UNITED STATES ENVIRONMENTAL PROTECTION AGENCY 

WASHINGTON, D.C. 20460 

MEMORANDUM 

DATE: April 20, 2016 

OFFICE OF 

CHEMICAL SAFETY AND 

POLLUTION PREVENT ION 

SUBJECT: Chlorantraniliprole (DPX-E2Y45): Petition for Updating Crop Group Tolerances 

for Nut Tree Group 14-1 2 and Fruit Stone Group 12-12, and Amending Established 

Tolerances for Chlorantraniliprole in/on Artichoke Globe and Hop Dried Cones. 

PC Code: 090100 

Decision No.: 506095 

Petition No.: 5E8371 

Risk Assessment Type: NA 

TXRNo.: NA 

MRIO Nos.: 4950450 I; 49504502 

FROM: Johnnie L Smith II, Chemist 

Risk Assessment Branch III 

Health Effects Division (7509P) 

DP Barcode: 0428081 

Registration Nos.: 352-729; 352-730 

Regulatory Action: Section 3 Registration 

Case No.: NA 

CAS No.: 500008-45-7 

40 CFR: §180.628 

THROUGH: 

Christine 

Donald Wilbur

Oling

, 

e

Senio

r, Bran

r 

ch 

Chem

Chief 

ist 

/7./ 

U,_:// ~ , Risk Assessment Branch Ill 0 0 ./-c:/ L__ 

Health Effects Division (7509P) 

TO: Barbara Madden 

Minor Use and Emergency Response Branch 

Registration Division (RD; 7505P) 

I. ACTION REQUESTED 

Interregional Research Project Number 4 (IR-4) has requested to lower the currently established 

tolerances for chlorantraniliprole in/on hops dried cones from 90 ppm to 40 ppm and globe 

artichoke from 4.0 ppm to 2.0 ppm in order to harmonize with the Codex maximum residue 

limits (MRLs). Additionally, the petitioner has requested to update the following crop group 

tolerances: stone fruit crop group 12 to 12-12 (and lower from 4.0 ppm to 2.5 ppm) and tree nuts 

crop group 14 to 14-12 (and lower from 0.40 ppm to 0.02 ppm). Upon establishment of the 

tolerances associated with PP 5E8371, lR-4 requested to remove the following existing 

tolerances in 40 CFR 180.628: Nut, tree, group 14 at 0.04 ppm; pistachio at 0.04 ppm; fruit, 

Page 1of 10 
stone, group 12-12, except cherry, chickasaw plum, and damson plum at 4.0 ppm; cherry, sweet 

at 2.0 ppm; cherry, tart at 2.0 ppm; plum, chickasaw at 2.0 ppm; and plum, damson at 2.0 ppm. 

No new data was submitted for stone fruit crop group 12- 12 and tree nuts crop group 14-12. 

II. CONCLUSIONS 

There are no outstanding deficiencies in the petition proposing tolerances for chlorantraniliprole 

in/on globe artichoke, tree nut group 14-12, stone fruit group 12-12, and hops dried cones. The 

crop field trial studies submitted to support the proposed tolerances on hops, dried cones and 

artichokes are adequate. The previous chronic dietary assessment (food and drinking water) 

(0416093, Kristin Rury, 12/03/2013) included all of the additional commodities of Stone fruit 

group 12-12 and Tree nut group 14-12 that will be added via the crop group updates herein. The 

dietary burdens (0404708, S.Funk, 09/10/2013) will not change as a result of these commodities. 

The results of the last chronic analysis (acute and cancer exposure assessments were not needed) 

indicated that chronic dietary (food and drinking water) exposure and risk is not of concern to 

HED [i.e., <100% chronic population adjusted dose (cPAD)] for the general U.S. population and 

all population subgroups. Therefore, a new dietary risk assessment is not needed as tolerances 

are being lowered for harmonization. There is no hazard via the inhalation and dermal routes of 

exposure so updated short- and intermediate-term occupational or residential handler and postapplication assessments are not needed. 

Based on the information provided above, HED concludes that the aggregate exposure and risks 

as a result of the proposed uses will not increase and will be the same as those estimated in 

previous HED risk assessments. 

The available information submitted by IR-4 is adequate to review the tolerance amendment 

requests for the use of chlorantraniliprole in or on globe artichoke, tree nut group 14-12, stone 

fruit group 12-12, and hops, dried cones actions (see OECD MRL calculations for hops, dried 

cones and globe artichokes) and harmonizing with Codex/Canada (see Table 1). 

A summary of the recommended tolerances and revocations may be found in the following table. 

Page 2of 10 
Commodity Established Tolerances Proposed Tolerance HBO-Recommended Tolerance Comments 

(ppm) (ppm) (ppm) 

Nut, tree, group 14-12 0.02 0.02 Crop group 

update. 

International 

harmonization 

Nut, tree group 14 0.04 Remove Tolerance to be 

replaced by crop 

group 14-12 

Fruit, stone group 12-12 2.5 2.5 Crop group 

update. 

International 

harmonization 

Fruit, stone group 12 4.0 Remove Tolerance to be 

replaced by crop 

group 12-12 

Globe Artichoke 4.0 2.0 2.0 

Hops Dried Cones 90.0 40.0 40 

Pistachio 0.04 Remove Covered by 

proposed crop 

group 14-12 

tolerance 

Cherry, sweet 2.0 Remove Covered by 

proposed crop 

group tolerance 

12-12 

Cherry, tart 2.0 Remove Covered by 

proposed crop 

group tolerance 

12-12 

Plum, chickasaw 2.0 Remove Covered by 

proposed crop 

group tolerance 

12-12 

Plum, damson 2.0 Remove Covered by 

proposed crop 

g roup tolerance 

12-12 

III. DETAILED CONSIDERATIONS 

Stone Fruit and Tree Nut Crop Group Updates 

With respect to Tree nut group 14-12, the petitioner bas proposed to lower existing tolerance to 

harmonize with Codex and Canada and to update the existing crop group tolerance from crop 

group 14 to crop group 14-12. 

HED concludes that the existing residue chemistry data for tree nut group 14-1 2 (D407350, 

Steve Funk, 11/12/2013 and D412169, Steve Funk, 12/09/2013) support the request for crop 

group conversion and for lowering existing tolerance to 0.02 ppm to harmonize with Codex and 

Canada. The proposed label amendments were reviewed and considered in association with PP# 

3E8170 (0407350) (Reg. # 352-730). 

Page 3of10 
For the Stone fruit group 12-12, the petitioner has proposed to lower the existing tolerance in 

order to harmonize with Canada and to remove individual tolerances for members of the crop 

group because all crop group members are requested at the same tolerance level. 

HED concludes that the existing residue chemistry data for stone fruit group 12-12 (D407350, 

Steve Funk, 11/12/2013 and 0412169, Steve Funk, 12/09/201 3) support the request for crop 

group conversion and for lowering existing tolerance to 2.5 ppm to harmonize with Canada. 

Harmonization with Codex is not possible, since the Codex MRL for stone fruits is lower than 

the US and Canada. Lowering the US tolerance could result in residues above the tolerances 

when following the US approved label. There are no proposed label amendments. 

Tolerance Reduction on Established Tolerances on Hop, Dried Cones and Artichoke, Globe 

IR-4 submitted crop field data (MRJD 49504501, globe artichoke and MRJD 49504502, hops 

dried cones) in support ofthis petition to lower the existing tolerances from 4 ppm to 2 ppm for 

globe artichoke and 90 ppm to 40 ppm for hops dried cones. Tolerances were originally 

established based on residue data translated from other crops. The nature of the residues of 

chlorantraniliprole is adequately understood (parent compound only), and an acceptable 

analytical method is available for enforcement purposes. 

Summary of Studies 

(MRJD 49504501 Chlorantrani/ipro/e: Magnitude of the Residue on Artichokes) 

Four field trials for chlorantraniliprole on globe artichoke were conducted in the United States 

encompassing required North American Free Trade Agreement (NAFTA) Growing Regions (3 

trials Castroville, CA and 1 trial Marinas, CA). The formulation used in the study was Coragen 

(EPA Reg. No. 352-729), a 1.67 lb ai/gal suspension concentrate formulation. 

At each trial, two foliar directed applications of the test substance were made 14-16 days apart to 

the treated plots. The application rates ranged from 0.100 to 0.109 lb ai/ A per application for a 

total rate range of 0.200 to 0.209 lb ail A/season. All applications were made using appropriate 

spray equipment, and the spray volume was sufficient to provide adequate dispersal of the test 

substance. 

Sampling started in the untreated control plot and ended in the treated plot. At all the field trials, 

samples were harvested 3-4 days after the last application. 

The maximum storage interval for field-treated samples in this study was 620 days. Storage 

stability samples were fortified with chlorantraniliprole at 1.0 ppm. The storage stability samples 

were held in frozen storage under similar conditions to the field generated samples. The storage 

stability samples were prepared to be analyzed in case of freezer failure. No storage stability data 

was obtained as part of this study since adequate storage stability data is available to demonstrate 

that chlorantraniliprole is stable in a variety of crop matrices when held in freezer storage for up 

to two years. 

The samples were analyzed using a working method very similar to the enforcement method, 

Page 4of10 
"Method Validation for the analysis ofDPX-E2Y45 in Various Crop Matrices;" Dupont 

Laboratory project ID: DuPont-13294; Dated: March 22, 2004. Chlorantraniliprole residues were 

extracted from the macerated crops by blending with acetonitrile following a pre-soak in water. 

After filtration, the volume of the filtrate was adjusted with acetonitrile. An aliquot of the 

solution was evaporated to dryness and the residue was reconstituted in acetonitrile/water (40:60, 

v/v) for analysis by liquid chromatography/tandem mass spectrometry (LC/MS/MS). Recoveries 

were in the range 87- 105%. The limit of detection (LOD) for the method was calculated to be 

0.0087 ppm and the limit of quantitation (LOQ) was calculated to be 0.026 ppm. The lowest 

level of method validation (LLMV) for artichoke was 0.05 ppm for chlorantraniliprole. 

The total residues of chlorantraniliprole were in the range 0.462 to 0. 723 ppm in samples taken at 

3-4 days PHI. 

HED concludes that the study is adequate to establish the proposed tolerance of 2.0 ppm on 

globe artichokes. There are no proposed label amendments. 

A summary of residues from globe artichoke field trials with chlorantraniliprole are presented in 

Table 2; OECD calculator output for hops is presented in Attachment 1. 

Table 2. Summarv of Residues from Globe Artichoke Field Trials with Cbloraotraniliprole. 

Total Residues (ocm) 

Application PHI Crop Matrix Rate (days) 

n2 

Min. 1 Max. 1 LAFT2 HAFT2 Median2 Mean2 SD2 

(lbs ai/A) 

Proposed Application Rate; PHI 

Artichoke 0.200 to 3-4 4 0.462 0.723 0.477 0.690 0.565 0.574 0.091 

0.209 1 Values based on total number of samples. 2 Values based on per-trial averages. LAFT =lowest average field trial, HAFT= highest average field trial, SD = standard 

deviation. For computation of the LAFT, HAFT, median, mean, and standard deviation, values < LOQ arc assumed to be at the 

LOQ (0.01 ppm); n = number of field trials. 

(MRJD 49504502 Chlorantrani/iprole: Magnitude of the Residue on Hops) 

Four field trials for chlorantraniliprole on hops dried cones were conducted in the United States 

(Idaho, Oregon, and Washington) encompassing required NAFTA Growing Regions. Each field 

trial site consisted of one untreated control plot and one treated plot. A non-ionic surfactant, a 

methylated seed oil blend, a crop oil concentrate or an organosilicone surfactant was used at each 

of the field trials in this study. At each trial, 2 foliar applications of the test substance 7 to 8 days 

apart were made to the treated plots. The application rates ranged from 0.1 to 0.103 lb 

ai/A/application for a total rate range of 0.201 to 0.206 lb ai/A/season. All applications were 

made using appropriate spray equipment, and the spray volume was sufficient to provide 

adequate dispersal of the test substance. 

The hops cones were harvested simulating commercial practices. Sampling started in the 

untreated control plot and ended in the treated plot. At all the field trials, samples were harvested 

on the day of the last application. At the ID04 and WA04 trials, additional samples were 

Page 5 of 10 
harvested at 1, 3, 7 - 8, and 13 - 14 days after the last application to provide decline data on the 

nature of chlorantraniliprole residues. 

After harvest, the hop cones were dried in ovens/dryer rooms/kilns simulating commercial 

practices. All samples were dried to commercially acceptable standards. All samples were 

analyzed for chlorantraniliprole residues only. 

The storage interval for field-treated dried hops cones in this study ranged from 219 days to 238 

days. No storage stability data was obtained as part of this study since adequate storage stability 

data exists to demonstrate that chlorantraniliprole is stable in a variety of crop matrices when 

held in freezer storage for up to two years. 

Samples were analyzed for chlorantraniliprole using the analytical method derived from the 

reference method titled "Method Validation for the Analysis of OPX-E2Y45 in Various 

Matrices"; DuPont Laboratory Project IO.: DuPont - 13294; Dated: March 22, 2004. Recoveries 

were within the acceptable range of 70-120%. 

Chlorantraniliprole residues are extracted from the hop samples first using a mixture of water 

and acetonitrile (ACN). The extract is cleaned up by Strata-X in tandem with NH2 solid phase 

extraction cartridges. The purified extract is diluted in ACN/Water (50/50, v/v) and then 

submHted to LC-MS/MS for analysis. The LOQ is 0.05 ppm. The LOO is defined as 10% below 

the smallest concentration within the standard curve. 

Chlorantraniliprole residues in the treated samples (0 day PHI) ranged between 6.8 ppm and 19 

ppm for samples harvested on the day of the last application. No detectable residues (LLMV = 

0.05 ppm) of chlorantraniliprole were found in the untreated control samples. At two of the trials, 

additional residue data was collected from samples harvested at 1, 3, 7 - 8, and 13 - 14 days 

after the last application. The decline data from both trials indicated that the residues remained 

fairly stable between 0 and 3 days after treatment and then declined. 

HEO concludes that the study is adequate to establish the proposed tolerance of 40 ppm on hops 

dried cones. The label for hops dried cones (EPA Reg. # 352-729) total ai/acre/year rate will 

remain the same for this use. 

A summary ofresidues from hops field trials with chlorantraniliprole are presented in Table 3; 

OECD calculator output for hops is presented in Attachment 2. 

Table 3. Summary of Residues from Ho >S Field Trials with chlorantraniliprole. 

Total Residues (ppm) 

Application PHJ Crop Matrix Rate (days) nl M' I Max.

1 LAFT2 HAFT2 Median2 Mean2 so2 

{lbs ai/A) m. 

Proposed Application Rate; PHI 

Hops 0.201 to 0 8 6.8 19 7 17.5 10.15 11.2 4.85 

0.206 1 Values based on total number of samples. 2 Values based on per-trial averages. LAFT = lowest average field trial, HAFT = highest average field trial, SD = standard 

deviation. For computation of the LAFT, HAFT, median, mean, and standard deviation, values< LOQ are assumed to be at the 

Page 6of10 
LOQ (0.01 ppm); n = number of field trials. 

IV. List of Attachments 

• OECD Calculator Output Globe Artichokes 

• OECD Calculator Output Hops Dried Cones 

• International Harmonization 

Attachment 1. OECD Calculator Output Globe Artichokes 

Cblorantraniliprole 

Globe Artichokes 

EPA 

0.209 lb ai/A; PHl=3-4 days 

Total number of data (n) 

Percentage of censored data 

Number of non-censored data 

Lowest residue 

Highest residue 

Median residue 

Mean 

Standard deviation (SD) 

Correction factor for censoring (CF) 

Proposed MRL estimate 

- Highest residue 

- Mean + 4 SD 

- CF x 3 Mean 

Unrounded MRL 

Rounded MRL 

High uncertainty of MRL estimate. 

[Small dataset] 

Page 7 of 10 

4 

0% 

4 

0.477 

0.690 

0.565 

0.574 

0.091 

1.000 

0.690 

0.938 

1.722 

1.722 
Residues (mg/kg) n 

0.477 l 

0.535 I 

0.594 I 

0.69 I 

Attachment 2. OECD Calculator Output Hops Dried Cones 

Total number of data (n) 

Percentage of censored data 

Number of non-censored data 

Lowest residue 

Highest residue 

Median residue 

Mean 

Standard deviation (SD) 

Chlorantraniliprole 

Hops dried cones 

11112 I VS 

EPA 

Correction factor for censoring (CF) 

Proposed MRL estimate 

- Highest residue 

- Mean + 4 SD 

- CF x 3 Mean 

Unrounded MRL 

Rounded MRL 

High uncertainty of MRL estimate. 

[Small dataset) 

Page 8of10 

4 

0% 

4 

7.000 

17.500 

10.150 

11.200 

4.850 

1.000 

17.500 

30.602 

33.600 

33.600 
Residues {mg/kg) n 

7 1 

7.8 1 

12.5 1 

17.5 1 

Attachment 3. International Harmonization 

Chl oran t rant T tpro e 

Summary of US and International Tolerances and Maximum Residue Limits of Cblorantraniliprole 

Residue Definition 

us Canada Mexico2 Codex3 

40CFR§ 180.628. For plant and animal 3-bromo- N -[4-

commodities: chlorantraniliprole, 3-bromo-N-[4- chloro-2-metby1-6-

chloro-2-metbyl-6- [(methylamino )carbo 

[(methylamino )carbonyl]phenyl]-1 -(3-chloro-2- ny1]phenyl]-1-(3- Chlorantraniliprole 

pyridinyl)-1 H-pyrazole-5-carboxamide chloro-2-pyridinyl)- (fat soluble) 

I H-pyrazole-5-

carboxamide. 

Commodity1 Tolerance (oom) /Maximum Residue Limit (mJ!/kJ!) 

us Canada Mexico2 Codex3 

Nut, tree, group 14-12 0.02 0.02 0.02 

Fruit, stone group 12-12 2.5 2.5 1.0 

Globe Artichoke 2.0 2.0 2.0 

Hops 40 Not Established 40 

Completed: M.Negussie; 04/14/ 16 

1 Includes only commodities of interest for this action. Tolerance values should be the HED recommendations and 

not those proposed by the applicant. 

Page 9of10 
2 Mexico adopts US tolerances and/or Codex MRLs for its export purposes. 

3 * = absent at the limit of quantitation; Po = postharvest treatment, such as treatment of stored grains. PoP = 

processed postharvest treated commodity, such as processing of treated stored wheat. (fat) = to be measured on the 

fat portion of the sample. MRLs indicated as proposed have not been finalized by the CCPR and the CAC. 

Page 10 of 10