinator, Headquarters;
U.S. Environmental Protection Agency;
CERCLA Docket Office; 1301
Constitution Avenue NW.; William
Jefferson Clinton Building West, Room
3334, Washington, DC 20004, 202/566–
0276.
The contact information for the
regional dockets is as follows:
• Holly Inglis, Region 1 (CT, ME, MA,
NH, RI, VT), U.S. EPA, Superfund
Records and Information Center, 5 Post
Office Square, Suite 100, Boston, MA
02109–3912; 617/918–1413.
• Ildefonso Acosta, Region 2 (NJ, NY,
PR, VI), U.S. EPA, 290 Broadway, New
York, NY 10007–1866; 212/637–4344.
• Lorie Baker (ASRC), Region 3 (DE,
DC, MD, PA, VA, WV), U.S. EPA,
Library, 1650 Arch Street, Mailcode
3HS12, Philadelphia, PA 19103; 215/
814–3355.
• Cathy Amoroso, Region 4 (AL, FL,
GA, KY, MS, NC, SC, TN), U.S. EPA, 61
Forsyth Street SW., Mailcode 9T25,
Atlanta, GA 30303; 404/562–8637.
• Todd Quesada, Region 5 (IL, IN, MI,
MN, OH, WI), U.S. EPA Superfund
Division Librarian/SFD Records
Manager SRC–7J, Metcalfe Federal
Building, 77 West Jackson Boulevard,
Chicago, IL 60604; 312/886–4465.
• Brenda Cook, Region 6 (AR, LA,
NM, OK, TX), U.S. EPA, 1445 Ross
Avenue, Suite 1200, Mailcode 6SFTS,
Dallas, TX 75202–2733; 214/665–7436.
• Kumud Pyakuryal, Region 7 (IA,
KS, MO, NE), U.S. EPA, 11201 Renner
Blvd., Mailcode SUPRSTAR, Lenexa, KS
66219; 913/551–7956.
• Victor Ketellapper, Region 8 (CO,
MT, ND, SD, UT, WY), U.S. EPA, 1595
Wynkoop Street, Mailcode 8EPR–B,
Denver, CO 80202–1129; 303/312–6578.
• Sharon Murray, Region 9 (AZ, CA,
HI, NV, AS, GU, MP), U.S. EPA, 75
Hawthorne Street, Mailcode SFD 6–1,
San Francisco, CA 94105; 415/947–
4250.
• Ken Marcy, Region 10 (AK, ID, OR,
WA), U.S. EPA, 1200 6th Avenue,
Mailcode ECL–112, Seattle, WA 98101;
206/463–1349.
FOR FURTHER INFORMATION CONTACT:
Terry Jeng, phone: (703) 603–8852,
email: jeng.terry@epa.gov. Site
Assessment and Remedy Decisions
Branch, Assessment and Remediation
Division, Office of Superfund
Remediation and Technology
Innovation (Mailcode 5204P), U.S.
Environmental Protection Agency; 1200
Pennsylvania Avenue NW., Washington,
DC 20460; or the Superfund Hotline,
phone (800) 424–9346 or (703) 412–
9810 in the Washington, DC,
metropolitan area.
ADDRESSES:
PO 00000
Frm 00019
Fmt 4700
Sfmt 4700
36095
SUPPLEMENTARY INFORMATION:
Table of Contents
I. Background
A. What are CERCLA and SARA?
B. What is the NCP?
C. What is the National Priorities List
(NPL)?
D. How are sites listed on the NPL?
E. What happens to sites on the NPL?
F. Does the NPL define the boundaries of
sites?
G. How are sites removed from the NPL?
H. May the EPA delete portions of sites
from the NPL as they are cleaned up?
I. What is the Construction Completion List
(CCL)?
J. What is the Sitewide Ready for
Anticipated Use measure?
K. What is state/tribal correspondence
concerning NPL Listing?
II. Availability of Information to the Public
A. May I review the documents relevant to
this final rule?
B. What documents are available for review
at the EPA Headquarters docket?
C. What documents are available for review
at the EPA regional dockets?
D. How do I access the documents?
E. How may I obtain a current list of NPL
sites?
III. Contents of This Final Rule
A. Additions to the NPL
B. What did the EPA do with the public
comments it received?
IV. 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)
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 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
I. Background
A. What are CERCLA and SARA?
In 1980, Congress enacted the
Comprehensive Environmental
Response, Compensation, and Liability
Act, 42 U.S.C. 9601–9675 (‘‘CERCLA’’ or
‘‘the Act’’), in response to the dangers of
uncontrolled releases or threatened
releases of hazardous substances, and
releases or substantial threats of releases
into the environment of any pollutant or
contaminant that may present an
E:\FR\FM\03AUR1.SGM
03AUR1
Agencies
[Federal Register Volume 82, Number 148 (Thursday, August 3, 2017)]
[Rules and Regulations]
[Pages 36090-36095]
From the Federal Register Online via the Government Publishing Office [www.gpo.gov]
[FR Doc No: 2017-16375]
-----------------------------------------------------------------------
ENVIRONMENTAL PROTECTION AGENCY
40 CFR Part 180
[EPA-HQ-OPP-2014-0679; FRL-9963-02]
Cyclaniliprole; Pesticide Tolerances and Exemption From the
Requirement of a Tolerance
AGENCY: Environmental Protection Agency (EPA).
ACTION: Final rule.
-----------------------------------------------------------------------
SUMMARY: This regulation establishes tolerances for residues of
cyclaniliprole in or on multiple commodities that are identified and
discussed later in this document. ISK Biosciences Corporation requested
these tolerances under the
[[Page 36091]]
Federal Food, Drug, and Cosmetic Act (FFDCA). Additionally, this
regulation also establishes an exemption from the requirement of a
tolerance for indirect or inadvertent residues of cyclaniliprole on
multiple commodities identified and discussed later in this document.
DATES: This regulation is effective August 3, 2017. Objections and
requests for hearings must be received on or before October 2, 2017,
and must be filed in accordance with the instructions provided in 40
CFR part 178 (see also Unit I.C. of the SUPPLEMENTARY INFORMATION).
ADDRESSES: The docket for this action, identified by docket
identification (ID) number EPA-HQ-OPP-2014-0679, is available at https://www.regulations.gov or at the Office of Pesticide Programs Regulatory
Public Docket (OPP Docket) in the Environmental Protection Agency
Docket Center (EPA/DC), West William Jefferson Clinton Bldg., Rm. 3334,
1301 Constitution Ave. NW., Washington, DC 20460-0001. The Public
Reading Room is open from 8:30 a.m. to 4:30 p.m., Monday through
Friday, excluding legal holidays. The telephone number for the Public
Reading Room is (202) 566-1744, and the telephone number for the OPP
Docket is (703) 305-5805. Please review the visitor instructions and
additional information about the docket available at https://www.epa.gov/dockets.
FOR FURTHER INFORMATION CONTACT: Michael L. Goodis, Director,
Registration Division (7505P), Office of Pesticide Programs,
Environmental Protection Agency, 1200 Pennsylvania Ave. NW.,
Washington, DC 20460-0001; main telephone number: (703) 305-7090; email
address: RDFRNotices@epa.gov.
SUPPLEMENTARY INFORMATION:
I. General Information
A. Does this action apply to me?
You may be potentially affected by this action if you are an
agricultural producer, food manufacturer, or pesticide manufacturer.
The following list of North American Industrial Classification System
(NAICS) codes is not intended to be exhaustive, but rather provides a
guide to help readers determine whether this document applies to them.
Potentially affected entities may include:
Crop production (NAICS code 111).
Animal production (NAICS code 112).
Food manufacturing (NAICS code 311).
Pesticide manufacturing (NAICS code 32532).
B. How can I get electronic access to other related information?
You may access a frequently updated electronic version of EPA's
tolerance regulations at 40 CFR part 180 through the Government
Printing Office's e-CFR site at https://www.ecfr.gov/cgi-bin/text-idx?&c=ecfr&tpl=/ecfrbrowse/Title40/40tab_02.tpl.
C. How can I file an objection or hearing request?
Under FFDCA section 408(g), 21 U.S.C. 346a, any person may file an
objection to any aspect of this regulation and may also request a
hearing on those objections. You must file your objection or request a
hearing on this regulation in accordance with the instructions provided
in 40 CFR part 178. To ensure proper receipt by EPA, you must identify
docket ID number EPA-HQ-OPP-2014-0679 in the subject line on the first
page of your submission. All objections and requests for a hearing must
be in writing, and must be received by the Hearing Clerk on or before
October 2, 2017. Addresses for mail and hand delivery of objections and
hearing requests are provided in 40 CFR 178.25(b).
In addition to filing an objection or hearing request with the
Hearing Clerk as described in 40 CFR part 178, please submit a copy of
the filing (excluding any Confidential Business Information (CBI)) for
inclusion in the public docket. Information not marked confidential
pursuant to 40 CFR part 2 may be disclosed publicly by EPA without
prior notice. Submit the non-CBI copy of your objection or hearing
request, identified by docket ID number EPA-HQ-OPP-2014-0679, by one of
the following methods:
Federal eRulemaking Portal: https://www.regulations.gov.
Follow the online instructions for submitting comments. Do not submit
electronically any information you consider to be CBI or other
information whose disclosure is restricted by statute.
Mail: OPP Docket, Environmental Protection Agency Docket
Center (EPA/DC), (28221T), 1200 Pennsylvania Ave. NW., Washington, DC
20460-0001.
Hand Delivery: To make special arrangements for hand
delivery or delivery of boxed information, please follow the
instructions at https://www.epa.gov/dockets/contacts.html.
Additional instructions on commenting or visiting the docket, along
with more information about dockets generally, is available at https://www.epa.gov/dockets.
II. Summary of Petitioned-For Tolerance
In the Federal Register of April 6, 2015 (80 FR 18327) (FRL-9924-
00), EPA issued a document pursuant to FFDCA section 408(d)(3), 21
U.S.C. 346a(d)(3), announcing the filing of a pesticide petition (PP
4F8253) by ISK Biosciences Corporation, 7470 Auburn Road, Suite A,
Concord, OH 44077. The petition requested that 40 CFR part 180 be
amended by establishing tolerances for residues of the insecticide
cyclaniliprole, 3-bromo-N-[2-bromo-4-chloro-6-[[(1-
cyclopropylethyl)amino]carbonyl]phenyl]-1-(3-chloro-2-pyridinyl)-1H-
pyrazole-5-carboxamide, in or on the following commodities: Pome Fruit
(Crop Group 11-10) at 0.3 parts per million (ppm); Tree Nuts (Crop
Group 14-12) at 0.02 ppm; Stone Fruit (Crop Group 12-12) at 0.7 ppm;
Fruiting Vegetables (Crop Group 8-10) at 0.2 ppm; Cucurbit Vegetables,
(Crop Group 9) at 0.2 ppm; and Small Fruit Vine Climbing Subgroup,
except Fuzzy Kiwifruit (Crop Group 13-07F) at 0.9 ppm. Additionally
tolerances are requested for residues of cyclaniliprole in or on the
crops in the proposed Crop Subgroup 4-14A, Leafy greens subgroup at 7.0
ppm, including amaranth, Chinese; amaranth, leafy; aster, Indian;
blackjack; cat's whiskers; chervil, fresh leaves; cham-chwi; cham-
namul; chipilin; chrysanthemum, garland; cilantro, fresh leaves; corn
salad; cosmos; dandelion; dang-gwi; dillweed; dock; dol-nam-mul; ebolo;
endive; escarole; fameflower; feather cockscomb; good king henry;
huauzontle; jute, leaves; lettuce, bitter; lettuce, head; lettuce,
leaf; orach; parsley, fresh leaves; plantain, buckhorn; primrose,
English; purslane, garden; purslane, winter; radicchio; spinach;
spinach, malabar; spinach, New Zealand; spinach, tanier; swiss chard;
and violet, Chinese; crops in the proposed Crop Subgroup 4-14B,
Brassica leafy greens subgroup at 15 ppm, including arugula; broccoli
raab; broccoli, Chinese; cabbage, abyssinian; cabbage, seakale; Chinese
cabbage, bok choy; collards; cress, garden; cress, upland; hanover
salad; kale; maca; mizuna; mustard greens; radish, leaves; rape greens;
rocket, wild; shepherd's purse; turnip greens; and watercress; crops in
the proposed Crop Subgroup 22B, Leaf petiole vegetable subgroup at 7.0
ppm, including Cardoon; celery; celery, Chinese; fuki; rhubarb; udo;
zuiki; and the crops in the proposed Crop Group 5-14, Brassica Head and
Stem Vegetable at 1.5 ppm, including broccoli; Brussels sprouts;
cabbage; cabbage, Chinese, napa; and cauliflower.
[[Page 36092]]
Tolerances are also requested for residues of cyclaniliprole in or on
the following animal feed commodities: almond, hulls at 8.0 ppm; apple,
wet pomace at 0.96 ppm; and in the following animal tissues and meat
byproducts: Cattle, fat at 0.08 ppm; cattle, kidney at 0.08 ppm;
cattle, liver at 0.1 ppm; cattle, meat at 0.02 ppm; cattle, meat
byproducts at 0.02 ppm; goat, fat at 0.08 ppm; goat, kidney at 0.08
ppm; goat, liver at 0.1 ppm; goat, meat at 0.02 ppm; goat, meat
byproducts at 0.02 ppm; horse, fat at 0.08 ppm; horse, kidney at 0.08
ppm; horse, liver at 0.1 ppm; horse, meat at 0.02 ppm; horse, meat
byproducts at 0.02 ppm; milk at 0.01 ppm; sheep, fat at 0.08 ppm;
sheep, kidney at 0.08 ppm; sheep, liver at 0.1 ppm; sheep, meat at 0.02
ppm; and sheep, meat byproducts at 0.02 ppm. In addition, a tolerance
was requested for imported Tea (dried and instant) at 40 ppm. That
document referenced a summary of the petition prepared by ISK
Biosciences Corporation, the petitioner, which is available in the
docket, https://www.regulations.gov. There were no comments received in
response to the notice of filing.
In the Federal Register of November 23, 2015 (80 FR 72941) (FRL-
9936-73), EPA issued a document pursuant to FFDCA section 408(d)(3), 21
U.S.C. 346a(d)(3), announcing ISK's amendment to its pesticide petition
(PP 4F8253). The amended petition requested, in addition to the
tolerances requested in the original petition, an exemption from the
requirement of a tolerance for indirect or inadvertent residues of
cyclaniliprole in or on all food commodities, not already covered by a
tolerance. That document referenced a summary of the petition prepared
by ISK Biosciences Corporation, the petitioner, which is available in
the docket, https://www.regulations.gov. A comment was received on the
notice of filing. EPA's response to that comment is discussed in Unit
IV.C.
Based upon review of the data supporting the petition, EPA is
establishing tolerances that vary from what was requested by the
petitioner for multiple commodities. The reasons for these changes are
explained in Unit IV.D.
III. Aggregate Risk Assessment and Determination of Safety
Section 408(b)(2)(A)(i) of FFDCA allows EPA to establish a
tolerance (the legal limit for a pesticide chemical residue in or on a
food) only if EPA determines that the tolerance is ``safe.'' Section
408(b)(2)(A)(ii) of FFDCA defines ``safe'' to mean that ``there is a
reasonable certainty that no harm will result from aggregate exposure
to the pesticide chemical residue, including all anticipated dietary
exposures and all other exposures for which there is reliable
information.'' This includes exposure through drinking water and in
residential settings, but does not include occupational exposure.
Section 408(b)(2)(C) of FFDCA requires EPA to give special
consideration to exposure of infants and children to the pesticide
chemical residue in establishing a tolerance and to ``ensure that there
is a reasonable certainty that no harm will result to infants and
children from aggregate exposure to the pesticide chemical residue. . .
.''
Consistent with FFDCA section 408(b)(2)(D), and the factors
specified in FFDCA section 408(b)(2)(D), EPA has reviewed the available
scientific data and other relevant information in support of this
action. EPA has sufficient data to assess the hazards of and to make a
determination on aggregate exposure for cyclaniliprole including
exposure resulting from the tolerances established by this action.
EPA's assessment of exposures and risks associated with cyclaniliprole
follows.
EPA has evaluated the available toxicity data and considered its
validity, completeness, and reliability as well as the relationship of
the results of the studies to human risk. EPA has also considered
available information concerning the variability of the sensitivities
of major identifiable subgroups of consumers, including infants and
children.
No single or repeated dose study performed by any route of exposure
produced an adverse effect following cyclaniliprole exposure below, at,
or above the limit dose (1,000 mg/kg/day). In short- and long-term
studies in rats and mice, the most consistent finding was adaptive
liver effects, which often consisted of slight increases in liver
weight without associated clinical chemistry and histopathological
changes, and it was seen mostly at or above the limit dose (1,000 mg/
kg/day). In dogs, both subchronic and chronic studies showed increases
in liver weight, centrilobular hepatocellular hypertrophy, and elevated
levels of alkaline phosphatase (ALP) at sub-limit dose levels. However,
these findings were not considered as adverse because of the following:
(1) ALP increase in dogs is a common laboratory finding and could be
attributed to many factors such as corticosterone release, young dogs
often have high and variable ALP values related to bone growth,
cholestasis, and pharmacologically mediated hepatic drug metabolizing
enzyme induction; (2) no histopathological changes were seen at any
dose level tested; (3) the liver effects showed no progression of
toxicity or increase in the number of parameters affected in the
chronic study (1-year) relative to the subchronic study; and (4) no
liver effects were seen in toxicity studies in rats and mice at or
above the limit dose (1,000 mg/kg/day). In addition, a structurally
related chemical, chlorantraniliprole, tested up to the limit dose in
dogs did not demonstrate liver effects.
No toxicity was seen in rat and rabbit developmental toxicity and
in rat reproduction studies which were tested up to the limit dose
(1,000 mg/kg/day). Therefore, there is no evidence that cyclaniliprole
produces increased susceptibility with prenatal or postnatal exposures.
Cyclaniliprole is classified as ``Not likely to be Carcinogenic to
Humans'' based on no increase in treatment-related tumor incidence in
the chronic toxicity study in rats and in carcinogenicity studies in
rats and mice. Cyclaniliprole produced no genotoxicity. A dermal
toxicity study tested at the limit dose did not produce any systemic
toxicity, which was consistent with the finding of low dermal
absorption.
Specific information on the studies received for cyclaniliprole as
well as the no-observed-adverse-effect-level (NOAEL) from the toxicity
studies can be found at https://www.regulations.gov in document
``Cyclaniliprole: Human Health Risk Assessment for the Proposed New
Insecticide Active Ingredient'' dated September 12, 2015 in docket ID
number EPA-HQ-OPP-2014-0679.
Based on the analysis of the available cyclaniliprole toxicological
studies, there is no adverse toxicity seen in any of the required
submitted toxicology studies, and no toxicity endpoint and point of
departure are established for human health risk assessment.
Cyclaniliprole is proposed for use on a variety of crops. Humans
could potentially be exposed to cyclaniliprole residues in food because
cyclaniliprole may be applied directly to growing crops. These
applications can also result in cyclaniliprole reaching surface and
ground water, both of which can serve as sources of drinking water.
There are no proposed uses in residential settings; therefore, there
are no anticipated residential exposures.
Based on the toxicological profile of cyclaniliprole, EPA has
concluded that the FFDCA requirements to retain an additional safety
factor for protection of infants and children and to consider
[[Page 36093]]
cumulative effects do not apply. Section 408(b)(2)(C) requires an
additional tenfold margin of safety in the case of threshold risks,
which are not present in this case. Section 408(b)(2)(D)(v) requires
consideration of information concerning cumulative effects of
substances that have a common mechanism of toxicity, which
cyclaniliprole does not have.
Based on the available data indicating a lack of adverse effects
from exposure to cyclaniliprole, EPA concludes that there is a
reasonable certainty that no harm will result to the general
population, or to infants and children from aggregate exposure to
cyclaniliprole.
IV. Other Considerations
A. Analytical Enforcement Methodology
Method JSM0269 was developed for plant commodities, and Method
JSM0277 was developed for livestock commodities. Residues of
cyclaniliprole are extracted from crops using acetonitrile and cleaned
up by solid phase extraction. Extracted residue levels are determined
by liquid chromatography with tandem mass spectrometry (LC-MS/MS).
Residues of cyclaniliprole are extracted from livestock using
acetonitrile and cleaned up by liquid-liquid partition with hexane
followed by SPE. Extracted residue levels are determined by LC-MS/MS in
positive ion spray mode.
Multiresidue methods testing data have been submitted for
cyclaniliprole and NK-1375. The data indicate that the multiresidue
methods (Protocols A through G) are not suitable for the analysis of
cyclaniliprole, so the multiresidue methods cannot serve as enforcement
methods. The multiresidue data have been sent to FDA.
Adequate enforcement methodology (LC-MS/MS) is available to enforce
the tolerance expression. The method may be requested from: Chief,
Analytical Chemistry Branch, Environmental Science Center, 701 Mapes
Rd., Ft. Meade, MD 20755-5350; telephone number: (410) 305-2905; email
address: residuemethods@epa.gov.
B. International Residue Limits
In making its tolerance decisions, EPA seeks to harmonize U.S.
tolerances with international standards whenever possible, consistent
with U.S. food safety standards and agricultural practices. EPA
considers the international maximum residue limits (MRLs) established
by the Codex Alimentarius Commission (Codex), as required by FFDCA
section 408(b)(4). The Codex Alimentarius is a joint United Nations
Food and Agriculture Organization/World Health Organization food
standards program, and it is recognized as an international food safety
standards-setting organization in trade agreements to which the United
States is a party. EPA may establish a tolerance that is different from
a Codex MRL; however, FFDCA section 408(b)(4) requires that EPA explain
the reasons for departing from the Codex level.
The Codex has not established a MRL for cyclaniliprole.
C. Response to Comments
A comment was received from an anonymous commenter objecting to EPA
requesting denial of this petition and stating that ``food should not
be contaminated with these chemicals.'' The existing legal framework
provided by section 408 of the Federal Food, Drug, and Cosmetic Act
(FFDCA) states that tolerances may be set when the pesticide meets the
safety standard imposed by that statute. As required by that statute,
EPA conducted a comprehensive assessment of cyclaniliprole, including
its potential for carcinogenicity. Based on its assessment of the
available data, the Agency believes that given the observed lack of
toxicity of this chemical, no risks of concern are expected. Therefore,
EPA concludes that there is a reasonable certainty that no harm will
result to the general population, or to infants and children, from
aggregate exposure to cyclaniliprole.
D. Revisions to Petitioned-For Tolerances
Tolerances were requested for individual crops in the proposed Crop
Subgroup 4-14A, Leafy greens subgroup at 7.0 ppm; crops in the proposed
Crop Subgroup 4-14B, Brassica leafy greens subgroup at 15 ppm; crops in
the proposed Crop Subgroup 22B, Leaf petiole vegetable subgroup at 7.0
ppm and the crops in the proposed Crop Group 5-14: Brassica Head and
Stem Vegetable at 1.5 ppm. These crop groups were proposed in a
Proposed Rule that published in the Federal Register of November 14,
2014 (79 FR 68153). In the time since the petition was initially filed,
these crop group/subgroups have been established, although with a
slightly different numbering based on the year in which the crop groups
were finalized, i.e., since the rule was published in 2016, the groups
end in a -16, instead of -14 when they were proposed. See May 3, 2016
(85 FR 26471). Therefore, EPA is establishing the subgroup/group
tolerances as requested but with the updated names with one exception.
EPA is not establishing a tolerance for subgroup 22B since residue
field trial data (celery) were not provided to support the establishing
a tolerance for the commodities in subgroup 22B.
Additionally, the EPA is establishing a tolerance for Vegetable,
leafy, group 4-16 at 15 ppm instead of the requested tolerance for
residues in or on the leafy greens subgroup 4-16A at 7.0 ppm and
Brassica leafy greens subgroup 4-16B at 15 ppm. Based on the
Organization for Economic Cooperation and Development (OECD) tolerance
calculation procedures and residue data for head lettuce, leaf lettuce,
and spinach, the tolerance level would be 8.0 ppm for leafy greens
subgroup 4-16A. However, instead of establishing the two subgroup
tolerances, in order to harmonize with Canada which has established a
crop group, Leafy Vegetables (CG 4-13) maximum residue level (MRL) at
15 ppm, EPA is establishing a tolerance for Vegetable, leafy, group 4-
16 at 15 ppm.
The EPA is also establishing lower tolerance levels than requested
for the following commodities because the residue of concern is parent
only instead of parent and its metabolite NK-1375: Almond hulls,
reduced from 8 to 6.0 ppm; wet apple pomace, reduced from 0.96 to 0.50
ppm; Vegetable, Brassica, head and stem, group 5-16 reduced from 1.5 to
1.0 ppm; cucurbit vegetables, crop group 9, reduced from 0.2 to 0.15
ppm; small vine climbing fruit, except fuzzy kiwifruit, crop group 13-
07F, reduced from 0.9 to 0.80 ppm; and for the following commodities
for each animal (cattle, goat, horse, and sheep)--fat, reduced from
0.08 to 0.015 ppm; kidney (now included in meat byproducts), reduced
from 0.08 to 0.015 ppm; meat, reduced from 0.02 to 0.01 ppm; meat
byproducts, reduced from 0.02 to 0.015 ppm; and liver, reduced from 0.1
to 0.015 ppm.
Based on OECD tolerance calculation procedures, EPA is also
establishing higher tolerance levels than requested for the following
commodities: The stone fruit crop group 12-12, increased from 0.7 to
1.0 ppm; the tree nuts crop group 14-12, increased from 0.02 to 0.03
ppm, and tea, dried leaves, increased from 40 to 50 ppm. No tolerance
is needed for tea, instant (dry form) since residues are covered by the
tolerance on tea, dried.
EPA is establishing an increased tolerance on milk from 0.01 ppm to
0.015 ppm to harmonize with Canada.
Finally, tolerances were requested for residues in/on kidney and
liver of cattle, goat, horse, and sheep. According to current EPA
policy, residues for liver
[[Page 36094]]
and kidney will be covered by tolerances for residues in/on meat
byproducts so separate tolerances are not needed.
V. Conclusion
Although the lack of toxicity supports a safety finding for an
exemption from the requirement of tolerance for all crops, EPA is
establishing tolerances for residues resulting from direct applications
to certain commodities because the petitioner requested them for
international trade purposes. Tolerances are established for residues
of cyclaniliprole, 3-bromo-N-[2-bromo-4-chloro-6-[[(1-
cyclopropylethyl)amino]carbonyl]phenyl]-1-(3-chloro-2-pyridinyl)-1H-
pyrazole-5-carboxamide, in or on Pome Fruit (Crop Group 11-10) at 0.30
parts per million (ppm); Nut, tree (Crop Group 14-12) at 0.03 ppm;
Stone Fruit (Crop Group 12-12) at 1.0 ppm; Fruiting Vegetables (Crop
Group 8-10) at 0.20 ppm; Cucurbit Vegetables, (Crop Group 9) at 0.15
ppm; Small Fruit Vine Climbing Subgroup except Fuzzy Kiwifruit (Crop
Group 13-07F) at 0.80 ppm; Vegetable, leafy, group 4-16 at 15 ppm;
Vegetable, Brassica, head and stem, group 5-16 at 1.0 ppm; Milk at
0.015 ppm; tea, dried leaves at 50 ppm; Almond, hulls at 6.0 ppm;
Apple, wet pomace at 0.50 ppm; cattle, goat, horse, and sheep fat at
0.015 ppm; cattle, goat, horse, and sheep meat at 0.01 ppm; and cattle,
goat, horse, and sheep meat byproducts at 0.015 ppm.
Additionally, an exemption from the requirement of a tolerance is
established for indirect or inadvertent residues of cyclaniliprole, 3-
bromo-N-[2-bromo-4-chloro-6-[[(1-
cyclopropylethyl)amino]carbonyl]phenyl]-1-(3-chloro-2-pyridinyl)-1H-
pyrazole-5-carboxamide, in or on all raw agricultural commodities,
except for those commodities with tolerances established.
VI. Statutory and Executive Order Reviews
This action establishes tolerances under FFDCA section 408(d) in
response to a petition submitted to the Agency. The Office of
Management and Budget (OMB) has exempted these types of actions from
review under Executive Order 12866, entitled ``Regulatory Planning and
Review'' (58 FR 51735, October 4, 1993). Because this action has been
exempted from review under Executive Order 12866, this action is not
subject to Executive Order 13211, entitled ``Actions Concerning
Regulations That Significantly Affect Energy Supply, Distribution, or
Use'' (66 FR 28355, May 22, 2001) or Executive Order 13045, entitled
``Protection of Children from Environmental Health Risks and Safety
Risks'' (62 FR 19885, April 23, 1997). This action does not contain any
information collections subject to OMB approval under the Paperwork
Reduction Act (PRA) (44 U.S.C. 3501 et seq.), nor does it require any
special considerations under Executive Order 12898, entitled ``Federal
Actions to Address Environmental Justice in Minority Populations and
Low-Income Populations'' (59 FR 7629, February 16, 1994).
Since tolerances and exemptions that are established on the basis
of a petition under FFDCA section 408(d), such as the tolerance in this
final rule, do not require the issuance of a proposed rule, the
requirements of the Regulatory Flexibility Act (RFA) (5 U.S.C. 601 et
seq.), do not apply.
This action directly regulates growers, food processors, food
handlers, and food retailers, not States or tribes, nor does this
action alter the relationships or distribution of power and
responsibilities established by Congress in the preemption provisions
of FFDCA section 408(n)(4). As such, the Agency has determined that
this action will not have a substantial direct effect on States or
tribal governments, on the relationship between the national government
and the States or tribal governments, or on the distribution of power
and responsibilities among the various levels of government or between
the Federal Government and Indian tribes. Thus, the Agency has
determined that Executive Order 13132, entitled ``Federalism'' (64 FR
43255, August 10, 1999) and Executive Order 13175, entitled
``Consultation and Coordination with Indian Tribal Governments'' (65 FR
67249, November 9, 2000) do not apply to this action. In addition, this
action does not impose any enforceable duty or contain any unfunded
mandate as described under Title II of the Unfunded Mandates Reform Act
(UMRA) (2 U.S.C. 1501 et seq.).
This action does not involve any technical standards that would
require Agency consideration of voluntary consensus standards pursuant
to section 12(d) of the National Technology Transfer and Advancement
Act (NTTAA) (15 U.S.C. 272 note).
VII. Congressional Review Act
Pursuant to the Congressional Review Act (5 U.S.C. 801 et seq.),
EPA will submit a report containing this rule and other required
information to the U.S. Senate, the U.S. House of Representatives, and
the Comptroller General of the United States prior to publication of
the rule in the Federal Register. This action is not a ``major rule''
as defined by 5 U.S.C. 804(2).
List of Subjects in 40 CFR Part 180
Environmental protection, Administrative practice and procedure,
Agricultural commodities, Pesticides and pests, Reporting and
recordkeeping requirements.
Dated: June 30, 2017.
Richard P. Keigwin, Jr.,
Director, Office of Pesticide Programs.
Therefore, 40 CFR chapter I is amended as follows:
PART 180--[AMENDED]
0
1. The authority citation for part 180 continues to read as follows:
Authority: 21 U.S.C. 321(q), 346a and 371.
0
2. Add Sec. 180.694 to subpart C to read as follows:
Sec. [emsp14]180.694 Cyclaniliprole; tolerances for residues.
(a) General. Tolerances are established for residues of the
insecticide cyclaniliprole, including its metabolites and degradates,
in or on the commodities in the table below. Compliance with the
tolerance levels specified below is to be determined by measuring only
cyclaniliprole, 3-bromo-N-[2-bromo-4-chloro-6-[[(1-
cyclopropylethyl)amino]carbonyl]phenyl]-1-(3-chloro-2-pyridinyl)-1H-
pyrazole-5-carboxamide, in or on the commodity.
------------------------------------------------------------------------
Parts per
Commodity million
------------------------------------------------------------------------
Almond, hulls........................................... 6.0
Apple, wet pomace....................................... 0.50
Cattle, fat............................................. 0.015
Cattle, meat............................................ 0.01
Cattle, meat byproducts................................. 0.015
Fruit, pome, group 11-10................................ 0.30
Fruit, small vine climbing, except fuzzy kiwifruit, 0.80
subgroup 13-07F........................................
Fruit, stone, group 12-12............................... 1.0
Goat, fat............................................... 0.015
Goat, meat.............................................. 0.01
Goat, meat byproducts................................... 0.015
Horse, fat.............................................. 0.015
Horse, meat............................................. 0.01
Horse, meat byproducts.................................. 0.015
Milk.................................................... 0.015
Nut, tree, group 14-12.................................. 0.03
Sheep, fat.............................................. 0.015
Sheep, meat............................................. 0.01
Sheep, meat byproducts.................................. 0.015
Tea, dried \1\.......................................... 50
Vegetable, Brassica, head and stem, group 5-16.......... 1.0
Vegetable, cucurbit, group 9............................ 0.15
Vegetable, fruiting, group 8-10......................... 0.20
Vegetable, leafy, group 4-16............................ 15
------------------------------------------------------------------------
\1\ There are no U.S. registrations for Tea.
[[Page 36095]]
(b) Section 18 emergency exemptions. [Reserved]
(c) Tolerances with regional registrations. [Reserved]
(d) Indirect or inadvertent residues. [Reserved]
0
3. Add Sec. 180.1344 to subpart D to read as follows:
Sec. [emsp14]180.1344 Cyclaniliprole; exemption from the requirement
of a tolerance.
An exemption from the requirement of a tolerance is established for
indirect and inadvertent residues of the insecticide cyclaniliprole,
including its metabolites and degradates, in or on all raw agricultural
commodities not listed in paragraph (a) of Sec. 180.694, when residues
are present therein as a result of subsequent uptake by crops rotated
into fields where the crops in Sec. 180.694 (a) were treated with
cyclaniliprole.
[FR Doc. 2017-16375 Filed 8-2-17; 8:45 am]
BILLING CODE 6560-50-P