Novaluron Summary of Analytical Chemistry and Residue Data DP#: 374420

Page 1 of 24 UNITED STATES ENVIRONMENTA L PROTECTION AGENCY

WASHINGTON, D.C. 20460 OFFICE OF PREVENTION, PESTICIDE S,

AND TOXIC SUBSTANCES MEMORANDUM Date : 23 - FEB - 20 10 SUBJECT: Novaluron . Petition for the Establishment of Permanent Tolerances for Residues

of Novaluron in/on Grain Sorghum . Summary of Analytical Chemistry and Residue Data . PC Code: 124002 DP Barcode: D 374420 Decision No.: 407899 Registration No. : 66222 - 35 Petition No.: 9F7547 Regulatory Action: Amended Section 3 Risk Assessment Type: NA Case No.: NA T XR No.: NA CAS No.: 116714 - 46 - 6 MRID No .: 47727201 40 CFR: §180.598 FROM : Julie L . Van Alstine , MPH, Environmental Health Scientist

Risk A ssessment B ranch 1 (RAB1) /Health Effects Division (HED) (7509P) THROUGH : George F. Kramer, Ph.D., Senior Chemist

RAB1/HED (7509P) TO: John Hebert (RM 07)/ Jennifer Gaines

Registration Division (RD; 7505P) Executive Summary Novaluron, a benzoylphenyl urea compound, is a pesticide chemical belonging to the class of insecticides called insect - growth regulators (IGR). It is currentl y registered for uses on pome fruits, Brassica head and stem vegetables, tuberous and corm vegetables, cotton, tomato es, sugarcane , bushberry

subgroup 13 - 07B, Brassica , leafy greens (subgroup 5B), turnip greens, and stone fruit (crop group 12) . Registrations are pending for fruiting vegetables group 8, cucurbit vegetable group 9, low growing berry subgroup 13 - 07G (excep t lowbush blueberry), miscellaneous fruiting vegetables, snap bean, dry bean seed, and Swiss chard . The basic producer of novaluron is Makhteshim - Agan of North America (MANA). End - use products containing novaluron as the active ingredient (ai) are formul ated as an emulsifiable concentrate (EC), a suspension concentrate (SC), or a water - dispersible granular (WDG).Novaluron Summary of Analytical Chemistry and Residue Data DP#: 374420

Page 2 of 24 Under petition 9 F7547, MANA requests the establishment of a permanent tolerance s for residues of the insecticide novaluron, N - [[[3 - chloro - 4 - [1 ,1,2 - trifluoro - 2 - (trifluoromethox y)ethox y]phenyl]amino]carbonyl] - 2,6 - difluorobenzamide , in/on:

Grain s orghum, grain ................................ ....................... 3 ppm Grain sorghum , aspirated grain fractions ....................... 25 ppm Grain sorghum , forage ................................ ..................... 6 ppm Grain sorghum , stover ................................ .................... 40 ppm To support the submission f or permanent tolerance s for residues of novaluron in/on grain sorghum grain, forage, stover, and aspirated grain fractions (AGF) , MANA proposes tolerance increases for residues of the insecticide novaluron, N - [[[3 - chloro - 4 - [1,1,2 - trifluoro - 2 - (trifluorometh oxy)ethox y]phenyl]amino]carbonyl] - 2,6 - difluorobenzamide , in/on livestock commodities as follows:

Hog muscle ................................ ................................ . 0.07 ppm Hog liver ................................ ................................ ..... 0.15 ppm Hog kidney ................................ ................................ .. 0.15 ppm Hog fat ................................ ................................ .......... 1.5 ppm Poultry muscle ................................ .............................. 0.4 ppm Poultry liver ................................ ................................ .. 0.8 ppm Poultry kidney ................................ ............................... 0.8 ppm Poultry fat ................................ ................................ ...... 7. 0 ppm Eggs ................................ ................................ ............... 1.5 ppm The end - use product associated with these registration requests is Rim o n ® 0.83EC In secti ci de (EPA Reg. No. 66222 - 35), an EC formulation containing 9.3% ai (equivalent to 0.83 lb ai/gal). The sorghum label proposes a maximum seasonal Ri mon ® application rate of 0.23 lb ai/A (0.058 to 0.078 lb ai/A/application) with 7 - to 14 - day retreatment intervals (RTIs) and a 14 - day preharvest interval (PHI) . The field trial data supports PHI s of 7 day s for forage and 14 day s for grain and stover, as well as the application rates for grain sorghum specified in the label . A revised Section B is requested which specif ies that the use of adjuvants /surfactants on grain sorghum is prohibited and includes a statement which prohibits the use of novaluron on crops grown for food in greenhouses , except tomatoes . The revised Section B for petition 9F7547 should also specify

that the label is for “grain sorghum” as opposed to “sorghum” and specify separate PHIs for grain sorghum forage (7 days) , grain (14 days) , and stover (14 days) . The nature of the residue in plants is understood based on acceptable plant metabolism studies reflecting foliar uses on apples, cabbage, cotton, and potatoes. The HED Metabolism Assessment Review Committee (MARC) concluded that the residue of concern in plants is novaluron only

for tolerance enforcement and risk assessment purposes (Memo , G. Kramer et al. , 03 - FEB - 2004; D297646). HED also previousl y concluded that the nature of the residue in livestock is adequatel y understood ba sed on the submitted goat and hen metabolism studies (Memo, G. Kramer, 22 - MAR - 2004; D285474). The HED MARC determined that the residue of concern in livestock for purposes of tolerance enforcement and risk assessment is novaluron only (Memo, G. Kramer et al. , 03 - FEB - 2004; D297646).Novaluron Summary of Analytical Chemistry and Residue Data DP#: 374420

Page 3 of 24 The available confined rotational crop study is adequate. The HED MARC has determined that for tolerance assessment and risk assessment, parent only is the residue of concern (Memo , G. Kramer et al. , 03 - FEB - 2004; D297646). Ba sed on the results of the confined rotational crop study , the appropriate plantback interval (PBI) for all non - labeled crops is 30 days. The current and proposed labels include a restriction that only registered crops may

be rotated to a treated field within 30 days of the final application, which is appropriate for this petition. There are adequate residue anal ytical methods for the enforcement of residue tolerances. F or anal ys is of crop matrices for residues of novaluron , gas chromatography/ electron - capture detection (GC/ECD) and high -performance liquid chromatography /ultraviolet (HPL C/UV) methods are available. These methods have undergone successful validation by the Anal ytical Chemistry

Branch of the Biological and Economics Analysis Division (ACB /BEAD) and have been forwarded to Food and Drug Administration (FDA) for inclusion in the Pesticide Anal ytical Method Volume II (PAM II ; Memo, S. Levy , 15 - SEP - 2004; D307595) . Samples of grain sorghum forage, grain, stover, aspirated grain fractions ( AGF ) , and flour from the field trials and processing studies were analyzed for residues of novaluron using a liquid chromatography m ethod with tandem mass - spectrometric detection (LC/MS/MS ) method that is similar to the GC/ECD enforcement method. Acceptable method validation and concurrent method recovery

data were submitted with the petition. The requirements for Multiresidue Methods (MRMs) testing data for novaluron are fulfilled. The available data indicate that novaluron could not be recovered through application of the multiresidue protocols ( Memo, S. L evy, 19 - OCT - 2005; D 3 22359 ) . Concurrent storage stability data for grain sorghum forage, grain, AGF, flour, and stover were not generated. No suitable freezer storage stability data have been submitted to support the grain sorghum forage, grain, AGF, flour, and stover frozen storage intervals for the submitted study . Therefore, the data for grain sorghum are classified as scientificall y acceptable pending submission of freezer storage stability data for residues of novaluron in/on grain sorghum forage, grain, AGF, and stover. The submitted field trial residue data for grain sorghum forage, grain, and stover are adequate to support the establishment of the requested tolerances , pending the submissi on of storage stability data . An acceptable processing study was submitted. T he maximum residues of novaluron were 1.20 ppm in/on the sorghum grain raw agricultural commodity ( RAC ) , 16.0 ppm in/on the sorghum AGF, and 0.795 ppm in/on the sorghum flour, indicating processing factors of 13X for the sorghum AGF and 0.66X for sorghum flour. The field trial data were entered into the Agency ’s maximum residue l imits (MRL) tolerance spreadsheet to determine appropriate tolerances. The output from the tolerance spreadsheet supports the MANA proposed tolerances of 3 .0 ppm for grain sorghum, grain; 25 ppm for AGF; 6 .0 ppm for grain sorghum, forage; and 40 ppm for grain sorghum, stover. New reasonabl y balanced dietary burdens (RBDBs) were constructed based on the proposed new use on sorghum and support MANA’s proposed increases in the tolerances for poultry , fat to 7.0 ppm; poultry, meat to 0.4 0 ppm; poultry , liver to 0.8 0 ppm; poultry , kidney to 0.8 0 ppm; egg to 1.5 ppm; hog, meat to 0.07 ppm; and hog, fat to 1.5 ppm. The appropriate tolerance for both hog liv er and hogNovaluron Summary of Analytical Chemistry and Residue Data DP#: 374420

Page 4 of 24 kidney is 0.10 ppm . Tolerances of 0.80 ppm and 0.10 ppm are also required for poultry , meat by products and hog, meat by products, respectively . No Codex, Canadian , or Mexican MRL s have been established for novaluron in/on grain sorghum forage, stover, grain, and AGF. Regulatory Recommendations and Residue Chemistry Deficiencies Pending submission of revised Sections B and F (see requirements under Directions for Use , Storage Stability

Data, and Proposed Tolerances) , there are no residue chemistry issues that would preclude granting a conditional registration for the use of novaluron on grain sorghum . The proposed uses and the submitted data support the permanent tolerances for residues of the insecticide novaluron , including its metabolites and degradates, in or on the commodities listed below. Compliance with the tolerance levels specified below is to be determined by measuring only novaluron (

N - [[[3 - chloro - 4 - [1, 1,2 - trifluoro - 2 - (trifluoromethox y)ethox y]phenyl]amino]carbonyl] - 2,6 - difluorobenzamide ) in or on the following RACs : Grain, aspirated fractions 25 ppm Poultry, fat 7.0 ppm Sorghum, grain, grain 3.0 ppm Egg 1.5 ppm Sorghum, grain, forage 6.0 ppm Ho g, meat 0.07 ppm Sorghum, grain, stover 40 ppm Hog, liver 0.10 ppm Poultry, meat 0.40 ppm Hog, kidney 0.10 ppm Poultry, liver 0.80 ppm Hog, meat byproducts 0.10 ppm Poultry, kidney 0.80 ppm Hog, fat 1.5 ppm Poultry, meat byproducts 0.80 ppm A human - health risk assessment is forthcoming in a separate document ( D364307 ). The residue chemistry database will support unconditional registration upon submission of data/information which adequatel y addresses the following issues: 860.1200 Directions for Use A revised Section B for petition number 9F7547 should be submitted which:

 Specifies that the use of adjuvants /surfactants on grain sorghum is prohibited;  Specifies that the label is for “grain sorghum” as opposed to “sorghum;”  Specifies separate PHIs for grain sorghum forage (7 days), grain (14 days), and stover (14 days); and  States that the use of novaluron on crops grown for food in greenhouses , except tomatoes, is prohibited. 860.1380 Storage Stability Data Storage stability

data o n grain sorghum forage, grain, AGF, and stover for up to 275 , 25 3 , 237 , and 245 days, respectively , are required. 860.1550 Proposed Tolerances  A revised Section F for petition number 9F7547 should be submitted which cite s the appropriate CAS name for no valuron:Novaluron Summary of Analytical Chemistry and Residue Data DP#: 374420

Page 5 of 24 “ Tolerances are established for residues of the insecticide novaluron , 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 b y measuring o nly novaluron (

N - [[[3 - chloro - 4 - [1,1,2 - trifluoro - 2 - (trifluoromethox y)ethox y]phenyl]amino]carbonyl] - 2,6 - difluorobenzamide ) in or on the following raw agricultural commodities:”

 A revised Section F is requested which reflect s the recommended tolerances and c ommodity

definitions presented in Table 12 . Background The chemical structure and nomenclature of novaluron is listed in Table 1. The physicochemical properties of the technical grade of novaluron are presented in Table 2. Table 1. Novaluron Nom enclature .

Chemical structure O N H N H O F

F Cl O O C F 3 F F F Common name Novaluron IUPAC name 1 - [3 - chloro - 4 - (1,1,2 - trifluoro - 2 - trifluoromethoxyethoxy)phenyl] - 3 - [2,6 - difluorobenzoyl]urea CAS name N - [[[3 - chloro - 4 - [1,1,2 - trifluoro - 2 - (trifluoromethoxy)ethoxy]phenyl]amino]carbonyl] - 2,6 - difluorobenzamide CAS registry number 116714 - 46 - 6 End - use product s (EP s ) Rimo n® 0.83EC Insecticide (0.83 lb/gal EC; EPA Reg. No. 66222 - 35) Table 2. Physicochemical Properties of Technical Grade Novaluron. Parameter Value Reference Melting range 176.5 - 178.0  C

DP# 315780, 3 -NOV - 2005, S. Levy pH 6.5 Density 1.56 g/cm3 at 22  C Water solubility 3 μg/L at 20  C Solvent solubility (at 25  C) 0.00 839 g/L in n - heptane 1.88 g/L in xylene 14.5 g/L in methanol 198 g/L in acetone 113 g/L in ethyl acetate 0.98 g/L in n - octanol Vapor pressure (mm Hg) 1.2 x 10 - 7 Dissociation constant, pKa Not determined due to low water solubility . Octanol/water partition coefficient, Log(KOW) 4.3 at 25  CNovaluron Summary of Analytical Chemistry and Residue Data DP#: 374420

Page 6 of 24 Table 2. Physicochemical Properties of Technical Grade Novaluron. Parameter Value Reference UV/visible absorption spectrum Molar absorption coefficients of at 3 maximum absorbances: 15,400 L/mol  cm

at 253 nm (neutral) 9,780 L/mol  cm at 253 nm ( acidic) 20,500 L/mol  cm

at 263 nm (basic) 860.1200 Directions for Use MANA submitted a draft label for Rim o n ® 0.83EC In secti ci de ( EPA Reg. No. 66222 - 35) to include the proposed new use (see Table 3) on grain sorghum. Table 3. Summary of Directions for Us e of Novaluron. Application Equipment Form

ulation [EPA Reg. No.] Applic.

Rate (lb ai/A) Max. No.

Applic. per Season Max.

Seasonal Applic. Rate (lb ai/A) PHI

(days) Use Directions and

Limitations Grain Sorghum Aerial/ Groundboom 0.83 lb/gal

EC [66222 - 35 ] 0.058 -

0.078 3 0.23 14 A 7 to 14 day RTI is specified to protect new grow th. For the mo st effective control, fields should be scouted twice weekly. For ground applications to vegetables, a minimum spray volume of 10 gallons per acre (GPA) should be u sed. Aerial applications are to be made in 2 - 10 GPA. Applications of Rim o n ® 0.83EC may

also be made through sprinkler irrigation systems; use of other ty pes of irrigation sy stems is prohibited. The accepted (master) label for Rim o n ® 0.83EC In secticide s tates that only registered crops may

be rotated in a treated field within 30 day s of application. The current and proposed labels include a restriction that only registered crops may

be rotated to a treated field within 30 days of the final application. A revised Section B is requested which specifies that the use of adjuvants /surfactants on grain sorghum is prohibited and includes a statement which prohibits the use of novaluron on crops grown for food in greenhouses , except tomatoes . The revised Sectio n B for petition 9F7547 should also specify that the label is for “grain sorghum” as opposed to “sorghum” and specify separate PHIs for grain sorghum forage (7 day s), grain (14 days), and stover (14 day s) . Conclusions : The proposed label is adequate to allow evaluation of the residue data relative to the proposed new use on grain sorghum; however, a revised Section B is requested which:

 specifies that the use of adjuvants /surfactants on grain sorghum is prohibited;  specifies that the label is for “grain sorghum” as opposed to “sorghum;”  specifies separate PHIs for grain sorghum forage (7 days), grain (14 days), and stover (14 days); and  s tates that the use of novaluron on crops grown for food in greenhouses , except tomatoes, is prohibited.Novaluron Summary of Analytical Chemistry and Residue Data DP#: 374420

Page 7 of 24 860.1 300 Nature of the Residue - Plants MARC Decision Memo , DP# 297646, 2/3/04, G.F. Kramer Residue Chemistry Memo, DP# 285474 , 3/22/04 , G.F. Kramer (PP#2F6430 ) HED previousl y (PP#2F6430) concluded that the nature o f the residue in plants is adequatel y understood based on acceptable metabolism studies conducted on apples, cabbage, cotton, and potatoes using [difluorophenyl - U 14 C]novaluron and [chlorophenyl - U 14 C]novaluron as the test substances (Memo, G. Kramer, 22 - M AR - 2004; D 285474) . These studies indicate that novaluron is not extensively

metabolized in these crops. The parent compound, novaluron, was either the only residue component identified or was the predominant residue component in all anal yz ed plant matric es. The reviewed studies also indicate novaluron, when foliarly applied during the vegetative growth stage, is not readily translocated to mature apple fruit, potato tubers, or cottonseed (Memo, G. Kramer, 22 - MAR - 2004; D285474) . The HED MARC determined that the residue of concern in crops for purposes of tolerance enforcement and risk assessment is novaluron only (Memo , G. Kramer et al. , 03 - FEB - 2004; D297646). 860.1300 Nature of the Residue - Livestock HED also previousl y concluded that the nature of the residue in livestock is adequatel y understood based on the submitted goat and hen metabolism studies (Memo, G. Kramer, 22 - MAR - 2004; D285474). The HED MARC determined that the residue of concern in livestock for purposes of tolerance enforcement and ri sk assessment is novaluron only (Memo, G. Kramer et al. , 03 - FEB - 2004; D297646). 860.1340 Residue Analytical Methods Residue Chemistry Memo, DP# 285474 , 3/22/04 , G.F. Kramer (PP#2F6430 ) Residue Chemistry Memo, DP# 306998, 9/15/04 , S. Levy ( PMV Results ) Re sidue Chemistry Memo, DP# 307595, 9/15/04 , S. Levy ( PP#2F6430; Memo to FDA) Residue Chemistry Memo, DP#s 322978 & 315780 , 11/3/05 , S. Levy (PP# 4E6834 ) Residue Chemistry Memo, DP# 325183, 8/23/06 , S. Levy ( PP#4E6834; Radiovalidation) Enforcement Method

s: MANA previousl y submitted under PP#2F6430 a GC/ECD residue anal ytical method for the anal ys is of residues of novaluron in/on pome fruit, cabbage, and potato commodities. Briefl y, residues in/on homogenized crop samples are extracted with methanol/water. The filtered extracts are concentrated to aqueous and repeatedly partitioned with hexane. The resulting hexane fractions are cleaned up b y chromatography through an amino solid -phase extraction (NH 2 - SPE) cartridge, the eluate is evap orated to dry ness, and residues are redissolved in ethyl acetate or hexane for anal ys is by GC/ECD. The validated limits of quantitation (LOQs) are 0.01 ppm for residues in/on potatoes and 0.05 ppm for residues in/on apples (including juice and wet pomace) and cabbage. A second method, HPLC/UV, was submitted for the anal ys is of novaluron residues onl y in/on cotton commodities. Similarly , samples are extracted with a cetonitrile (ACN) or ACN/water, and repeatedl y partitioned with hexane, or dichloromethane and then hexane. The resulting ACN fraction is cleaned up by gel -permeation chromatography (GPC), silica - gel chromatography, and/or NH 2 - SPE for HPL C/UV anal ys is. The validated LOQ is 0.05 ppm for undelinted cottonseed, cotton gin by products, and the proc essed commodities of hulls, meal, and refined oil.Novaluron Summary of Analytical Chemistry and Residue Data DP#: 374420

Page 8 of 24 Successful independent laboratory validations (ILVs) of the GC/ECD and HPL C/UV methods have been completed with apples and undelinted cottonseed, respectively . Acceptable radiovalidation data have been submitted and reviewed in D325183 for the GC/ECD method. An interference study

was requested and a specific single - anal yt e confirmatory method was submitted, reviewed, and considered acceptable (Memo, J. Langsdale, 21 - OCT - 200 8; D 355574) . The ACB concluded that based upon review of the submitted method validation data, without laboratory

validation, that the GC/ECD and HPL C/UV methods appear suitable for food tolerance enforcement in plants (apples, cabbage, potatoes) and cotton. ACB recommended that the anal ytical methods do not need to be laboratory validated by

EPA (DP306998). Both methods have been forwarded to the FDA for inclusion in the PAM II as a Letter Method (D307595). Grain Sorghum Data - Collection: Samples of grain sorghum forage, grain, sto ver, AGF, and flour were anal yz ed for residues of novaluron using a method similar to the GC/ECD enforcement method. Briefly , homogenized samples of grain sorghum forage, grain, stover , AGF, and flour were extracted twice with ACN and the extracts were is olated by centrifugation, combined, and diluted with ACN. Residues of novaluron were quantitate d using LC/MS/MS. Prior to the anal ys is of field samples, the method was validated using samples of untreated grain sorghum forage, grain, and stover fortifi ed with novaluron at 0.05 - 2.5 ppm. The method was also validated concurrently with the analysis of field samples, using samples of untreated forage , grain , and stover fortified with novaluron at 0.05 - 5.0 , 00.05 - 2.5, and 0.05 - 20 ppm , respectivel y . The val idated LOQ for novaluron was 0.05 ppm in each sorghum matrix. Conclusions : HED previously concluded that the submitted GC/ECD method is adequate as an enforcement method for novaluron, the terminal residue of concern in plants (apple, cabbage, cotton, and potato). The enforcement method, with minor modifications, was used for data collection and the method was adequatel y validated in conjunction with the grain sorghum field trials associated with the new use discussed herein. 860.1360 Multiresidue M ethods Residue Chemistry Memo, DP# 322359, 10/19/2005 , S. Levy ( PP#2F6430 ) Novaluron was tested through the FDA MRM Test guidelines in PAM I, Appendix II (JAN 1994). The results indicate that novaluron is not adequatel y recovered b y any of the MRMs. This study

was forwarded to FDA for further evaluation and updating of PAM Vol. I , Appendix I. 860.1380 Storage Stability Residue Chemistry Memo, DP# 285474 , 22 - MAR - 04 , G.F. Kramer (PP# 2F6430) Residue Chemistry Memo, DP# 357060, 09 - SE P - 2009, J.L. Van Alstine (PP# 8E7425) Residue Chemistry Memo, DP# 364237, 04 - DEC - 2009, J . L. Van Alstine (PP#9E7546) Storage stability

data for novaluron were presented in PP#2F6430. These data show that fortified residues of novaluron are reasonably stabl e under frozen conditions in/on pears for up toNovaluron Summary of Analytical Chemistry and Residue Data DP#: 374420

Page 9 of 24 5.2 months; broccoli, cabbage, and tomato for up to 6 months; apple and potato for up to 12 months; and apple juice for up to 3.3 months. Concurrent storage stability data was submitted for blueberries, must ard greens, and peaches in PP#8E7425, which demonstrated that fortified residues of novaluron are relativel y stable under frozen conditions in/on blueberry, mustard greens, and peaches for up to 4.9 months, 15.3 months, and 3.8 months , respectivel y. Stora ge stability data have also been submitted which demonstrate that fortified residues of novaluron are relativel y stable under frozen conditions in/on bell pepper for 6.7 months , cantaloupe for 7.0 months, summer squash for 9.4 months, strawberry for 11.7 m onths, snap bean pods with seeds for 8.6 months, snap bean foliage for 8.7 months, dry bean seed for 5.0 months, and Swiss chard for 11.7 months. Concurrent storage stability data for sorghum forage, grain, AGF, flour, and stover were not generated. No suitable freezer storage stability data have been submitted to support the sorghum forage, grain, AGF, flour, and stover frozen storage intervals for the submitted study . Therefore, the data for grain sorghum are classified as scientifically acceptable p ending submission of freezer storage stability data for residues of novaluron in/on grain sorghum forage, grain, AGF, and stover. Table 4 . Summary of Storage Conditions and Durations of Samples from Crop Field Trial s. Matrix Storage Tem perature (°C ) Actual Storage

Duration Interval of Demonstrated Storage Stability Grain s orghum , forage - 20 ± 5 185 - 275 days 1 (6. 1 - 9.0 months) None. Grain s orghum , grain - 20 ± 5 163 - 253 days 1 (5.4 - 8.3 months) None. Grain s orghum , stover - 20 ± 5 168 - 245 days 1 (5. 5 - 8.1 months) None. Grain s orghum , grain (RAC) S tored at ambient temperatures at the field site until delivered to processor within one day of harvest. S tored frozen (temperature unspecified) at the processing facility. S tored frozen ( - 20 ± 5 oC) at the analytical facility . 24 7 days 2 (8.1 months) None. Grain s orghum , AGF 23 7 days 2 (7. 8 months) None.

Grain s orghum , flour 24 6 days 2 (8. 1 months) None.

1 Actual storage duration from harvest to analysis. Samples were analyzed within 0 - 5 days of extractio n. 2 Actual storage duration from collection/processing to analysis; samples were processed within 8 - 17 days of harvest and analyzed within 1 day of extraction. Conclusions : The data for grain sorghum are classified as scientificall y acceptable pending submission of freezer storage stability data for residues of novaluron in/on grain sorghum forage, grain, AGF, and stover for up to 275, 253, 237, and 245 day s, respectively. Although this is a deficiency , HED recommends a conditional registration for the us e of novaluron on grain sorghum. This decision is ba sed on previousl y submitted storage stability data for various commodities which demonstrates the stability of novaluron in/on food commodities for up to 15.3 months, which exceed s the longest storage time (9.0 months for grain sorghum forage) of the grain sorghum commodities in the field trials . The residue chemistry database will support an unconditional registration upon submission of adequate storage stability data along withNovaluron Summary of Analytical Chemistry and Residue Data DP#: 374420

Page 10 of 24 revised Sections B and F. 860.1480 Meat, Milk, Poultry, and Eggs Livestock dietary

burdens Residue Chemistry Memo, DP# 285474 , 3/22/2 004 , G.F. Kramer (PP#2F6430 ) Residue Chemistry Memo, DP# 315890 , 5/10/2005 , G.F. Kramer (PP#2F6430 ) Residue Chemistry Memo, DP# 336897, 1/31/2008, S . J. Levy ( PP#2F06430) Residue Chemistry Memo, DP# 340137, 2/07/2008, G.F. Kramer (PP# 7E7199) The potential for secondary transfer of novaluron residues of concern in meat, milk, and eggs exists because there are livestock feedstuffs associated with the proposed /registered novaluron uses . The livestock dietary burdens of novaluron are presented in Table 5 and reflect the most recent guidance from HED (Table 1, 6/08) concerning revisions of feedstuff percentages and constructing RBDBs. Table 5. Calculation of Dietary Burdens of Novaluron Residues to Livestock1 . Feedstuff Ty pe 2 % Dry Matter2 % Diet 3 Recommended Tolerance (ppm) Dietary Contribution (ppm) 4 Beef Cattle Sorghum, grain, stover R 88 15 40.0 6.82 Sorghum, grain, grain CC 86 35 3.0 1.22 Sugarcane, molasses CC 75 5 0.5 0.033 Grains, aspirated fractions CC 85 5 25 1.47 Untreated CC -- 35 -- -- Cottonseed, meal PC 89 5 0.60 0.034 TO TAL BURDEN -- -- 100 -- 9.6 Dairy Cattle 5 Sorghum, grain, forage R 35 4 0 6.0 6.86 Sorghum, grain, stover R 88 5 40.0 2.27 Sorghum, grain, grain CC 86 35 3.0 1.22 Apple, wet pomace CC 40 10 8.0 2.0 Cotton, undelinted seed PC 88 10 0.60 0.068 TO TAL BURDEN -- -- 100 -- 12.4 Poultry Sorghum, grain, grain CC 86 75 3.0 2.25 Cottonseed, meal PC 89 20 0.60 0.12 Untreated PC -- 5 -- -- TO TAL BURDEN -- -- 100 -- 2.4 Swine Sorghum, grain, grain CC 86 80 3.0 2.4 Untreated CC -- 5 -- -- Cottonseed, meal PC 89 15 0.60 0.09 TO TAL BURDEN -- -- 100 -- 2.5 1 Table prepared by Jerry Stokes; 29 - OCT - 2009. 2 R: roughage; CC: carbohydrate concentrate; PC: protein concentrate. 3 OPPTS 860.1000 Table 1 Feedstuffs (June 2008).Novaluron Summary of Analytical Chemistry and Residue Data DP#: 374420

Page 11 of 24 4 Contribution = ([tolerance /% DM] X % diet) for beef and dairy cattle; contribution = ([tolerance] X % diet) for poultry and swine. 5 P etition 8E7425 (Memo, J. Van Alstine, 09 - SEP - 2009 ; D357060 ) included a request for the use of novaluron on turnip greens ; HED requested that the petitioner submit a new label which prohibits the use of novaluron on turnips h arvested for the root and prohibits the feeding of turnip tops to livestock . Expected secondary

residues in ruminant meat and milk To determine the need for revisions to the tolerances for novaluron residues of concern in milk and tissues, the anticipate d secondary residues in cattle matrices were estimated using average transfer coefficients calculated from the maximum residues of novaluron observed at the 3.9 - , 12.6 - , and 42.8 -ppm dose levels ( PP#2F6430 ). The transfer coefficients (calculated as residu e level - to - feed ratios) are presented in Table 6. The transfer coefficient for each matrix was then used to calculate the expected secondary residues by

multiplying the average transfer coefficient by the calculated dietary

burden (Tables 7 and 8). Tab le 6. Residue - Level- to - Feed Ratios (Transfer Coefficients) in Dairy Cattle Milk and Tissues. Matrix Maximum Residues (ppm) Feeding Levels (ppm) Transfer Coefficients (Average) Whole milk 0.17, 0.43, 2.07 3.9, 12.6, 42.8 0.044, 0.034, 0.048, (0.042) Mu scle 0.09, 0.34, 0.56 0.023, 0.027, 0.013, (0.021) Kidney 0.14, 0.35, 1.20 0.036, 0.028, 0.028, (0.031) Liver 0.14, 0.41, 1.36 0.036, 0.033, 0.032, (0.03 4 ) Fat (peritoneal) 2.25, 6.83, 12.89 0.577, 0.542, 0.301, (0.473) Table 7 . Expected Secondar y Residues in Cattle Meat and Milk. Matrix Dietary burden

(ppm) Secondary Residues

(ppm) 1 Established Tolerance (ppm) Recommended

Tolerance (ppm) Whole milk 12.4 0.52 1.0 1.0 Muscle 0.26 0.60 0.60 Kidney 0.38 1.0 1.0 Liver 0.41 1.0 1.0 Fat (perito neal) 5.87 11 11 1 Calculated from dietary burden x average transfer coefficient from Table 6. Table 8 . Expected Secondary Residues in Hog Meat. Matrix Dietary burden

(ppm) Secondary Residues

(ppm) 1 Established Tolerance (ppm) Recommended

Tolerance (ppm) Muscle 2.5 0.05 0.01 0.0 7 Kidney 0.08 0.01 2 0.10 Liver 0.08 0.01 2 0.10 Fat (peritoneal) 1.2 0.05 1.5 1 Calculated from dietary burden x average transfer coefficient from Table 6. 2 In 40 CFR §180.598 , the tolerance is for hog, meat byproducts . Expected secondary

residues in poultry

meat and eggs To determine the need for tolerances for novaluron residues of concern in poultry meat and eggs, the anticipated secondary residues in poultry matrices were estimated using average transfer coeffic ients calculated from the maximum residues of novaluron observed in the hen metabolism study (0.12 - , 0.36 - , 1.2 -ppm dose levels; PP#2F06430). The transfer coefficients (calculated as residue - level - to - feed ratios) are presented in Table 9. The transfer co efficient for each matrixNovaluron Summary of Analytical Chemistry and Residue Data DP#: 374420

Page 12 of 24 was then used to calculate the expected secondary residues b y multiplying the average transfer coefficient b y the calculated dietary burden (Table 10). Table 9. Residue - Level- to - Feed Ratios (Transfer Coefficients) in Poultry E ggs and Tissues. Matrix Maximum

Residues (ppm) Feeding Levels (ppm) Transfer Coefficients (Average) Eggs (day 54) 0.063, 0.181, 0.702 0.12, 0.36, 1.2 0.52 , 0.50, 0.5 8 , (0.5 3 ) Muscle 0.014, 0.031, 0.160 0.12, 0.0 86 , 0.13, (0.11) Liver 0.034, 0.096, 0.3 64 0.28, 0.27, 0.30, (0.28) Kidney 0.039, 0.089, 0.368 0.3 2 , 0.25, 0.31, (0.29) Fat (abdominal) 0.323, 0.988, 3.011 2.7, 2.7, 2.5, (2.6) Table 10. Expected Secondary Residues in Poultry Me at and Eggs . Matrix Dietary burden

(ppm) Secondary Residues

(ppm) 1 Established Tolerance (ppm) Recommended

Tolerance (ppm) Eggs (day 54) 2.4 1.3 0.05 1.5 Muscle 0.27 0.03 0.4 0 Liver 0.68 0.04 2 0.80 Kidney 0.70 0.04 2 0.80 Fat (abdominal) 6. 4 0.40 7.0 1 Calculated from dietary burden x average transfer coe fficient from Table 9. 2 In 40 CFR §180.598 , the tolerance is for hog, meat byproducts. Conclusions : The currently established livestock tolerances are based on the following RBDBs for novaluron : 5.9 ppm for beef cattle, 2.3 ppm for dairy cattle, 0. 12 for poultry , and 0.09 for swine (Memo G. Kramer, 07 - FEB - 2008; D 340137) . Based on the proposed/registered uses, the revised RBDBs for novaluron are 9.6 ppm for beef cattle, 12.4 ppm for dairy cattle, 2.4 for poultry , and 2.5 for swine. This increase in the RBDBs necessitates an increase in the tolerances for secondary

residues in/on poultry

and hog commodities; however , no changes are necessary for the tolerances for secondary residues in/on cattle, goat, horse, and sheep. The revised tolerances for re sidues of novaluron in hog and poultry are as follows: 0.07 ppm in hog meat; 0.10 ppm in hog liver, kidney , and meat by products; 1.5 ppm in hog fat; 1.5 ppm in eggs; 0.40 ppm in poultry

meat; 0.80 ppm in poultry liver, kidney , and meat by products; and 7.0 ppm in poultry fat. The petitioner is requested to submit a revised Section F reflecting these tolerances. 860.1500 Crop Field Trials Grain Sorghum DER Reference: 47727201.de1.doc Twelve grain sorghum field trials were conducted in the U.S. during the 2007 growing season. Trials were conducted in North American Free Trade Agreement (NAFTA) Growing Zones 2 (NC; 1 trial), 4 (AR; 1 trial), 5 (IL, KS, and NE; 4 trials), 6 (OK and TX; 1 trial each), 7 (NE, 1 trial), and 8 (KS, OK, and TX; 1 trial each). Each trial site consisted of one untreated plot and one treated plot. The treated plots received three broadcast spray

applications of a 0.83 lb/gal EC formulation of novaluron (EPA Reg. No.Novaluron Summary of Analytical Chemistry and Residue Data DP#: 374420

Page 13 of 24 66222 - 35) at 0.076 - 0.081 lb ai/A per application, with 7 - to 15 - day RTIs, for a total rate of 0.232 - 0.239 lb ai/A; forage samples were harvested after onl y two applications, for a total rate of 0.156 - 0.160 lb ai/A. Applications were made using ground equipment in approximately 20 - 34 GPA spray

volumes, without an adjuvant. Samples of grain sorghum forage, grain, and stover were taken at normal harvest times, 6 to 7 day s after the second application for forage and 13 to 14 day s after the last application for grain and stover. At the OK2 trial, cattle destroyed the crop after the second application and no grain or stover samples could be harvested. To evaluate residue decline, additional treated samples were also collected at the NE2 trial 1, 3, 10, and 14 days after the second application (forage) and 10, 14, 17, and 21 day s after the last application (grain and stover). The results ( see Table 11 ) indicate that residues of novaluron ranged from 0.620 to 4.82 ppm in/on 24 samples of treated sorghum forage harvested 6 - 7 days following foliar treatments with the 0.83 lb/gal EC formulation at a total rate of 0.156 - 0.160 lb ai/A. Novaluron residues ranged from 0.586 to 1.96 ppm in/on 22 samples of treated sorghum grain, and from 3.62 to 26.0 ppm in/on 22 samples of treated sorghum stover (adjusted to 88% dry matter) harves ted 13 - 14 day s f ollowing foliar treatments at a total rate of 0.232 - 0.239 lb ai/A. In the residue decline trial, average residues of novaluron generall y decreased in/on forage, from 4.0 ppm at the 1 - day

PHI to 2.0 ppm at the 14 - day PHI , and stover, from 6 .7 ppm at the 7 - day PHIto 3.8 ppm at the 21 - day PHI ; average residues in/on grain were approximately the same at all sampling intervals. Table 11 . Summary of Residue Data fromCrop Field Trials with Novaluron ( Grain Sorghum). Commodity Total Applic.

Rate (lb ai/A) PHI

(days) Residue Levels (ppm)

n Min. Max. HAFT 1 Median Mean Std. Dev. Sorghum forage 0.156 - 0.160 6 - 7 24 0.620 4.82 4.24 2.56 2.68 1.10 Sorghum grain 0.232 - 0.239 13 - 14 22 0.586 1.96 1.84 1.16 1.23 0.43 Sorghum stover2 13 - 14 22 3.62 26 .0 24.0 10.7 12.6 6.23 1 HAFT = highest - average field trial. 2 The residues for grain sorghum stover have been adjusted to 88% dry matter. Conclusions: The number and locations of field trials are in accordance with OPPTS Guideline 860.1500 for grain sorghum; however, as described above, grain and stover were not collected from one of the trials because cattle destro yed the crop after the second novaluron application. The field trial data reflect the proposed use rate and PHIfor grain sorghum. The field trial data for grain sorghum forage, grain, and stover (adjusted to 88% dry matter) were entered into the Agency ’s tolerance spreadsheet as specified b y the Guidance for Setting Pesticide Tolerances Based on Field Trial Data Standard Operating Proce dure (SOP) to determine appropriate tolerance levels; see Appendix I . The available data support the proposed tolerances of 6.0 ppm, 3.0 ppm, and 40 ppm for residues of novaluron in/on grain sorghum forage, grain, and stover, respectivel y. 860.1520 Proce ssed Food and Feed There are processed commodities associated with grain sorghum and a processing study on grain sorghum AGF and flour was submitted.Novaluron Summary of Analytical Chemistry and Residue Data DP#: 374420

Page 14 of 24 Grain Sorghum AGF and Flour DER Reference : 47727201 .de2 .doc To determine the potential for residues o f novaluron to concentrate in/on grain sorghum AGF and flour, sorghum plants at a single trial conducted in TX (NAFTA Growing Zone 6) during the 2007 growing season received three foliar broadcast applications of a 0.83 lb/gal EC formulation of novaluron ( EPA Reg. No. 66222 - 35 ) at 0.078 lb ai/A/application, with 9 - to 11 - day RTIs , for a total rate of 0.234 lb ai/A. Applications were made using ground equipment in ~29 GPA spray volumes, without an adjuvant. Bulk samples of sorghum grain RAC were harvested 13 day s following the last application and processed using simulated commercial procedures into AGF and flour. Residues of novaluron in/on grain were 1.20 ppm and residues were 16.0 and 0.795 ppm, respectivel y, in AGF and flour. The se data indicate that residues of novaluron concentrate in AGF (13X) but do not concentrate in f lour (processing factor of 0.66X ). Sorghum flour is not considered to be a human food item in the U.S. Conclusions : For grain sorghum AGF, the processed food data are classified as scientifically acceptable pending submission of freezer storage stability data for grain sorghum grain and AGF. A t olerance value of 25 ppm [i.e., 1.84 ppm (HAFT) x 13 = 24 ppm ] was calculated for AGF . 860.1650 Submittal of An alytical Reference Standards Analy tical reference standards for novaluron are currentl y available at the EPA National Pesticide Standards Repository and will expire on 22 -NOV - 2010 (personal communication with Theresa Cole, 25 - JUN - 2009 ). 860.1850 and 86 0.1900 Confined and Field Accumulation in Rotational Crops The commodities associated with the current petitions may be rotated. The available confined rotational crop study is adequate. The commodities associated with the current petitions may be rotat ed. The available confined rotational crop study is adequate (Memo, G. Kramer, 22 - MAR 2004; D285474). In the submitted confined rotational crop study, the application rate (~ 0.089 lb ai/A) of the test substance was equivalent to 0.3X the maximum proposed seasonal rate of application (0.27 lb ai/A) for cotton and potatoes. HED generall y requires that the confined rotational crop study be conducted at 1.0X the proposed maximum seasonal rate for annual crops (or crops which can be rotated). However, as the total radioactive residue (TRR) was <0.005 ppm in all of the rotated crop commodities, it is unlikely that significant residues would be present at 1X. Based on the results of the confined rotational crop study , the appropriate PBI for all non - labeled crops is 30 day s (Memo, G. Kramer, 22 - MAR - 2004; D285474). The current and proposed labels include a restriction that only registered crops may

be rotated to a treated field within 30 days of the final application. The HED MARC has determined that for tolerance assessment and risk assessment, parent onl y is the residue of concern (Memo, G. Kramer et al. , 03 - FEB - 2004; D297646). An additional field rotational crop study was submitted and considered incomplete because certain rotational crop commodities (tur nip tops and wheat forage, hay , and grain) were notNovaluron Summary of Analytical Chemistry and Residue Data DP#: 374420

Page 15 of 24 anal yz ed or included in the study and crops were planted at only one location (Memo, G. Kramer, 07 - FEB - 08; D 379033) . Although incomplete , the data did demonstrate that it is unlikely that residues of nov aluron would accumulate at ≥0.05 ppm (LOQ) in/on rotated turnip roots and wheat straw planted ~ 30 , 60, or 90 days following treatment of primary crops at 0.9 - 1 X the maximum seasonal rate. No additional field rotational crop data will be required as the current and proposed labels include a restriction that only registered crops may

be rotated to a treated field within 30 days of the final application. 860.1550 Proposed Tolerances HED has determined that the residue of concern in plants for tolerance enfo rcement is novaluron only . A summary

of HED’s recommended tolerances for the current petition are listed in Table 12 . A revised Section F is requested which reflect s HED’s recommended tolerances and commodity

definitions presented in Table 12 . No Code x, Canadian , or Mexican MRL s have been established for novaluron in/on grain sorghum. The Agency ’s Guidance for Setting Pesticide Tolerances Based on Field Trial Data was utilized for determining appropriate tolerance levels; see Appendix Ifor toleranc e calculations. Table 12 . Tolerance Summary for Novaluron. Commodity Proposed Tolerance (ppm) HED - Recommended

Tolerance (ppm) Comments;

Correct Commodity Definition Grain sorghum, grain 3 3 .0 Sorghum, grain, grain Grain sorghum, aspirated grain fractions 25 25 Grain, aspirated fractions Grain sorghum, forage 6 6 .0 Sorghum, grain, forage Grain sorghum, stover 40 40 Sorghum, grain, stover Poultry, fat 7.0 7.0 Poultry, muscle 0.4 0.4 0 Poultry, meat Poultry, liver 0.8 0.8 0 Poultry, kidney 0.8 0.8 0

-- -- 0.8 0 Poultry, meat byproducts Hog, fat 1.5 1.5 Hog, muscle 0.07 0.07 Hog, meat Hog, liver 0.15 0.10 Hog, kidney 0.15 0.10

-- - - 0.10 Hog, meat byproducts Eggs 1.5 1.5 Egg References MARC Decision Memo, DP# 297646, 2/3/04, G.F. Kramer DP#: 307595 Subject: PP#2F6430. Memo to FDA for Inclusion of the Novaluron Anal ytical Methods inNovaluron Summary of Analytical Chemistry and Residue Data DP#: 374420

Page 16 of 24 PAM Vol II as a Letter Method. From: S. L evy To: M. Wirtz (FDA) Date: 09/15/04 DP# s : 28 5474, 287627, 297094, 297228 & 298477 Subject: PP#2F06430. Novaluron. Petition for the Establishment of Permanent

Tolerances for Use on Cotton, Pome Fruits, and Potato. Summary of Analy tical Chemistry

and Residue Data. From: G. Kramer Date: 3/22/04 DP# : 306998 Subject: PP#2F6430. Novaluron in/on Cotton, Pome Fruit, and Potato. Results of the

Petition Method Validation (PMV) of the Proposed Analytical Enforcement Methods for Plant and Livestock Raw Agricultural Commodities (RACs). From: S. L evy Date: 09/15/04 DP#: 315890 Subject: PP#2F06430. Novaluron on Cotton, Pome Fruits, and Potato. Review of

Amendment Dated 9/28/04 Submitted in Response to HED’s Memo of 3/22/04. Submission of Additional Information for the Dairy Cattle Feeding Study . From: G . Kramer Date: 5/10/05 MRIDs: 46374101 DP# s : 322978 & 315780 Subject: Novaluron. Petitions for the Establishment of Permanent Tolerances for Use on

Brassica , head and stem, subgroup 5A (PP#4E6834) and Label Amendment for New Use on Pome Fruit (PP#2F6430 ). Summary of Anal ytical Chemistry

and Residue Data. From: S. L evy Date: 11/3/05 DP#: 325183 Subject: PP#4E6834. Novaluron on Brassica , Head and Stem, Subgroup 5A. Review of

Amendment Dated 15 - Dec - 2005 Submitted in Response to HED’s Memo of 03 - NOV - 200 5. Submission of Additional Plant and Livestock Radiovalidation Data. From: S. L evy Date: 08/23/06 DP# s : 340137 & 342004Novaluron Summary of Analytical Chemistry and Residue Data DP#: 374420

Page 17 of 24 Subject: Novaluron. Petition for the Establishment of Permanent Tolerances for New Uses

on Sugarcane and Tomato (PP#7E7199); and Re quest for Amended Use Pattern on Head and Stem Brassica Vegetables. Summary of Anal ytical Chemistry

and Residue Data. From: G. Kramer Date: 02/07/08 DP#: D357060 Subject: Novaluron . Petition for the Establishment of Permanent Tolerances for Residues

of Novaluron in/on Bushberry Subgroup 13 - 07B; Brassica , Leaf y Greens , Subgroup 5B; Turnip, Greens; and Fruit, Stone, Group 12 . Summary of Analytical Chemistry and Residue Data. From: J . L . Van Alstine To: D . Rosenblatt /L . Nollen Date: 09/ 09/ 09 DP#: D364 237 Subject: Novaluron . Petition for the Establishment of Permanent Tolerances for Residues

of Novaluron in/on Vegetable, Fruiting, Group 8; Vegetable, Cucurbit, Group 9; Berry , Low - growing, Subgroup 13 - 07G; Miscellaneous Fruiting Vegetables; Bean, Snap ; Bean, Dry , Seed; and Swiss Chard . Summary of Analytical Chemistry and Residue Data . From: J . L . Van Alstine To: B. Madden/L. Nollen Date: 12/ 0 4/ 09 Attachments: International Residue Limit Status sheet Appendix I - Tolerance - As sessment Calculations cc : Julie L . Van Alstine (RAB1) RDI: G. Kramer ( 25 - JAN - 10 ), RAB1 Chemists ( 27 - JAN - 10 ) J.L.Van Alstine :S10 954 :PY - S:( 703 ) 603 - 8866 :7509P:RAB1 Template Version September 2005Novaluron Summary of Analytical Chemistry and Residue Data DP#: 374420

Page 18 of 24 

## INTERNATIONAL RESIDUE LIMIT STATUS Chemical Name: N - [[ [3 - chloro - 4 - [1,1,2 - trifluoro - 2 - (trifluoromethoxy)ethoxy] phenyl]amino]carbonyl] - 2,6 - difluorobenzamide Common Name: Novaluron X Proposed tolerance  Reevaluated tolerance  Other Date: 09/18/09

Codex Status (Maximum Residue Limits) U. S. Tolerances  No Codex proposal step 6 or above  No Codex proposal step 6 or above for the crops requested Petition Number s : DP#: Other Identifier: Decision Numbers: Residue definition (step 8/CXL): novaluron (fat soluble) Revie wer/Branch: J. Van Alstine/RAB1 Res idue definition: Novaluron only Crop (s) MRL (mg/kg) Crop(s) Tolerance (ppm) Grain s orghum, grain 3 Grain s orghum, aspirated grain fractions 25 Grain s orghum, forage 6 Grain s orghum, stover 40 Poultry, fat 7.0 Poultry meat 0.01 (*)(fat) Poultry, meat 0.4 Poultry, edible offal of 0.01 (*) Poultry, liver 0.8 Poultry, kidney 0.8 Hog, fat 1.5 Meat (mammalian other than marine) 10 (fat) Hog, meat 0.07 Hog, liver 0.15 Hog, kidney 0.15 Eggs 0.01 (*) Eggs 1.5 Limits for Canada Limits for Mexico  No Limits  No Limits for the crops requested  No Limits √ No Limits for the crops requested Residue definition: N - [[[3 - chloro - 4 - [1,1,2 - trifluoro - 2 - (trifluoromethoxy) ethoxy]phenyl]amino]carbonyl] - 2,6 - difluorobenzamide Residue definition: novaluron Crop(s) MRL (mg/kg) Crop(s) MRL (mg/kg) Meat of hogs 0.01 Meat byproducts of hogs 0.01 Notes/Special Instructions: S.Funk, 10/16/2009. * = absent at or about the limit of quantitation.Novaluron Summary of Analytical Chemistry and Residue Data DP#: 374420

Page 19 of 24 Appendix I. Tolerance - Assessment Cal culations. Grain Sorghum Forage, Grain, and Stover The dataset used to establish a tolerance for novaluron on grain sorghum consisted of field trial data for forage, grain, and stover. The forage field trial data represent ed application rates of 0.156 - 0. 160 lb ai/A ( 2 applications at 0. 077 - 0.081 lb ai/A per application) with a 6 - to 7 - day PHI . The grain and stover field trial data represent ed application rates of 0.232 - 0.239 lb ai/A ( 3 applications at 0. 076 - 0.080 lb ai/A per application) with 13 - to 14 - day PHI s . As specified b y the Guidance for Setting Pesticide Tolerances Based on Field Trial Data (SOP), the field trial application rates and PHIs are within 25% of the maximum label application rate and minimum label PHI, respectivel y. The residue value s that were entered into the tolerance spreadsheet are provided in Table s I. 1 , I. 2 , and I. 3 . The grain sorghum forage, grain, and stover datasets were entered into the tolerance spreadsheet as specified b y the Guidance for Setting Pesticide Tolerances Bas ed on Field Trial Data SOP . Grain sorghum stover residues were adjusted to 88% dry matter. All field trial sample results for forage, grain, and stover were above the LOQ ( lowest level of method validation (LLMV) = 0.05 ppm). Visual inspection of the lo gnormal probability plot s (Figure s I. 3 ; I. 5 ) and the results from the approximate Shapiro - Francia test statistic (Figure ; I. 4 ; I. 6 ) indicated that the dataset was reasonabl y lognormal for grain sorghum grain and stover . Visual inspection of the lognormal probability

plot (Figure I. 1 ) and the Shapiro - Francia test statistic (Figure I.2) for sorghum forage indicated that the lognormality assumption should be rejected for grain sorghum forage. Since the field trial data for novaluron on grain sorghum grain and stover represent a large dataset (i.e., more than 15 samples) and are reasonably lognormal, the minimum of the 95% upper- confidence limit (UCL) on the 95 th percentile and the point estimate of the 99 th percentile should be selected as the tolerance value. Using the rounding procedure as outlined in the SOP, the 95% UCL on the 95 th percentile rounds to the value s 3.0 ppm and 40 ppm and the point estimate of the 99 th percentile rounds to the value s 3.0 ppm and 40 ppm for grain sorghum grain and stover, respectivel y (Figure s I. 4 ; I. 6 ). For grain sorghum forage, the mean + 3 SD rounds to 6.0 ppm (Figure I.2) . Therefore, 6.0 ppm, 3.0 ppm, and 40 ppm are the recommended tolerance level s for novaluron in/on grain sorghum forage, grain, and stover . Table I .1 . Residue Data Used to Calculate Tolerance for Novaluron

in/on Sorghum , Grain, Forage. Regulator: EPA Chemical: Novaluron ( 0.83EC Form ulation) Crop: Sorghum, Grain, Forage PHI: 6 - 7 Days App. Rate: 0.156 - 0.160 lb ai/A Submitter: MANA/Chemtura MRID Citation: 47727201 Residues of Novaluron (ppm) 3.4 4.58 1.78 1.84 2.68 2.85Novaluron Summary of Analytical Chemistry and Residue Data DP#: 374420

Page 20 of 24 Table I .1 . Residue Data Used to Calculate Tolerance for Novaluron

in/on Sorghum , Grain, Forage. 2.18 2.5 2.7 4.18 2.06 2.36 2.82 4.18 2.62 3.82 1.51 2.21 0.62 0.848 2.02 2.12 3.65 4.82 Figure I. 1 . Lognorm al Probability Plo t of Novaluron Field Trial Data for Sorghum, Grain, Forage . Lognormal Probability Plot

99.9 99 98 95 90 80 70 50 30 20 10 5 2 1 0.1 5.0000

2.5000

1.2500

0.6250

0.3125 y = 0.4805x + 0.8883 R 2 = 0.9055

PercentilesConcentrations EPA Novaluron (0.83 EC Formulation) Sorghum Grain, FORAGE 6-7 Days 0.156-0.160 lb ai/A MANA/ChemturaNovaluron Summary of Analytical Chemistry and Residue Data DP#: 374420

Page 21 of 24 Figure I. 2 . Tolerance Spreadsheet Summary of Novaluron Field Trial Data for Sorghum , Grain, Forage .

Table I. 2 . Residue Data Used to Calculate Tolerance for Novaluron

in/on Sorghum , Grain, Grain. Regulator: EPA Chemical: Novaluron ( 0.83EC Form ulation) Crop: Sorghum, Grain, Grain. PHI: 13 - 14 Days App. Rate: 0.232 - 0.239 lb ai/A Submitter: MANA/Chemtura MRID Citation: 47727201 Res idues of Novaluron (ppm) 0.586 0.624 0.638 0.719 0.91 1.47 1.74 1.94 0.997 1.05 1.32 1.55 1.05 1.07 0.935 1.26 1.07 1.25 1.69 1.85 1.42 1.96 Regulator: EPA Chemical: Novaluron (0.83 EC Formulation) Crop: Sorghum Grain, FORAGE PHI: 6-7 Days App. Rate: 0.156-0.160 lb ai/A Submitter: MANA/Chemtura

n: 24 min: 0.62 max: 4.82 median: 2.56 average: 2.68 95th Percentile 99th Percentile 99.9th Percentile 4.5 6.0 7.0 (6.0) (7.0) (--) 6.0 8.0 12 (8.0) (12) (--) 8.0 6.0 14 0.9055 0.05 >= p-value > 0.01 : Reject lognormality assumption Approximate Shapiro-Francia Normality Test EU Method I Normal

UCLMedian95th 95/99 Rule EU Method II Distribution-Free Mean+3SDNovaluron Summary of Analytical Chemistry and Residue Data DP#: 374420

Page 22 of 24 Figure I. 3 . Lognorm al Probability Plot of Novaluron Field Trial Data for Sorghum, Grain, Grain.

Figure I. 4 . Tolerance Spreadsheet Summary of Novaluron Field Trial Data for Sorghum , Grain, Grain.

Table I. 3 . Residue Data Used to Calculate Tolerance for Novaluron

in/on Sorghum , Grain, Stover. Regulator: EPA Chemical: Novaluron ( 0.83EC Form ulation) Crop: Sorghum, Grain, Stover (Adjusted to 88% dry matter) PHI: 13 - 14 days App. Rate: 0.232 - 0.239 lb ai/A S ubmitter: MANA/Chemtura MRID Citation: 47727201 Residues of Novaluron (ppm) 22.07 25.96 8.20 9.78 14.80 15.21 9.06 Regulator: EPA Chemical: Novaluron (0.83 EC Formulation) Crop: Sorghum Grain, GRAIN PHI: 13-14 Days App. Rate: 0.232-0.239 lb ai/A Submitter: MANA/Chemtura

n: 22 min: 0.59 max: 1.96 median: 1.16 average: 1.23 95th Percentile 99th Percentile 99.9th Percentile 2.0 2.5 3.0 (2.5) (3.0) (--) 2.5 3.0 4.0 (3.0) (4.0) (--) 3.5 3.0 7.0 0.9617 p-value > 0.05 : Do not reject lognormality assumption Approximate Shapiro-Francia Normality Test EU Method I Normal

UCLMedian95th 95/99 Rule EU Method II Distribution-Free Mean+3SD Lognormal Probability Plot

99.9 99 98 95 90 80 70 50 30 20 10 5 2 1 0.1 2.0000

1.0000

0.5000 y = 0.3755x + 0.1463 R 2 = 0.9617

PercentilesConcentrations EPA Novaluron (0.83 EC Formulation) Sorghum Grain, GRAIN 13-14 Days 0.232-0.239 lb ai/A MANA/ChemturaNovaluron Summary of Analytical Chemistry and Residue Data DP#: 374420

Page 23 of 24 Table I. 3 . Residue Data Used to Calculate Tolerance for Novaluron

in/on Sorghum , Grain, Stover. 12.46 11.49 16.66 4.42 5.39 16.70 18.99 3.62 9.05 6.61 7.19 8.61 9.93 19.90 20.71 Figure I. 5 . Lognorm al Probability Plot of Novaluron Field Trial Data for Sorghum, Grain, Stover . Lognormal Probability Plot

99.9 99 98 95 90 80 70 50 30 20 10 5 2 1 0.1 26.0000

13.0000

6.5000

3.2500 y = 0.551x + 2.4037 R 2 = 0.9761

PercentilesConcentrations EPA Novaluron (0.83 EC Formulation) Sorghum Grain, STOVER--Adjusted to 88% dry matter 13-14 days 0.232-0.239 lb ai/A MANA/ChemturaNovaluron Summary of Analytical Chemistry and Residue Data DP#: 374420

Page 24 of 24 Figure I. 6 . Tolerance Spreadsheet Summary of Novaluron Field Trial Data for Sorghum , Grain, Stover . Regulator: EPA Chemical: Novaluron (0.83 EC Formulation) Crop: Sorghum Grain, STOVER--Adjusted to 88% dry matter PHI: 13-14 days App. Rate: 0.232-0.239 lb ai/A Submitter: MANA/Chemtura

n: 22 min: 3.62 max: 25.96 median: 10.71 average: 12.58 95th Percentile 99th Percentile 99.9th Percentile 25 30 35 (30) (35) (--) 30 40 60 (40) (65) (--) 35 35 60 0.9761 p-value > 0.05 : Do not reject lognormality assumption Approximate Shapiro-Francia Normality Test EU Method I Normal

UCLMedian95th 95/99 Rule EU Method II Distribution-Free Mean+3SD