UNITED STATES ENVIRONMENTAL PROTECTION AGENCY 

WASHINGTON, D.C. 20460 

OFFICE OF CHEMICAL SAFETY AND 

POLLUTION PREVENTION 

MEMORANDUM 

Date: 

Subject: 

From: 

Through: 

To: 

12-December-20 13 

Flutolanil. Petition for Amendments to Section 3 Uses of Flutolanil on Brassica 

(Cole) Leafy Vegetables (Crop Group 5), Turnip Greens, Peanuts, and Rice. 

Summary of Analytical Chemistry and Residue Data. 

PC Code: 128975 

Decision No.: 480092 

Petition No.: NA 

Risk Assessment Type: NA 

TXRNo.: NA 

MRID No.: See Below 

DP Barcode: D4 1 3582 

Registration No.: 71 711-28 

Regulatory Action: Section 3 Registration 

CaseNo.: NA 

CAS No.: 66332-96-5 

40 CFR: § 180.484 

Nancy 

Risk Assessment 

Dodd, Chemist 

Branch 

:;/'~ III v/ ~/~ 

Health Effects Division (7509P) 

Steve Funk, Senior Chemist J ! . Q . Risk 

Health 

Assessment 

Effects Division 

Branch 

(7509P 

III i~ 

William Cutchin/Erin Malone, RM#20 

Registration Division (7505P) 

Page 1 of36 
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Table of Contents 

1.0 Executive Summary ............................................................................................................ 4

2.0 Regulatory Recommendations ............................................................................................ 7

2.1 Data Deficiencies/Data Needs .......................................................................................... 7

2.2 Tolerance Considerations ................................................................................................. 7

2.2.1 Enforcement Analytical Method ............................................................................... 7

2.2.2 Recommended Tolerances ........................................................................................ 8

2.2.3 Revisions to Petitioned-For Tolerances .................................................................... 8

2.2.4 International Harmonization ..................................................................................... 9

3.0 Introduction ......................................................................................................................... 9

3.1 Chemical Identity ............................................................................................................. 9

3.2 Physical/Chemical Characteristics ................................................................................. 10

3.3 Pesticide Use Pattern/Directions for Use (860.1200) ..................................................... 11

4.0 Metabolite/Degradate Residue Profile .............................................................................. 14

4.1 Nature of the Residue ..................................................................................................... 14

4.1.1 Summary of Plant Metabolism (860.1300) ............................................................. 14

4.1.2 Summary of Livestock Metabolism (860.1300) ..................................................... 14

4.1.3 Summary of Confined Rotational Crops (860.l850) ............................................... 15

4.1.4 Summary of Metabolites and Degradates ............................................................... 15

4.2 Comparison of Metabolic Pathways .............................................................................. 15

4.3 Residues of Concern Summary and Rationale ............................................................... 16

5.0 Residue Profile .................................................................................................................. 16

5.1 Residue Analytical Methods (860.1340) ........................................................................ 16

5.1.1 Data Collection Methods ........................................................................................ 16

5.1.2 Multi-Residue Methods (860.1360) ........................................................................ 17

5.1.3 Tolerance Enforcement Methods ............................................................................ 17

5.1.4 Submittal of Analytical Reference Standards (860.1650) ...................................... 18

5.2 Storage Stability (860.1380) .......................................................................................... 19

5.3 Residue Data .................................................................................................................. 20

5.3.1 Crop Field Trials (860.1500) .................................................................................. 20

5.3.2 Field Rotational Crops (860.1900) ......................................................................... 24

5.3.3 Processed Food and Feed (860.1520) ..................................................................... 25

5.3.4 Meat, Milk, Poultry and Eggs (860.1480) .............................................................. 25
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5.3.5 Food Handling (860.1460) ...................................................................................... 27

5.3.6 Water, Fish, and Irrigated Crops (860.1400) .......................................................... 27

5.4 Food Residue Profile ...................................................................................................... 27

6.0 Tolerance Derivation ........................................................................................................ 28

Appendix A. Chemical Names and Structures ............................................................................ 31

Appendix B. Field Trial Geographic Distribution ....................................................................... 33

Appendix C. International Residue Limits Table ........................................................................ 34

Appendix D. OECD MRL Calculation Procedure Inputs/Outputs .............................................. 35

 
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1.0 Executive Summary 

Introduction. Flutolanil [N -[3-(1-methylethoxy)phenyl]-2-(trifluoromethyl)benzamide] is a 

systemic benzanilide fungicide with preventative and curative actions. 

Permanent tolerances have been established under 40 CFR §180.484(a) for residues of flutolanil, 

including its metabolites and degradates, in or on cotton, peanuts, potatoes, rice, soybeans, turnip 

greens, the Brassica leafy vegetables crop group 5, and livestock commodities. Tolerances for 

indirect or inadvertent residues have been established under 40 CFR §180.484(d) for wheat 

commodities. Compliance with the tolerance levels is to be determined by measuring only 

flutolanil and its metabolites converted to 2-(trifluoromethyl)benzoic acid and calculated as 

flutolanil. 

Proposed Use. Nichino America, Inc. has proposed 1) adding a banded application to the 

existing broadcast use for peanuts on the suspension concentrate (SC) label; 2) adding the 

Brassica (cole) leafy vegetables crop group and turnip greens to the SC label using dry flowable 

(DF) residue data; 3) slightly modifying the established SC use rate on rice. 

Nature of the Residue 

Plants. The nature of the residue in plants is adequately understood based on acceptable 

metabolism studies submitted previously on rice, cucumber leaves, and peanuts. The parent 

compound and metabolites containing the common moiety, 2-(trifluoromethyl)benzanilide, are 

the residues of concern which need to be included in the tolerance expression and dietary risk 

assessment. The enforcement method converts parent and metabolites containing the common 

moiety 2-(trifluoromethyl)benzanilide to 2-(trifluoromethyl)benzoic acid. 

Livestock. The nature of the residue in livestock is adequately understood based on acceptable 

metabolism studies in goats and poultry. The parent compound and metabolites containing the 

common moiety, 2-(trifluoromethyl)benzanilide, are the residues of concern which need to be 

included in the tolerance expression and dietary risk assessment. The enforcement method 

converts parent and metabolites containing the common moiety 2-(trifluoromethyl)benzanilide to 

2-(trifluoromethyl)benzoic acid. 

Rotational Crops. The nature of the residue in rotational crop commodities is adequately 

understood based on an acceptable confined rotational crop study with lettuce, radish, and 

oat/sorghum conducted with [U-14C-aminophenoxy]flutolanil. The residues of concern for the 

tolerance expression and dietary risk assessment for rotational crops are flutolanil and 

metabolites containing the common moiety, 2-(trifluoromethyl)benzanilide, which is converted 

by the enforcement method to 2-(trifluoromethyl)benzoic acid. 

Enforcement Methods: Adequate enforcement methods are available. A gas chromatographymass spectrometry (GC/MS) enforcement method (AU/95R/04) analyzes the flutolanil residues 

of concern in plants and livestock commodities for the tolerance expression and risk assessment. 

The method is available in MRID 44526201, entitled Validation of an Analytical Method for 

Residues of Flutolanil in Milk, Peanuts, and Rice. The method has undergone a successful 
Flutolanil Summary of Analytical Chemistry and Residue Data Barcode D413582 

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independent validation with peanut nutmeat and hay, rice grain, milk, eggs, beef muscle, and 

beef fat. The AU/95R/04 analytical method determines all metabolites converted to the common 

moiety 2-(trifluoromethyl)benzoic acid (2-TFBA), including flutolanil, M-2, M-3, M-4, and M-7. 

(For chemical names and structures, refer to Appendix A.) The limits of quantitation (LOQs) are 

0.05 ppm for whole milk and livestock tissues and 0.2 ppm for rice and peanut matrices. 

Radiovalidation was conducted on peanut vines, hulls, and nutmeats using a similar GC/MS 

common moiety method (AU/01/94). A confirmatory method is required because the method 

AU/95R/04 is a common moiety method. Nichino America submitted a liquid chromatographytandem mass spectrometry (LC/MS/MS) method (XAM-65), which is acceptable as a 

confirmatory enforcement method. Method XAM-65 separately determines residues of flutolanil 

and its major metabolite, M-4. 

Multiresidue Methods. The requirements for multiresidue methods testing have been met. The 

multiresidue test results were forwarded to FDA. 

Crop Field Trials 

Brassica (cole) leafy vegetables and turnip greens: The available residue data are adequate to 

support addition of the proposed uses on Brassica (cole) leafy vegetables and turnip greens to the 

SC label. The residue data on Brassica were obtained using a DF formulation. The proposed 

formulation is a suspension concentrate (SC) formulation. Data can be translated from DF to SC 

formulations since the PHI is longer than 7 days [Organization for Economic 

Cooperation and Development (OECD) Guideline for the Testing of Chemicals, Crop Field 

Trial, September 7, 2009]. Residues in the Brassica leafy vegetables are generally less than the 

LOQ (<0.05 ppm). However, since detectable residues were found in one mustard green sample, 

HED recommends that the established tolerances of 0.1 ppm on turnip greens and the Brassica

leafy vegetables crop group 5 be increased to 0.20 ppm. 

Peanuts: The available residue data are adequate to add banded application to the SC label. The 

proposed use rate is the same maximum seasonal rate as the registered broadcast rate with a 

longer PHI (90 days instead of 40 days). The available residue data from the wettable powder 

(WP) and water-dispersible powder (WG/WDG) formulations can be translated to the SC 

formulation since the PHI is longer than 7 days. The geographic representation including band 

and broadcast applications is adequate. Adequate storage stability data are available. The 

established tolerance (40 CFR §180.484) of 0.5 ppm on peanut is adequate. Based on the OECD 

tolerance calculation procedures, the 15.0 ppm established tolerance on peanut hay should be 

increased to 20.0 ppm. 

Rice: Use of the Flutolanil 40 SC formulation on rice was previously reviewed and 

recommended (D379515, A. Acierto, 10/8/10). HED has no objection to the minor rate change 

proposed for rice on the Flutolanil 40 SC label, i.e., to change the lowest application rate from 

11.8 to 12.0 fl oz/A (0.35-0.36 lb ai/A). The minor label revision does not require any additional 

residue data review. The established tolerance (40 CFR §180. 484) of 7.0 ppm on rice grain is 

adequate. 

 
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Processing Studies: Adequate processing studies are available for peanuts and rice. Residues 

concentrate in peanut meal (2x) and rice bran (1.4x) but do not concentrate in refined peanut oil 

or polished rice. There are no processed commodities associated with Brassica (cole) leafy 

vegetables or turnip greens. 

Storage Stability: Adequate storage stability data are available to support the storage intervals of 

the field trial residue samples for Brassica (cole) leafy vegetables and turnip greens, peanuts, and 

rice. The data show that residues of flutolanil and M-4 are stable under frozen storage for the 

storage durations of the samples. 

Meat, Milk, Poultry, and Eggs: Tolerances are established for residues of flutolanil and its 

metabolites converted to 2-TFBA in ruminant (cattle, goat, horse, and sheep) commodities at 

0.05 ppm for milk, 0.10 ppm for fat, 1.00 ppm for kidney, 2.00 ppm for liver, and 0.05 ppm for 

meat and meat byproducts, and in poultry commodities at 0.05 ppm for egg, fat, meat, and meat 

byproducts. Feeding studies are available on lactating cows and laying hens. Based on the 

feeding studies and the maximum reasonably balanced diets for livestock, the established 

livestock tolerances are adequate. 

Rotational Crops: Rotational crop restrictions and inadvertent residue tolerances have been 

established on the Flutolanil 40SC label [EPA Reg. No. 71711-28] based on the available 

confined and field accumulation studies. 

Since Brassica (cole) leafy vegetables and turnip greens are being registered on the 40SC label, 

the rotational crop restrictions for the Flutolanil 40SC [71711-28] label should be amended to 

include Brassica (cole) leafy vegetables and turnip greens under the 0-day rotational crop 

restriction interval. 

International Tolerances. The tolerance expression in the US is flutolanil, N -(3-(1-

methylethoxy)phenyl)-2-(trifluoromethyl)benzamide, and its metabolites converted to 2-

(trifluoromethyl)benzoic acid and calculated as flutolanil. The Codex tolerance expression for 

plant commodities is flutolanil. The Codex tolerance expression for livestock commodities is 

flutolanil and its transformation products containing the 2-trifluromethyl-benzoic acid moiety, 

expressed as flutolanil. Thus, the US tolerance expression harmonizes with Codex for livestock 

commodities but not for plants. There are no Canadian tolerances for flutolanil. 

There are no Codex, Canadian, or Mexican maximum residue limits (MRLs) for peanuts, turnip 

greens, or the Brassica (cole) leafy vegetables. Codex MRLs are established on rice grain, bran, 

and straw. Codex and US tolerance levels are the same for rice bran and rice straw. Codex and 

US tolerance levels for rice grain are different, i.e., 7.0 ppm in the US versus 2 for husked rice 

grain and 1 for polished rice grain in Codex. 

 

A risk assessment is to be provided. 
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2.0 Regulatory Recommendations 

Provided the following deficiencies are addressed, HED has no objection to the proposed 

amendments to the Brassica (cole) leafy vegetable group 5, turnip greens, peanuts, and rice. 

These amendments will 1) add Brassica (cole) leafy vegetables and turnip greens to the 

Flutolanil 40 SC label; 2) add banded application to peanuts to the Flutolanil 40 SC label; and 3) 

revise the lowest application rate on rice on the Flutolanil 40 SC label from 11.8 to 12.0 fl oz/A. 

2.1 Data Deficiencies/Data Needs 

Data gaps that need to be addressed prior to a tolerance being established/registration 

allowed 

860.1200 Directions for Use 

Since Brassica (cole) leafy vegetables and turnip greens are being registered on the SC label, the 

rotational crop restrictions for the Flutolanil 40SC label (71711-28) should be amended to 

include Brassica (cole) leafy vegetables and turnip greens under the 0-day crop restriction 

interval. 

860.1550 Proposed Tolerances 

Tolerances are established [40 CFR §180. 484(a)] on rice straw and hulls. Tolerances on these 

commodities are no longer required (Table 1 Feedstuffs, June 2008) and should be removed. 

Tolerances are established [40 CFR §180.484(a)] at 0.1 ppm on turnip greens and the Brassica

(cole) leafy vegetables. These tolerances should be increased to 0.20 ppm. 

Based on the Organization for Economic Cooperation and Development (OECD) tolerance 

calculation procedures, the established tolerance of 15.0 ppm on peanut hay is not adequate; a 

tolerance of 20.0 ppm should be proposed for peanut hay. 

 

860.1650 Submittal of Analytical Reference Standards 

Analytical reference standards for M-2, M-3, M-4, and M-7 must be sent to the EPA National 

Pesticide Standards Repository. 

2.2 Tolerance Considerations 

2.2.1 Enforcement Analytical Method 

Adequate enforcement methods are available. A gas chromatography-mass spectrometry 

(GC/MS) enforcement method (AU/95R/04) analyzes the flutolanil residues of concern in plants 

and livestock commodities for the tolerance expression and risk assessment. The method is 

available in MRID 44526201, entitled Validation of an Analytical Method for Residues of 

Flutolanil in Milk, Peanuts, and Rice. The method has undergone a successful independent 
Flutolanil Summary of Analytical Chemistry and Residue Data Barcode D413582 

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validation with nutmeat, peanut and hay, rice grain, milk, eggs, beef muscle, and beef fat. The 

AU/95R/04 analytical method determines all metabolites converted to the common moiety 2-

(trifluoromethyl)benzoic acid (2-TFBA), including flutolanil, M-2, M-3, M-4, and M-7. The 

limits of quantitation (LOQs) are 0.05 ppm for whole milk and livestock tissues and 0.2 ppm for 

rice and peanut matrices. Radiovalidation was conducted on peanut vines, hulls, and nutmeats 

using a similar GC/MS common moiety method (AU/01/94). A confirmatory method is required 

because the method AU/95R/04 is a common moiety method. Nichino America submitted a 

liquid chromatography-tandem mass spectrometry (LC/MS/MS) method (XAM-65), which is 

acceptable as a confirmatory enforcement method. Method XAM-65 separately determines 

residues of flutolanil and its major metabolite, M-4. 

2.2.2 Recommended Tolerances 

The residue definition (tolerance expression) in 40 CFR §180.484 has been revised per the S. 

Knizner memo dated 5/27/09. 

Table 2.2.2. Tolerance Summary for Flutolanil. 

Commodity Established Tolerance 

(ppm) 

HED-Recommended 

Tolerance (ppm) 

Comments 

(correct commodity definition) 

Peanut 0.5 0.5 

Peanut, hay 15.0 20.0 

Peanut, meal 1.0 1.0 

Rice, bran 10.0 10.0 

Rice, grain 7.0 7.0 

Rice, hulls 25.0 Remove 

Rice, straw 10.0 Remove 

Turnip, greens 0.1 0.20 

Vegetable, brassica, 

leafy, group 5 

0.1 0.20 

2.2.3 Revisions to Petitioned-For Tolerances 

No tolerance revisions were proposed with the proposed amendments. 

Tolerances are established [40 CFR §180.484(a)] on rice straw and hulls. Tolerances on these 

commodities are no longer required (Table 1 Feedstuffs, June 2008) and should be removed. 

Based on the OECD tolerance calculation procedure on peanut hay, the established tolerance of 

15.0 ppm for peanut hay should be increased to 20.0 ppm. 

The tolerance of 0.1 ppm on turnip greens and the Brassica (cole) leafy vegetable group 5 should 

be increased to 0.20 ppm since detectable residues of parent were found in one field trial on 

mustard greens. 
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2.2.4 International Harmonization 

An International Residue Limits (IRL) table is attached (Appendix C). 

The US tolerance expression for plant and livestock commodities is flutolanil and its metabolites 

converted to 2-(trifluoromethyl)benzoic acid and calculated as flutolanil. The Codex tolerance 

expression is flutolanil for plants. For animal commodities, the Codex tolerance expression is 

flutolanil and its transformation products containing the 2-(trifluoromethyl)benzoic acid moiety. 

Thus, the US tolerance expression harmonizes with the Codex tolerance expression for livestock 

commodities but not for plants. 

There are no Codex, Canadian, or Mexican MRLs for peanuts, turnip greens, or the Brassica 

(cole) leafy vegetables. Codex MRLs are established on rice grain, bran, and straw. Codex and 

US tolerance levels are the same for rice bran and rice straw. Codex and US tolerance levels for 

rice grain are different, i.e., 7.0 ppm in the US versus 2 for husked rice grain and 1 for polished 

rice grain in Codex. 

2.3 Label Recommendations 

Since Brassica (cole) leafy vegetables and turnip greens are being registered on the SC label, the 

rotational crop restrictions for the Flutolanil 40SC (EPA Reg. No. 71711-28) label should be 

amended to include Brassica (cole) leafy vegetables and turnip greens under the 0-day crop 

restriction interval. 

3.0 Introduction 

Flutolanil, N-[3-(1-methylethoxy)phenyl]-2-(trifluoromethyl)benzamide, is a systemic 

benzanilide fungicide with both preventative and curative actions. Its mode of action is 

inhibition of mitochondrial respiration by inhibition of the enzyme succinate dehydrogenase. 

 

3.1 Chemical Identity 

The nomenclature of flutolanil is summarized in Table 3.1, and the physicochemical properties 

are summarized in Table 3.2. The chemical names and structures of flutolanil and its 

transformation products are presented in Appendix A. 

 
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Table 3.1. Flutolanil Nomenclature. 

Compound 

Common name flutolanil 

Company experimental name N/A 

IUPAC name α,α,α-trifluoro-3’-isopropoxy-o-toluanilide 

CAS name N-[3-(1-methylethoxy)phenyl]-2-(trifluoromethyl)benzamide 

CAS # 66332-96-5 

End-use product (EP) Flutolanil SC (a suspension concentrate containing 3.8 lb ai/gal; EPA Reg. No. 

71711-28) 

Moncut® 70-DF (a 70% dry flowable formulation; EPA Reg. No. 10163-301) 

Chemical structure of 

common moiety determined 

by enforcement method 

2-(trifluoromethyl)benzoic acid (2-TFBA) 

3.2 Physical/Chemical Characteristics 

The physicochemical properties are summarized in Table 3.2. The chemical names and 

structures of flutolanil and its metabolites are presented in Appendix A. 

Table 3.2. Physicochemical Properties of the Technical Grade Flutolanil. 

Parameter Value Reference 

Molecular weight (g/mole) 323.3 

Melting point/range 100.4-103.8 °C DP#s 190584 and 190586, 3/24/94, 

J. Garbus; MRID 42606601 

MRID 40342904 

pH 5.69 

Density (g/cm3) 1.325 @ 20-25 °C

Water solubility 6.53 mg/L at 20 °C 

Solvent solubility (g/L) at 20 °C 

Acetone 1440 

Methanol 232 

n-Hexane 0.9 

Toluene 57 

Ethyl acetate 675 

Vapor pressure 4.87 x 10-8 mm Hg at 25 °C 

Dissociation constant, pKa Not applicable 

N

H

O

CH3

CH3

O

CF3

O

CF3

OH
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Table 3.2. Physicochemical Properties of the Technical Grade Flutolanil. 

Parameter Value Reference 

Octanol/water partition 

coefficient, Log(KOW) 

log POW = 3.74 

UV/visible absorption spectrum Not available 

3.3 Pesticide Use Pattern/Directions for Use (860.1200) 

Brassica (Cole) Leafy Vegetable Crop Group 5 and Turnip Greens: The Brassica (cole) leafy 

vegetable crop group 5 and turnip greens are registered by Gowan Company on the Moncut® 70-

DF label [EPA Reg. No. 10163-301] but not on the Nichino America Flutolanil 40SC Fungicide 

label (EPA Reg. No. 71711-28). The registered and proposed uses on Brassica (cole) leafy 

vegetables and turnip greens (as shown in Table 3.3 below) are for one ground application at 

planting or at transplanting as an in-furrow or directed spray at the base of transplants at the rate 

of 0.77 lb ai/A. The proposed PHI on the SC label is 45 days. No PHI is specified on the DF 

label, but the use is very early season on both labels. 

Peanuts: Peanuts are already registered on the Flutolanil 40SC Fungicide label (EPA Reg. No. 

71711-28) for broadcast use at a maximum of 64.0 fl oz per acre (1.9 lb ai/A) per crop cycle with 

a 40-day preharvest interval (PHI). The proposed label amendment is to add banded application 

at a maximum rate of 64.0 fl oz per acre with a 90-day PHI as described in Table 3 below. The 

peanut use will be added to the Convoy Fungicide label. (Convoy Fungicide has the same 

registration number and is the same formulation as Flutolanil 40SC Fungicide.) 

Rice: Rice is already registered on the Flutolanil 40SC Fungicide label (EPA Reg. No. 71711-

28). The proposal is to revise the application rates slightly (i.e., to revise the rates of 11.8-33.0 fl 

oz/A and 11.8 to 16.5 fl oz/A on the established label to 12.0 to 33.0 fl oz/A and 12.0 to 16.5 fl 

oz/A, respectively, on the proposed label). The rice use will be added to the Convoy Fungicide 

label. 

 
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Table 3.3. Summary of Proposed Directions for Use of Flutolanil. 

Applic. Timing, 

Type, and 

Equip. 

Formulation 

[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** 

Brassica (Cole) Leafy Vegetables (Crop Group 5) and Turnip Greens (Proposed) 

(Broccoli; broccoli, Chinese (gai lon); broccoli raab (rapini); Brussels sprouts; cabbage; cabbage, Chinese (bok 

choy); cabbage, Chinese (napa); cabbage, Chinese mustard (gai choy); cauliflower; cavalo 12roccoli; collards; 

kale; kohlrabi; mizuna; mustard greens; mustard spinach; rape greens) 

At planting or 

transplanting; 

In-furrow or 

directed spray 

at the base of 

transplants; 

Ground 

equipment 

Flutolanil 

40SC 

[71711-

28]* 

26.0 fl 

oz/A 

(0.77 lb 

ai/A) 

1 

(implied) 

26.0 fl oz/A 

(0.77 lb 

ai/A) 

45 Apply to the row at 

planting, as an in-furrow or 

directed spray at the base of 

transplants. 

If transplanted, apply in a 

narrow band directed at 

plant bases immediately 

after transplanting in 30-50 

gals/A. 

Use a minimum of 3 gals. 

of spray volume per acre. 

If applied as a soil drench at 

planting, observe a 45-day 

PHI. 

 

Brassica (Cole) Leafy Vegetables (Crop Group 5) and Turnip Greens (Registered) 

At planting or 

transplanting; 

In-furrow or 

directed spray 

at the base of 

transplants; 

Ground 

equipment

Moncut® 

70-DF 

[10163-

301] 

1.1 lb/A 

(0.77 lb 

ai/A) 

1 

(implied) 

1.1 lb/A 

(0.77 lb 

ai/A)

Not 

Stated 

Make one application to the 

row at planting, as an infurrow or directed spray at 

the base of transplants. 

Apply in a minimum of 3 

gallons of spray per acre. 

Do not use oil as carrier or 

add other additives to the 

finished spray. Use is 

prohibited in some areas of 

Arkansas and NY state. 

Peanuts (Proposed) 

Postemergence; 

Band 

application; 

Ground 

equipment 

Flutolanil 

40SC 

[71711-

28]* 

Convoy® 

Fungicide 

[71711-

28]* 

48.0-64.0 

fl oz/A 

(1.4-1.9 lb 

ai/A) 

broadcast 

equivalent 

not stated 64.0 fl oz/A 

(1.9 lb ai/A) 

90 For ground application, 

apply in a minimum of 20 

gals broadcast equivalent of 

water per acre. 

Apply in a band over the 

row within 40-60 days after 

planting but only after the 

entire crop has emerged. 

Peanuts (Registered) 

Postemergence; 

Broadcast 

application; 

Ground or 

aerial 

equipment 

Flutolanil 

40SC 

[71711-

28] 

20.0-32.0 

fl oz/A 

( 0.59 – 

0.95 lb 

ai/A) 

 or 

 10.0-16.0 

64.0 fl oz/A 

(1.9 lb ai/A) 

40 Apply in a minimum of 10 

gal water per acre by 

ground or 5 gals water per 

acre by air. 

Begin applications 

approximately 45-60 days 

after planting. 
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fl oz/A 

( 0.30 – 

0.48 lb 

ai/A) 

Make sequential 

applications at 21-30 day 

intervals at the higher rate 

or at 10-14 day intervals at 

the lower rate. 

Rice (Proposed) 

Postemergence; 

Broadcast; 

Ground or 

aerial 

equipment 

Flutolanil 

40SC 

[71711-

28]* 

Convoy® 

Fungicide 

[71711-

28]* 

12.0-33.0 

fl oz/A 

(0.36-0.98 

lb ai/A) 

1 33.0 fl oz/A 

(0.98 lb 

ai/A) 

30 Apply in a minimum of 10 

gal of water/A by ground or 

5 gal/A by air. 

Apply 7-14 days after 

panicle differentiation. 

If applied at the lower rate, 

follow with a second 

application 10-14 days after 

the first. 

Do not apply within 30 days 

prior to harvest, or beyond 

75% heading development 

stage, whichever occurs 

first. 

Flooded fields may be used 

by aquaculture of crayfish 

only following rice harvest. 

12.0-16.5 

fl oz/A 

(0.36-0.49 

lb ai/A) 

2 

Rice (Registered)

Postemergence; 

Broadcast; 

Ground or 

aerial 

equipment 

Flutolanil 

40SC 

[71711-

28]* 

11.8-33.0 

fl oz/A 

(0.35-0.98 

lb ai/A) 

1 33.0 fl 

oz/A 

(0.98 lb 

ai/A) 

30 Apply in a minimum of 10 

gal of water/A by ground or 

5 gal/A by air. 

Apply 7-14 days after 

panicle differentiation. 

If applied at the lower rate, 

follow with a second 

application 10-14 days after 

the first. 

Do not apply within 30 days 

prior to harvest, or beyond 

75% heading development 

stage, whichever occurs 

first. 

Flooded fields may be used 

by aquaculture of crayfish 

only following rice harvest. 

11.8-16.5 

fl oz/A 

(0.35-0.49 

lb ai/A) 

2 

*Formulations: Flutolanil 40SC Fungicide, also called Convoy® Fungicide, is a suspension concentrate which 

contains 3.8 lb ai/gal. Moncut® 70-DF is a dry flowable containing 70.0% ai. 

** Rotational Crops: 

Rotational crop restrictions on the established 40SC label are not being changed. Plantback restrictions on the 

established SC label are 0 days for cotton, peanuts, potatoes, rice, and soybeans; 30 days for wheat; 150 days for 

leafy vegetables and small grain crops other than wheat; 240 days for corn and sorghum; and 365 days for all other 

crops. 

Rotational crop restrictions on the established 70-DF label are 0 days for cotton, peanuts, potatoes, rice, soybeans, 

and turnip greens, and Brassica (cole) leafy vegetables; 30 days for wheat; 150 days for leafy vegetables and small 

grain crops other than wheat; 240 days for corn and sorghum; and 365 days for all other crops. The 70-DF is not for 

use on peanuts and rice in CA. 

 
Flutolanil Summary of Analytical Chemistry and Residue Data Barcode D413582 

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Conclusions. 

 

Brassica (cole) leafy vegetables and turnip greens: The proposed use directions are adequate to 

allow evaluation of the residue data relative to the proposed use. 

Since Brassica (cole) leafy vegetables and turnip greens are being registered on the SC label, the 

rotational crop restrictions for the Flutolanil 40SC (EPA Reg. No. 71711-28) label should be 

amended to include Brassica (cole) leafy vegetables and turnip greens under the 0-day crop 

restriction interval. 

Peanuts: The proposed band use directions for peanuts are adequate to allow evaluation of the 

residue data relative to the proposed use. 

Rice: HED has no objection to the minor rate change proposed for rice, i.e., to change the lowest 

application rate from 11.8 to 12.0 fl oz/A. No additional data are needed. 

4.0 Metabolite/Degradate Residue Profile 

4.1 Nature of the Residue 

 Metabolism Assessment Review Committee (MARC) Memo, No DP Barcode, M. Xue, 1/6/00 

Memo to the MARC, D261391, M. Xue, 12/10/99 

Residue Chemistry Memo DP# D364462, S. Funk, 1/25/10 

Risk Assessment Document DP# D370200, K. Rury, 10/13/10 

4.1.1 Summary of Plant Metabolism (860.1300) 

The nature of the residue in plants is adequately understood based on acceptable metabolism 

studies submitted previously on rice, cucumber leaves, and peanuts. When fluopicolide is 

metabolized, the amide linkage between the two aromatic rings remains intact; metabolism 

occurs at the more highly activated aminophenyl ring. Flutolanil is metabolized via Odeisopropylation, hydroxylation, and methylation to yield N-(3'-hydroxyphenyl)-2-

(trifluoromethyl)benzamide (M-4) and N-(4'-hydroxy-3'-methoxy)phenyl-2-

(trifluoromethyl)benzamide (M-7). Most of the metabolites are found bound or conjugated. The 

major identified components in plants were parent and metabolite M-4. The parent compound 

and metabolites containing the common moiety, 2-(trifluoromethyl)benzanilide, are the residues 

of concern which need to be included in the tolerance expression and dietary risk assessment. 

The enforcement method converts parent and metabolites containing the common moiety 2-

(trifluoromethyl)benzanilide to 2-(trifluoromethyl)benzoic acid. 

4.1.2 Summary of Livestock Metabolism (860.1300) 

The nature of the residue in livestock is adequately understood based on acceptable metabolism 

studies in goats and poultry. As with plants, the amide linkage between the two aromatic rings 

remains intact; metabolism occurs at the more highly activated aminophenyl ring. The specific 

metabolites identified as residues of concern are M-2 (N-[4'-hydroxy-3'-(1-

methylethoxy)phenyl]-2-(trifluoromethyl)benzamide), M-4, and M-7 in livestock tissues, and the 

glucuronide/sulfate conjugates of M-4 in milk. The parent compound and metabolites containing 

the common moiety, 2-(trifluoromethyl)benzanilide, are the residues of concern which need to be 
Flutolanil Summary of Analytical Chemistry and Residue Data Barcode D413582 

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included in the tolerance expression and dietary risk assessment. The enforcement method 

converts parent and metabolites containing the common moiety 2-(trifluoromethyl)benzanilide to 

2-(trifluoromethyl)benzoic acid. 

4.1.3 Summary of Confined Rotational Crops (860.l850) 

The nature of the residue in rotational crop commodities is adequately understood based on an 

acceptable confined rotational crop study with lettuce, radish, and oat/sorghum conducted with 

[U-14C-aminophenoxy]flutolanil. The major residue components were flutolanil and metabolites 

M-4 and M-5 (N-[3',4'-(dihydroxy)phenyl]-2-(trifluoromethyl)benzamide). The residues of 

concern for the tolerance expression and dietary risk assessment for rotational crops are flutolanil 

and metabolites containing the common moiety, 2-(trifluoromethyl)benzanilide, which is 

converted by the enforcement method to 2-(trifluoromethyl)benzoic acid. 

The total radioactive residues (TRR) were 0.01-0.04 ppm in all raw agricultural commodities 

(RACs) of mature crops at the 366 DAT (days after treatment) plantback interval. Residue levels 

were highest at the 30 DAT interval and declined by 90% or more by the 366 DAT interval. 

4.1.4 Summary of Metabolites and Degradates 

Refer to the summary table in Appendix A. 

4.2 Comparison of Metabolic Pathways 

Metabolism Assessment Review Committee (MARC) Memo, No DP Barcode No., M. Xue, 1/6/00 

 Memo to the MARC, D261391, M. Xue, 12/10/99 

 EFED Drinking Water Memo DP# D414000, E. Malone, 12/12/13 

 Metabolism of flutolanil in primary plants, rotational crops, and livestock is similar in that the 

amide linkage between the two aromatic rings remains intact; metabolism occurs at the more 

highly activated aminophenyl ring to form compounds containing the common moiety, 2-

(trifluoromethyl)benzanilide. Parent is the major residue in water; no major (>10%) degradation 

products were identified in environmental fate studies. 

 
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4.3 Residues of Concern Summary and Rationale 

 Metabolism Assessment Review Committee (MARC) Memo, no DP Barcode No., M. Xue, 1/6/00 

Memo to the MARC, D261391, M. Xue, 12/10/99 

Residue Chemistry Memo DP# D364462, S. Funk, 1/25/10 

Risk Assessment Document DP# D370200, K. Rury, 10/13/10 

40 CFR §180.484 

Table 4.3. Summary of Metabolites and Degradates to be included in the Risk 

Assessment and Tolerance Expression*

Matrix Residues included in Risk 

Assessment 

Residues included in 

Tolerance Expression 

Plants 

Primary Crop flutolanil and metabolites 

converted to 

2-(trifluoromethyl)benzoic 

acid 

flutolanil and metabolites 

converted to 

2-(trifluoromethyl)benzoic 

acid Rotational Crop 

Livestock 

Ruminant flutolanil and metabolites 

converted to 

2-(trifluoromethyl)benzoic 

acid 

flutolanil and metabolites 

converted to 

2-(trifluoromethyl)benzoic 

acid Poultry 

Drinking Water flutolanil (parent) Not Applicable 

5.0 Residue Profile 

5.1 Residue Analytical Methods (860.1340) 

5.1.1 Data Collection Methods 

Flutolanil Risk Assessment Document D370200, K. Rury, 10/13/10 

Residue Chemistry Memo DP#335050, F. Fort, 11/26/07 

Residue Chemistry Memo DP#364462, S. Funk, 01/25/10 

Residue Chemistry Memo, DP#371493, A. Acierto, 5/12/10 

The data collection methods for peanuts were GC/MS methods which determined residues of 

flutolanil and its major metabolites after transformation to 2-(trifluoromethyl)benzoic acid (2-

TFBA). The methods were found adequate for data collection based on acceptable recovery data. 

 

The data collection method for cabbage, mustard greens, and broccoli was the (LC/MS/MS 

method XAM-65, with minor modification. Nichino America submitted the LC/MS/MS method 

XAM-65 as a data collection method for cabbage, mustard greens, and broccoli and proposed 

that it replace the AU/95R/04 enforcement method. The method is entitled LC/MS 

Determination of Flutolanil and its Metabolite (M-4) in Cotton Seed and Corn Grains. Method 

XAM-65 separately determines residues of flutolanil and its major metabolite, M-4. The 

proposed XAM-65 method was not found acceptable as a data collection method and not suitable 

as a replacement for the enforcement method because it may not determine the flutolanil residues 

of concern for the tolerance expression and dietary risk assessment. The AU/95R/04 analytical 

method would be expected to determine higher residues of flutolanil-derived residues, since it 

determines all metabolites converted to 2-TFBA (including M-2, M-3, and M-7 in addition to 
Flutolanil Summary of Analytical Chemistry and Residue Data Barcode D413582 

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flutolanil and M-4 (F. Fort, DP#335050, 11/26/07). Method XAM-65 is acceptable as a 

confirmatory enforcement method (S. Funk, DP#364462, 01/25/10). 

Although residues from the field trials on Brassica (cole) leafy vegetables (crop group 5) and 

turnip greens were determined by a data collection method that in general might understate the 

residue by measuring only flutolanil and its metabolite M-4, in the case of the data set for these 

crops HED believes the tolerances are adequate. The use is at-plant/at-transplant to the soil and 

is therefore very similar to the conditions of a rotational crop trial. A confined rotational crop 

study indicated that residues determined by the enforcement method (common moiety method) 

in lettuce, a crop similar to the Brassica (cole) leafy vegetables, were 0.08 ppm. This is in 

agreement with the results of the subject field trials, where the combined residue of flutolanil and 

metabolite M-4 were <0.1 ppm. 

Conclusions: An adequate GC/MS data collection method is available based on adequate 

recovery data. Although the LC/MS/MS method might generally understate the residue by 

measuring only flutolanil and its metabolite M-4, the method together with the rotational crop 

data are adequate to support the tolerances on Brassica (cole) leafy vegetables (crop group 5) 

and turnip greens. 

5.1.2 Multi-Residue Methods (860.1360) 

Residue Chemistry Memo DP# D190584, J. Garbus, 3/24/94 

Residue Chemistry Memo DP# D364462, S. Funk, 1/25/10

Adequate multiresidue method testing data for flutolanil and metabolite M-4 were submitted in 

conjunction with the previous petitions on rice. Both analytes were tested using Protocol I 

(corresponding to current Protocols C, E, and F) and Protocol III (corresponding to Protocol D). 

Because neither flutolanil nor metabolite M-4 was recovered through the Florisil column, no 

further testing was conducted under Protocol I. Under Protocol III (a.k.a. D), recoveries at 

fortifications levels of 0.05 ppm and 0.5 ppm were 90.2% and 90.9%, respectively, for flutolanil 

and 68.4% and 88.2%, respectively, for M-4. Neither analyte was recovered from spiked rice 

samples at 0.05 ppm. The multiresidue test results were forwarded to FDA. 

Conclusions. The requirements for multiresidue methods testing have been met. The 

multiresidue test results were forwarded to FDA. 

5.1.3 Tolerance Enforcement Methods 

Flutolanil Scoping Document for Registration Review, D349580, M. Ottley, 8/7/08 

Flutolanil Risk Assessment Document D370200, K. Rury, 10/13/10 

Residue Chemistry Memo DP#335050, F. Fort, 11/26/07 

Residue Chemistry Memo DP#364462, S. Funk, 01/25/10 

Residue Chemistry Memo, DP#371493, A. Acierto, 5/12/10 

Enforcement Methods for Plants and Livestock Commodities: 

A GC/MS enforcement method (AU/95R/04) originally submitted by AgroEvo USA Company is 

available. The method is available in MRID 44526201, entitled Validation of an Analytical 

Method for Residues of Flutolanil in Milk, Peanuts, and Rice. The method determines all 

 
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metabolites converted to the common moiety 2-(trifluoromethyl)benzoic acid (2-TFBA), 

including flutolanil, M-2, M-3, M-4, and M-7. 

Briefly, residues of flutolanil and its metabolites are extracted from rice and peanut commodities 

by blending with acetone. Residues in peanut nutmeat and meal are extracted into acetonitrile by 

blending with acetone followed by ACN:water (80:20). Residues in fat are extracted into 

acetonitrile by blending the sample with equal parts of ACN and hexane. The solvent extracts 

are cleaned up and hydrolyzed to 2-(trifluoromethyl)benzoic acid (2-TFBA). The acid is 

methylated with methyl iodide. The methyl ester of 2-(trifluoromethyl)benzoic acid is quantified 

by GC/MS. The limits of quantitation (LOQs) are 0.05 ppm for whole milk and livestock tissues 

and 0.2 ppm for rice and peanut matrices. 

The method was found adequate for data collection based on acceptable recovery data. The 

method has undergone a successful independent laboratory validation with peanut nutmeat and 

hay, rice grain, milk, eggs, beef muscle, and beef fat. Radiovalidation was conducted on peanut 

vines, hulls, and nutmeats using a similar GC/MS common moiety method (AU/01/94). Method 

AU/95R/04 determines the flutolanil residues of concern for the tolerance expression and risk 

assessment. However, it was noted that a confirmatory method is required because the method is 

a common moiety method. Method XAM-65 is acceptable as a confirmatory enforcement 

method (S. Funk, DP#364462, 01/25/10). 

Conclusions: Adequate enforcement methods are available. A GC/MS enforcement method 

(AU/95R/04) analyzes the flutolanil residues of concern in plants and livestock commodities for 

the tolerance expression and risk assessment. The method is available in MRID 44526201, 

entitled Validation of an Analytical Method for Residues of Flutolanil in Milk, Peanuts, and 

Rice. The method has undergone a successful independent validation with peanut nutmeat and 

hay, rice grain, milk, eggs, beef muscle, and beef fat. The AU/95R/04 analytical method 

determines all metabolites converted to the common moiety 2-(trifluoromethyl)benzoic acid (2-

TFBA), including flutolanil, M-2, M-3, M-4, and M-7. The LOQs are 0.05 ppm for whole milk 

and livestock tissues and 0.2 ppm for rice and peanut matrices. Radiovalidation was conducted 

on peanut vines, hulls, and nutmeats using a similar GC/MS common moiety method 

(AU/01/94). A confirmatory method is required because the method AU/95R/04 is a common 

moiety method. Nichino America submitted an LC/MS/MS method (XAM-65), which is 

acceptable as a confirmatory enforcement method. Method XAM-65 separately determines 

residues of flutolanil and its major metabolite, M-4. 

5.1.4 Submittal of Analytical Reference Standards (860.1650) 

Analytical reference standards for flutolanil, the common moiety 2-(trifluoromethyl)benzoic 

acid, M-2, M-3, M-4, and M-7 must be kept available at the EPA National Pesticide Standards 

Repository. The only flutolanil standards that are in stock are flutolanil and the common moiety 

2-(trifluoromethyl)benzoic acid (e-mail from Theresa Cole, Analytical Chemistry Branch, 

1/9/14). 

When new standards are submitted, they should be sent to the Analytical Chemistry Lab, which 

is located at Fort Meade, to the attention of either Theresa Cole or Thuy Nguyen at the following 
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address: 

 USEPA 

 National Pesticide Standards Repository/Analytical Chemistry Branch/OPP 

 701 Mapes Road 

 Fort George G. Meade, MD 20755-5350 

The full 9 digit zip code is mandatory or the mail will be returned to you. 

5.2 Storage Stability (860.1380) 

Residue Chemistry Memo DP# D267657, W. Wassell, 8/2/00 (Rice grain and straw) 

Residue Chemistry Memo DP# D213567, J. Garbus, 5/4/95 (Peanut) 

Residue Chemistry Memo DP# D335050, F. Fort, 11/26/07 (Rice and Peanut) 

Residue Chemistry Memo DP# D371493, A. Acierto, 5/12/10 (Brassica leafy vegetables) 

Brassica (cole) leafy vegetables and turnip greens: Adequate storage stability data were 

previously submitted for flutolanil and its metabolite M-4 in/on cabbage, mustard greens, and 

broccoli. The data indicate that residues of flutolanil and its metabolite M-4 converted to the 

common moiety, 2-TFBA, are stable in frozen storage up to 297 days in cabbage, 519 days in 

mustard greens, and 569 days in broccoli. 

Peanuts: Adequate storage stability data were previously submitted for flutolanil and its 

metabolite M-4 in/on peanut commodities. The data indicate that residues of flutolanil and its 

metabolite M-4 converted to the common moiety, 2-TFBA, are stable in frozen storage 

(temperature not specified) for up to 3 years in/on peanut nutmeat, oil, hulls. 

Rice: Adequate storage stability data were previously submitted for flutolanil and its metabolite 

M-4 in/on rice commodities. The data indicate that residues of flutolanil and its metabolite M-4 

converted to the common moiety, 2-TFBA, are stable in frozen storage (-20 °C) for up to ~31 

months in/on rice grain and straw. 

 

Table 5.2. Summary of Storage Conditions and Durations of Samples from Crop Field Trials. 

Matrix [MRID] Storage Temperature 

 (°C) 

Actual Storage Duration 

(days) 

Interval of Demonstrated 

Storage Stability 

Broccoli [47832603] -4 to -22 oC 357 to 564 569 days 

Cabbage [47832601] -29 to -10 oC 48 to 293 297 days 

Mustard greens [[47832602] -4 to -22 oC 299 to 511 519 days 

Peanuts [42742004] frozen 904 – nutmeat 

916 - hay 

3 years in/on nutmeat, oil, 

and hulls 

Peanuts [43175801] frozen 407 – nutmeat and hay 

Rice [48092301] -20 ± 5°C 32-84 days1 

(1.1-2.8 months) 

~ 31 months in/on rice 

grain and straw 

(MRID 44526202) 

1 Interval from harvest to extraction for analysis. Extracts were stored up to 1 day prior to analysis.

Conclusions: Adequate storage stability data are available to support the storage intervals of the 

field trial residue samples for Brassica (cole) leafy vegetables and turnip greens, peanuts, and 
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rice. The data show that residues of flutolanil and M-4 are stable under frozen storage for the 

storage durations of the samples. 

5.3 Residue Data 

5.3.1 Crop Field Trials (860.1500) 

Brassica (Cole) Leafy Vegetable Group 5 and Turnip Greens 

Residue Chemistry Memo DP# D371493, A. Acierto, 5/12/10 

Residue Chemistry Memo DP# D381713, S. Funk, 9/7/10 

Risk Assessment Document DP# D370200, K. Rury, 10/13/10 

Field trial residue data were previously reviewed for broccoli (MRID 47832603), cabbage 

(MRID 47832601), and mustard greens (MRID 47832602). Moncut 70-DF (source: Gowan 

Company; EPA Reg. No. 10163-301) was applied in all trials. The representative crops for the 

Brassica (cole) leafy vegetable group 5 are broccoli or cauliflower, cabbage, and mustard greens. 

The residue data were summarized in D371493 (A. Acierto, 5/12/10) as shown in Table 5.3.1.1 

below. Adequate storage stability data and analytical methods are available to support the 

recommended tolerances on the Brassica (cole) leafy vegetables and turnip greens (D371493, A. 

Acierto, 5/12/10 and D381713, S. Funk, 9/7/10). 

The residue data on Brassica were obtained using a DF formulation. The proposed formulation 

is a suspension concentrate (SC) formulation. Data can be translated from DF to SC 

formulations since the PHI is longer than 7 days (OECD Guideline for the Testing of Chemicals, 

Crop Field Trial, September 7, 2009). 

The available residue data are adequate to support tolerances of 0.20 ppm on turnip greens and 

the Brassica leafy vegetables crop group 5. 

TABLE 5.3.1. 1. Summary of Residue Data on Cabbage, Mustard Greens, and Broccoli from Field Trials with 

Flutolanil (Moncut 70-DF). 

Crop 

Matrix 

Analyte Applic. 

Rate 

(lb 

ai/A) 

PHI 

(days) 

Residue Levels (ppm) †

n* Min. † Max. † LAFT* HAFT* Median* Mean* SD* 

Broccoli Flutolanil 0.411 – 

0.775 

54 - 

106 

11 < 0.05 < 0.05 < 0.05 <0.05 < 0.05 < 0.05 NA 

M-4 11 < 0.05 < 0.05 < 0.05 < 0.05 < 0.05 < 0.05 NA 

Total 11 <0.10 <0.10 <0.10 <0.10 <0.10 <0.10 NA 

Cabbage Flutolanil 0.72 – 

0.788 

62 - 

138 

9 < 0.05 < 0.05 < 0.05 < 0.05 < 0.05 < 0.05 NA 2

M-4 9 < 0.05 < 0.05 < 0.05 < 0.05 < 0.05 < 0.05 NA 

Total 9 <0.10 <0.10 <0.10 <0.10 <0.10 <0.10 NA 

Mustard 

Greens 

Flutolanil 0.195– 

0.784 

31 - 63 10 < 0.05 0.06 < 0.05 0.06 < 0.05 0.051 0.003 

M-4 10 < 0.05 < 0.05 < 0.05 < 0.05 < 0.05 < 0.05 NA 

Total 10 <0.10 <0.11 <0.10 <0.11 <0.10 <0.10 0.003 

† Values based on total number of samples. Each field trial had two reported residue values. *

 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 LOQ. NA = not applicable. 
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The residue data in Table 5.3.1.2 were included in the OECD tolerance calculator for Brassica

(cole) leafy vegetables. 

Table 5.3.1.2. Summary of Residues from Field Trials with Flutolanil 

Crop 

Matrix Analyte 

Applic. 

Rate 

(lb ai/acre) 

PHI 

(days) n*

Residues (ppm) 

Min. † Max. † LAFT* HAFT* Median* Mean* SD*

 BRASSICA (COLE) LEAFY VEGETABLES. Proposed Use = 0.77 lb ai/acre total application rate, 45-day PHI.

Broccoli parent + 

M-4 

0.411-

0.775 54-106 11 <0.10 <0.10 <0.10 <0.10 <0.10 <0.10 NA 

Cabbage parent + 

M-4 0.72-0.788 62-138 9 <0.10 <0.10 <0.10 <0.10 <0.10 <0.10 NA 

Mustard 

Greens 

parent + 

M-4 

0.195-

0.784 31-63 10 <0.10 <0.11 <0.10 <0.11 <0.10 <0.10 0.003 

† Values based on total number of samples. * 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 LOQ. 

Peanuts 

Residue Chemistry Memo DP# D190879, G. F. Kramer, 1/12/94 

Residue Chemistry Memo DP# D213567, J. Garbus, 5/4/95 

Field trial data were previously submitted on peanuts reflecting band and broadcast applications. 

Nichino America, Inc. has cited field trial data reflecting band applications (MRID 42742004; 

DP# D190879, G. F. Kramer, 1/12/94) to support the proposed label revision. Eight field trials 

in Region 2 (VA, GA, AL; two trials each) and Region 6 (OK; two trials) reflected one band 

application of Flutolanil 50 WP (a wettable powder formulation) at rates of 2.2 -9.0 lb ai/A with 

PHIs of 40-41 days (Table 5.3.1.3 below). The residues were determined by a GC/MS method 

which transformed flutolanil and its metabolites to 2-TFBA. The method was adequate for data 

collection based on adequate concurrent recoveries. Although the reported LOQ was 0.05 ppm, 

adequate recoveries were not reported at 0.05 ppm. Adequate concurrent recoveries (within 

approx. 70% and approx 120%) were reported at a fortification level of 0.2 ppm for nutmeats and 

hulls. The samples were stored frozen (-20°C). The maximum storage interval was 904 days for 

nutmeats and 916 days for hay. 

Six field trials in Region 2 (AL, NC, GA), Region 6 (OK, TX) and Region 8 (TX) (MRID 

43175801; DP# D213567, J. Garbus, 5/4/95) are also available reflecting broadcast application 

of Moncut® 70 WG (a water dispersible granular formulation) with ground equipment at rates of 

1.9-2.1 lb ai/A and PHIs of 39-41 days (Table 5.3.1.4 below). The residues were determined by 

a GC/MS method which transformed flutolanil and its metabolites to 2-TFBA. The method was 

adequate for data collection based on adequate concurrent recoveries. The LOQ for peanut 

nutmeat and hay was 0.05 ppm, the lowest level of method validation. The samples were stored 

frozen (-20°C). The maximum storage interval for nutmeats and hay was 407 days. 

 

 
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The previously submitted broadcast and banded residue data on peanuts are from WG/WDG 

(water-dispersible granule) and WP (wettable powder) formulations. Data can be translated from 

WG/WDG and WP formulations to the SC (suspension concentrate) formulations since the PHI 

is longer than 7 days (OECD Guideline for the Testing of Chemicals, Crop Field Trial, 

September 7, 2009). 

Adequate geographic representation has been provided (Table B, Appendix B.) Table B includes 

both band and broadcast field trials (MRIDs 42742004 and 43175801). 

Adequate storage stability data are available to support the field trials in MRIDs 42742004 and 

43175801. Flutolanil and its metabolites are stable for 3 years in peanut meat, oil, and hulls 

(MRID 43175802). 

The raw agricultural commodities (RACs) of peanut are nutmeat and hay. The shell is removed 

from nuts before analysis for residues. 

Table 5.3.1.3. Field Trial Residue Data for Flutolanil 50 WP in/on Peanut RACs from One Band 

Application (MRID 42742004; D190879, G. F. Kramer, 1/12/94). 

RAC Location 

(County, State) 

Bandwidth 

(inches) 

Use Rate 

(lb ai/A) 

PHI* 

(days) 

Residues 

(ppm) 

Hay Suffolk, VA 

(Region 2) 

10 7.0 41 25.32 

20 3.5 41 7.68 

Seminole, GA 

(Region 2) 

9 2.2 40 1.62 

18 2.2 40 2.81 

Houston, AL 

(Region 2) 

9 2.2 40 1.54 

18 2.2 40 3.99 

Caddo, OK 

(Region 6) 

9 9.0 40 4.00 

18 4.1 40 6.24 

Nutmeats Suffolk, VA 

(Region 2) 

10 7.0 41 0.19 

20 3.5 41 0.12 

Seminole, GA 

(Region 2) 

9 2.2 40 <0.05 

18 2.2 40 <0.05 

 Houston, AL 

(Region 2) 

9 2.2 40 0.06 

 18 2.2 40 0.11 

 Caddo, OK 

(Region 6) 

9 9.0 40 0.14 

 18 4.1 40 0.37 

*from treatment to digging 

Table 5.3.1.4. Field Trial Residue Data for Flutolanil (Moncut 70 WG) in/on Peanut RACs 

from One Broadcast Application (MRID 43175801; D213567, J. Garbus, 5/4/95).

RAC Location 

(County, State) 

Use Rate 

(lb ai/A) 

PHI* 

(days) 

Residues (ppm) 

Hay Waller, TX 

(Region 6) 

2.1 40 8.48 

Collingsworth, TX 

(Region 8) 

2.0 39 3.34 

Houston, AL 

(Region 2) 

2.1 40 4.77 

Halifax, NC 1.9 41 9.33 
Flutolanil Summary of Analytical Chemistry and Residue Data Barcode D413582 

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(Region 2) 

Macon, GA 

(Region 2) 

2.1 41 6.14 

Caddo, OK 

(Region 6) 

2 40 12.89 

Nutmeats Waller, TX 

(Region 6) 

2.1 40 0.24 

Collingsworth, TX 

(Region 8) 

2.0 39 0.12 

Houston, AL 

(Region 2) 

2.1 40 0.15 

Halifax, NC 

(Region 2) 

1.9 41 0.17 

Macon, GA 

(Region 2) 

2.1 41 0.11 

Caddo, OK 

(Region 6) 

2 40 0.10 

*from treatment to digging 

The residue data in Table 5.3.1.5 were included in the OECD tolerance calculator for peanuts. 

Table 5.3.1.5.. Summary of Residues from Field Trials with Flutolanil 

Crop 

Matrix Analyte 

Applic. 

Rate 

(lb ai/acre) 

PHI 

(days) n*

Residues (ppm) 

Min.* Max.* LAFT* HAFT* Median* Mean* SD*

 PEANUTS Proposed Use = 1.9 lb ai/acre total application rate, 90-day PHI. 

hay 2-

TFBA1 1.9-2.2 39-41 10 1.54 12.89 1.54 12.89 4.38 5.49 3.7 

nutmeat 2-

TFBA1 1.9-2.2 39-41 10 0.05 0.24 0.05 0.24 0.11 0.12 0.059 

* Values based on per-trial averages; one residue value was reported for each field trial. 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 LOQ. 1The analytical method determines all metabolites converted to the common moiety 2-(trifluoromethyl)benzoic acid (2-TFBA), 

including flutolanil (M-1), M-2, M-3, M-4, and M-7. Residues are expressed as flutolanil equivalents. 

Conclusions. 

Brassica (cole) leafy vegetables and turnip greens: The available residue data are adequate to 

support addition of the proposed uses on Brassica (cole) leafy vegetables and turnip greens to the 

SC label. The residue data on Brassica were obtained using a DF formulation. The proposed 

formulation is a suspension concentrate (SC) formulation. Data can be translated from DF to SC 

formulations since the PHI is longer than 7 days (OECD Guideline for the Testing of Chemicals, 

Crop Field Trial, September 7, 2009). Residues in the Brassica leafy vegetables are generally 

less than the LOQ (<0.05 ppm). However, since detectable residues were found in one mustard 

green sample, HED recommends that the established tolerances of 0.1 ppm on turnip greens and 

the Brassica leafy vegetables crop group 5 be increased to 0.20 ppm. 

Peanuts: The available residue data are adequate to add band application to the SC label. The 

proposed use rate is the same maximum seasonal rate as the registered broadcast rate with a 

longer PHI (90 days instead of 40 days). The available residue data from the WP and WG/WDG 

formulations can be translated to the SC formulation since the PHI is longer than 7 days. The 
Flutolanil Summary of Analytical Chemistry and Residue Data Barcode D413582 

Page 24 of 36 

geographic representation including band and broadcast applications is adequate. Adequate 

storage stability data are available. The established tolerance (40 CFR §180.484) of 0.5 ppm on 

peanut is adequate. Based on the OECD tolerance calculation procedures, the 15.0 ppm 

established tolerance on peanut hay should be increased to 20.0 ppm. 

Rice: Use of the Flutolanil 40 SC formulation on rice was previously reviewed and 

recommended (D379515, A. Acierto, 10/8/10). HED has no objection to the minor rate change 

proposed for rice on the Flutolanil 40 SC label, i.e., to change the lowest application rate from 

11.8 to 12.0 fl oz/A (0.35 to 0.36 lb ai/A). The minor label revision (discussed under the 

Proposed Use Section above) does not require any additional residue data review. The 

established tolerance (40 CFR §180.484) of 7.0 ppm on rice grain is adequate. 

5.3.2 Field Rotational Crops (860.1900) 

Metabolism Assessment Review Committee (MARC) Memo, No DP Barcode No., M. Xue, 1/6/00 

Residue Chemistry Memo DP# D364462, S. Funk, 1/25/10 

Field rotational crop studies were previously submitted and reviewed for winter wheat, corn, 

soybeans, and cotton planted 2, 3, or 4 months (wheat) or 8-10 months (corn, cotton, and 

soybean) following the harvest of flutolanil-treated peanuts. In addition, field rotational crop 

studies were submitted and reviewed for soybean and grain sorghum following the harvest of 

flutolanil-treated rice. 

More recently, Nichino America, Inc. has submitted the results of a field rotational crop study on 

corn and cotton. For this latter study, samples of corn and cotton matrices were stored frozen for 

7.5-8 years from harvest to analysis. HED concluded that the field rotational study on corn and 

cotton is unacceptable because no storage stability data are available which demonstrate that 

residues of flutolanil and M-4 are stable in corn forage, fodder and grain and cotton seed stored 

frozen for up to 8 years and because the analytical method did not determine the residue of 

concern. 

A field rotational crop study was also reported on soybeans and wheat concurrently with the 

above study on corn and cotton. Crops were planted 29-36 days following application of the 

70% WDG formulation at 2.0 lb ai/A (1x the maximum registered seasonal rate for any crop) to 

bare soil. Detectable flutolanil-derived residues were found in all crop samples of soybean and 

wheat except wheat grain, where residues were <0.05 ppm. 

Rotational crop restrictions are included on the established 40SC label. Plantback restrictions on 

the established 40SC label are 0 days for cotton, peanuts, potatoes, rice, and soybeans; 30 days 

for wheat; 150 days for leafy vegetables and small grain crops other than wheat; 240 days for 

corn and sorghum; and 365 days for all other crops. 

Rotational crop restrictions on the established 70-DF label are 0 days for cotton, peanuts, 

potatoes, rice, soybeans, and turnip greens, and Brassica (cole) leafy vegetables; 30 days for 

wheat; 150 days for leafy vegetables and small grain crops other than wheat; 240 days for corn 

and sorghum; and 365 days for all other crops. The 70-DF is not for use on peanuts and rice in 

CA. 
Flutolanil Summary of Analytical Chemistry and Residue Data Barcode D413582 

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Conclusions. Rotational crop restrictions and inadvertent residue tolerances have been 

established on the Flutolanil 40SC label (EPA Reg. No. 71711-28) based on the available 

confined and field accumulation studies. 

Since Brassica (cole) leafy vegetables and turnip greens are being registered on the 40SC label, 

the rotational crop restrictions for the Flutolanil 40SC label (EPA Reg. No. 71711-28) should be 

amended to include Brassica (cole) leafy vegetables and turnip greens under the 0-day rotational 

crop restriction interval. 

5.3.3 Processed Food and Feed (860.1520) 

Residue Chemistry Memo DP# D213567, J. Garbus, 5/4/95 

Residue Chemistry Memo DP# D201704, J. Garbus, 5/9/94 

Residue Chemistry Memo DP# D226667, M. Xue, 2/1/00 

Brassica (cole) leafy vegetables and turnip greens: There are no processed commodities 

associated with Brassica leafy vegetables or turnip greens. 

Peanut: The processed commodities for peanut are meal and refined oil. The processing factor 

for peanuts to meal is 2x (D213567, J. Garbus, 5/4/95). The established tolerance of 1.0 ppm 

for peanut meal is adequate. Residues do not concentrate in refined oil (D190879, G. F. Kramer, 

1/12/94). 

Rice: The processed commodities for rice are polished rice and bran. Residues concentrate 1.4x 

in rice bran but do not concentrate in polished rice (DP# D201704, J. Garbus, 5/9/94; DP# 

D226667, M. Xue, 2/1/00). The established tolerance (40 CFR §180.484) of 10 ppm on rice 

bran is adequate. 

Conclusion: Adequate processing studies are available for peanuts and rice. Residues 

concentrate in peanut meal (2x) and rice bran (1.4x) but do not concentrate in refined peanut oil 

or polished rice. There are no processed commodities associated with Brassica (cole) leafy 

vegetables or turnip greens. 

5.3.4 Meat, Milk, Poultry and Eggs (860.1480) 

Residue Chemistry Memo DP# D226667, M. Xue, 2/1/00 

Residue Chemistry Memo DP# D364462, S. Funk, 1/25/10 

 

Acceptable feeding studies with dairy cattle and poultry were previously reviewed. No 

detectable residues of flutolanil and its metabolites M-2, M-4, or M-7 were found in the whole 

milk, cream, skim milk, muscle, and fat of dairy cows sacrificed after dosing for 28 days at 29.4 

(2.9x), 85.0 (8.5x), and 286 ppm (29x) in the feed. Detectable residues were found in liver at 

0.05, 0.06, and 0.21 ppm at the 29.4, 85.0, and 286 ppm feeding levels and in kidney at 0.06, 

0.15, and 0.82 ppm at the 29.4, 85.0, and 286 ppm feeding levels. 

A feeding study on laying hens is available in which hens were dosed with flutolanil for 28 days 

at levels of 1.29 (0.80x), 3.87 (2.4x), and 12.9 ppm (8.0x) in the diet. Eggs were collected 

throughout the feeding study. Samples of tissue (liver, breast muscle, thigh muscle, fat, skin) 

and egg (white, yolk) were analyzed by GC/MS for flutolanil (M-1) and its major metabolites, 
Flutolanil Summary of Analytical Chemistry and Residue Data Barcode D413582 

Page 26 of 36 

M-2, M-4, and M-7. Except for one residue of 0.12 ppm in liver at the highest feeding level, no 

detectable residues of parent or any metabolite were found. 

Livestock dietary burdens are calculated in Table 5.3.4 below. 

Table 5.3.4. Calculation of Dietary Burdens of Flutolanil Residues to Livestock.

Feedstuff Type1 % Dry 

Matter2 % Diet2 Recommended 

Tolerance (ppm) 

Dietary Contribution 

(ppm)3

Beef Cattle

Cotton, cotton gin 

byproducts 

R 90 5/0 0.20 0.00 

Cotton, meal PC 89 5 0.20 0.00 

Cotton, hulls R 90 5/0 0.20 0.011 

Soybean forage R 35 15/25 8.00 3.42 

Rice, grain CC 88 20 7.00 1.59 

Soybean, meal PC 92 15/5 0.20 0.011 

TOTAL BURDEN -- -- 55 -- 5.03 

Dairy Cattle

Cotton, undelinted seed PC 88 10 0.20 0.023 

Cotton, meal PC 89 10/0 0.20 0.00 

Soybean forage R 35 25 8.00 5.71 

Soybean hay R 30 5 2.5 0.42 

Peanut hay R 85 15 12.89 (HAFT) 2.27 

Rice, grain CC 88 20 7.00 1.59 

Soybean, meal PC 92 15/0 0.20 0.00 

TOTAL BURDEN -- -- 75 -- 10.01 

Poultry

Cotton, meal PC 89 20/5 0.20 0.011 

Rice, grain CC 88 20 7.00 1.40 

Peanut, meal PC 85 20 1.00 0.20 

TOTAL BURDEN -- -- 45 -- 1.61 

Swine

Cotton, meal PC 89 15/0 0.20 0.00 

Rice, grain CC 88 20 7.00 1.40 

Wheat, milled byproducts CC 88 50 0.20 0.10 

Peanut, meal PC 85 15 1.00 0.15 

Soybean, meal PC 92 5/0 0.20 0.00 

TOTAL BURDEN -- -- 85 -- 1.65 1

 R: Roughage; CC: Carbohydrate concentrate; PC: Protein concentrate. 

2

 OPPTS 860.1000 Table 1 Feedstuffs (06/30/2008). First entry is maximum for the particular commodity; second 

entry is assigned per the total for maximum reasonably based diet. 

3

 Contribution = ([tolerance /% DM] X % diet) for beef and dairy cattle; contribution = ([tolerance] X % diet) for 

poultry and swine. 

Conclusions. Tolerances are established for residues of flutolanil and its metabolites converted 

to 2-TFBA in ruminant (cattle, goat, horse, and sheep) commodities at 0.05 ppm for milk, 0.10 
Flutolanil Summary of Analytical Chemistry and Residue Data Barcode D413582 

Page 27 of 36 

ppm for fat, 1.00 ppm for kidney, 2.00 ppm for liver, and 0.05 ppm for meat and meat 

byproducts, and in poultry commodities at 0.05 ppm for egg, fat, meat, and meat byproducts. 

Feeding studies are available on lactating cows and laying hens. Based on the feeding studies 

and the maximum reasonably balanced diets for livestock, the established livestock tolerances 

are adequate. 

5.3.5 Food Handling (860.1460) 

There are no proposed uses that are relevant to this guideline topic.

5.3.6 Water, Fish, and Irrigated Crops (860.1400) 

There are no proposed uses that are relevant to this guideline topic.

5.4 Food Residue Profile 

Crop Field Trials 

Brassica (cole) leafy vegetables and turnip greens: The available residue data are adequate to 

support addition of the proposed uses on Brassica (cole) leafy vegetables and turnip greens to the 

SC label. The residue data on Brassica were obtained using a DF formulation. The proposed 

formulation is a suspension concentrate (SC) formulation. Data can be translated from DF to SC 

formulations since the PHI is longer than 7 days (OECD Guideline for the Testing of Chemicals, 

Crop Field Trial, September 7, 2009). Residues in the Brassica leafy vegetables are generally 

less than the LOQ (<0.05 ppm). However, since detectable residues were found in one mustard 

green sample, HED recommends that the established tolerances of 0.1 ppm on turnip greens and 

the Brassica leafy vegetables crop group 5 be increased to 0.20 ppm. 

Peanuts: The available residue data are adequate to add band application to the SC label. The 

proposed use rate is the same maximum seasonal rate as the registered broadcast rate with a 

longer PHI (90 days instead of 40 days). The available residue data from the WP and WG/WDG 

formulations can be translated to the SC formulation since the PHI is longer than 7 days. The 

geographic representation including band and broadcast applications is adequate. Adequate 

storage stability data are available. The established tolerances (40 CFR §180.484) of 0.5 ppm on 

peanut is adequate. Based on the OECD tolerance calculation procedures, the 15.0 ppm 

established tolerance on peanut hay should be increased to 20.0 ppm. 

Rice: Use of the Flutolanil 40 SC formulation on rice was previously reviewed and 

recommended (D379515, A. Acierto, 10/8/10). HED has no objection to the minor rate change 

proposed for rice on the Flutolanil 40 SC label, i.e., to change the lowest application rate from 

11.8 to 12.0 fl oz/A (0.35 to 0.36 lb ai/A). The minor label revision (discussed under the 

Proposed Use Section above) does not require any additional residue data review. The 

established tolerance (40 CFR §180.484) of 7.0 ppm on rice grain is adequate. 

Processing Studies: Adequate processing studies are available for peanuts and rice. Residues 

concentrate in peanut meal (2x) and rice bran (1.4x) but do not concentrate in refined peanut oil 
Flutolanil Summary of Analytical Chemistry and Residue Data Barcode D413582 

Page 28 of 36 

or polished rice. There are no processed commodities associated with Brassica (cole) leafy 

vegetables or turnip greens. 

Storage Stability: Adequate storage stability data are available to support the storage intervals of 

the field trial residue samples for Brassica (cole) leafy vegetables and turnip greens, peanuts, and 

rice. The data show that residues of flutolanil and M-4 are stable under frozen storage for the 

storage durations of the samples. 

Meat, Milk, Poultry, and Eggs: Tolerances are established for residues of flutolanil and its 

metabolites converted to 2-TFBA in ruminant (cattle, goat, horse, and sheep) commodities at 

0.05 ppm for milk, 0.10 ppm for fat, 1.00 ppm for kidney, 2.00 ppm for liver, and 0.05 ppm for 

meat and meat byproducts, and in poultry commodities at 0.05 ppm for egg, fat, meat, and meat 

byproducts. Feeding studies are available on lactating cows and laying hens. Based on the 

feeding studies and the maximum reasonably balanced diets for livestock, the established 

livestock tolerances are adequate. 

Rotational Crops: Rotational crop restrictions and inadvertent residue tolerances have been 

established on the Flutolanil 40SC label (EPA Reg. No. 71711-28) based on the available 

confined and field accumulation studies. 

Since Brassica (cole) leafy vegetables and turnip greens are being registered on the 40SC label, 

the rotational crop restrictions for the Flutolanil 40SC label (EPA Reg. No. 71711-28) should be 

amended to include Brassica (cole) leafy vegetables and turnip greens under the 0-day rotational 

crop restriction interval. 

6.0 Tolerance Derivation

 No new tolerances were proposed; however, some tolerance revisions are recommended for 

plant commodities. No tolerance changes are needed for livestock commodities. 

Peanut Nutmeat and Hay (MRIDs 42742004 and 43175801) 

The Office of Economic Cooperation and Development (OECD) tolerance calculation 

procedures were used for calculating the recommended tolerance for the residues of flutolanil on 

peanut nutmeat and hay. The statistical goal of the tolerance calculation procedures is to produce 

a maximum residue limit (MRL) proposal in the region of the 95th percentile of the underlying 

residues distribution. 

 

The dataset used to determine a tolerance for flutolanil on peanut nutmeat and hay consisted of 

data from ten field trials representing one band or broadcast application at the rate of 1.9-2.2 lb 

ai/A/season with a 39 to 41-day PHI (MRIDs 42742004 and 43175801). Using the OECD 

tolerance calculation procedures, the recommended tolerances are 0.4 ppm for nutmeats and 20 

ppm for hay. HED concludes that the established tolerance of 15.0 ppm on peanut hay should be 

increased to 20.0 ppm. The established tolerance of 0.5 ppm on peanut is adequate. The 

calculator inputs are included in Appendix D. 

 
Flutolanil Summary of Analytical Chemistry and Residue Data Barcode D413582 

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Brassica (Cole) Leafy Vegetables and Turnip Greens 

The OECD calculator was not used on the Brassica leafy vegetables because most of the 

residues were <LOQ. Tolerances are established in 40 CFR §180.484(a) at 0.1 ppm on turnip 

greens and the Brassica leafy vegetables crop group 5. The tolerances for turnip, greens and 

Vegetable, brassica, leafy, group 5 should be revised to 0.20 ppm since one field trial contained 

a quantifiable residue of parent. 

Rice 

The residue data on rice were not reevaluated using the OECD calculator because the proposed 

label change is minor. The established tolerances on rice bran and grain are adequate. 

However, tolerances were established [40 CFR §180. 484(a)] on rice straw and hulls but 

tolerances on these commodities are no longer required (Table 1 Feedstuffs, June 2008). The 

established tolerances on rice straw and hulls should be removed from 40 CFR §180.484(a). 

References 

A. Acierto, 5/12/10, D371493, Flutolanil: Petition for Establishment of Tolerances for Use on 

Brassica (Cole) Leafy Vegetables Crop Group 5, Turnips and Ginseng. Summary of Analytical 

Chemistry and Residue Data. 

A. Acierto, 10/8/10, D379515, Flutolanil: Label Amendment Request for Use of a Flutolanil SC 

Formulation on Rice. Summary of Analytical Chemistry and Residue Data. 

E. Malone, 12/12/13, D414000, Tier I/II Estimated Drinking Waters Concentrations of 

Flutolanil for the New Uses on Peanuts (Banded Applications), Brassica Leafy Vegetables (Crop 

Group 5) Plus Turnip Greens, Turf and Ornamentals for the Product Convoy® Fungicide, and 

for Increased the Annual Rate on Turf for the Product ProStar® 70WP Fungicide 

(PC Code 128975; DP Barcodes D414000, D414001). 

 F. Fort, 11/26/07, D335050, PP#4F4342/PP#4H5711: Flutolanil (MONCUT 70WG) on Peanut 

RAC's. Evaluation of Analytical Methods and of Residue Data. MRID Nos. 431758 -00 thru -

12. DP Barcodes D213567 and D213570; CBTS Nos. 15323 and 15324. 

 G. F. Kramer, 1/12/94, D190879, PP# 3G04214/3H05672. Flutolanil in or on Peanuts. 

Evaluation of Residue and Analytical Data for an EUP and Temporary Tolerances. MRID#s 

427420-01 to -05. Barcodes D190879 and D190882. CBTS#s 11818 and 11819. 

 J. Garbus, 3/24/94, D190584, PP#3G4184/PP#3H5658: New Chemical EUP: Flutolanil 

(MONCUT 70WG) on Rice RAC's. Evaluation of Analytical Methods and of Residue Data. 

MRID Nos. 426066-01, 426066-03 thru 426066-14, and 426066-19. DP Barcodes D190584 and 

D190586; CBTS Nos. 11789 and 11790. 

 J. Garbus, 5/9/94, D201704, PP#3G4184/PP#3H5658: New Chemical EUP: Flutolanil 

(MONCUT 70WG) on Rice RAC's. Amendments Proposing Revised Sections Band F to Resolve 

Deficiencies noted in CBTS's Review. DP Barcodes D201704 and D201709; CBTS Nos. 13523 

and 13524. 

 
Flutolanil Summary of Analytical Chemistry and Residue Data Barcode D413582 

Page 30 of 36 

 J. Garbus, 5/4/95, D213567, PP#4F4342/PP#4H5711: Flutolanil (MONCUT 70WG) on Peanut 

RAC's. Evaluation of Analytical Methods and of Residue Data. MRID Nos. 431758 -00 thru -

12. DP Barcodes D213567 and D213570; CBTS Nos. 15323 and 15324. 

K. Rury, 10/13/10, D371200, Flutolanil: Human Health Risk Assessment for Flutolanil on 

Brassica Leafy Vegetables (Crop Group 5) and Turnip Greens. 

M. Ottley, 8/7/08, D349580, Flutolanil. Human Health Assessment Scoping Document in 

Support of Registration Review. 

 M. Xue, 12/10/99, D261391, PP# 6F4693 & PP# 4F04380, Flutolanil in/on Potatoes and Rice. 

Memo to the Metabolism Assessment Review Committee (MARC). 

 M. Xue, 1/6/00, No DP Barcode No., Flutolanil. HED Metabolism Assessment Review 

Committee (MARC) Meeting Held on 12-16-99. PC Code 128975. 

M. Xue, 2/1/00, D226667, PP#6F04693/PP#6H05749, Flutolanil in/on Potatoes, Potato 

Processed Commodities, Rice Grain and Rice Straw. Evaluation of Analytical Methods and 

Residue Data. 

S. Funk, 1/25/10, D364462, Flutolanil. Petition for Exemption from the Requirement for a 

Tolerance for Seed Treatment Use for Sugar Beet Commodities and for the Establishment of 

Tolerances for Seed Treatment Use for Cotton and Soybean Commodities. Summary of 

Analytical Chemistry and Residue Data. 

S. Funk, 9/7/10, D381713, Flutolanil: Petition for Establishment of Tolerances for Use on 

Brassica (Cole) Leafy Vegetables Crop Group 5 and Turnip Greens. Summary of Analytical 

Chemistry and Residue Data. DP# 381713: Revision of DP# 371493. 

 W. Wassell, 8/2/00, D267657, PP#6F04693/PP#6H05749, Flutolanil in/on Potatoes and Rice. 

Review of Storage Stability and Magnitude of Residue Data for Rice. 

Attachments 

Appendix A. Chemical Names and Structures 

Appendix B. Field Trial Geographic Distribution 

Appendix C. International Residue Limits Table 

Appendix D. OECD MRL Calculation Procedure Inputs/Outputs 

 
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Appendix A. Chemical Names and Structures 

TABLE A. Chemical Names and Structures of Flutolanil and Metabolites. 

Common name; 

Company code 

Chemical name Chemical structure 

Flutolanil; M-1 N-[3-(1-

methylethoxy)phenyl]-2-

(trifluoromethyl)benzamide 

M-2 N-[4'-hydroxy-3'-(1-

methylethoxy)phenyl]-2-

(trifluoromethyl)benzamide 

M-3 N-[3'-(2-hydroxy-1-

methylethoxy)phenyl]-2-

(trifluoromethyl)benzamide 

M-4 N-(3'-hydroxyphenyl)-2-

(trifluoromethyl)benzamide 

N

H

O

CH3

CH3

O

CF3

N

H

O

CH3

CH3

O

CF3

OH

N

H

O

CH3

O

CF3

OH

N

H

OH

O

CF3
Flutolanil Summary of Analytical Chemistry and Residue Data Barcode D413582 

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TABLE A. Chemical Names and Structures of Flutolanil and Metabolites. 

Common name; 

Company code 

Chemical name Chemical structure 

M-5 N-[3',4'-(dihydroxy)phenyl]-2- 

(trifluoromethyl)benzamide 

M-6 N-(3'-methoxy)phenyl-2-

(trifluoromethyl)benzamide 

M-7 N-(4'-hydroxy-3'-

methoxy)phenyl-2-

(trifluoromethyl)benzamide 

M-11 2-[[3-[2-

(trifluoromethyl)benzoyl]-

amino]phenoxy]propanoic acid

2-TFBA 2-(trifluoromethyl)benzoic 

acid 

 

N

H

OH

O

CF3

OH

N

H

O

O

CF3

CH3

N

H

O

O

CF3

CH3

OH

N

H

O

CH3

O

CF3

O

HO

O

CF3

OH
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Appendix B. Field Trial Geographic Distribution 

Table B. Geographic 

Representation 

NAFTA 

Growing 

Region 

Peanut 

Submitted Requested 

US 

1 

1A 

2 9 8/5 

3 1/1 

4 

5 

5A 

5B 

6 4 2/2 

7 

7A 

8 1 1/1 

9 

10 

11 

12 

13 

Total 14 12/9 

 
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Appendix C. International Residue Limits Table

Flutolanil (128975; 12/12/2013)

Table C. Summary of US and International Tolerances and Maximum Residue Limits 

US Canada Mexico1 Codex2

Residue Definition: 

40 CFR180.484 (a) 

flutolanil, N -(3-(1-

methylethoxy)phenyl)-2-

(trifluoromethyl)benzamide, and its 

metabolites converted to 2-

(trifluoromethyl) benzoic acid and 

calculated as flutolanil.

None For plant commodities, flutolanil. 

For animal commodities, flutolanil 

and transformation products 

containing the 2-trifluoromethylbenzoic acid moiety, expressed as 

flutolanil. 

Commodity Tolerance (ppm) /Maximum Residue Limit (mg/kg) 

Commodity US Canada Mexico1 Codex2

Peanut 0.5 

Peanut, hay 20.0 

Peanut, meal 1.0 

Rice, bran 10.0 10 (unprocessed) 

Rice, grain 7.0 2 husked 

1 polished 

Rice, hulls 25.0 

Rice, straw 10.0 10 

Turnip, greens 0.20 

Vegetable, brassica, leafy, 

group 5 0.20 

Completed: M. Negussie;12/12/2013 

1 Mexico adopts US tolerances and/or Codex MRLs for its export purposes. 

 
Flutolanil Summary of Analytical Chemistry and Residue Data Barcode D413582 

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Appendix D. OECD MRL Calculation Procedure Inputs/Outputs

Peanut Nutmeat (MRIDs 42742004 and 43175801) 

1.9-2.2 lb ai/A/season;39-41 day PHI 

Residues (mg/kg) n 

 < 0.05 2 

0.06 1 

0.1 1 

0.11 2 

0.12 1 

0.15 1 

0.17 1 

0.24 1 

 

 Flutolanil 

 Peanut Nutmeat 

 USA 

 1.9-2.2 lb ai/A/season; 39-41 day PHI 

 

 Total number of data (n) 10 

 Percentage of censored data 20% 

 Number of non-censored data 8 

 Lowest residue 0.050 

 Highest residue 0.240 

 Median residue 0.110 

 Mean 0.116 

 Standard deviation (SD) 0.059 

 Correction factor for censoring (CF) 0.867 

 

 Proposed MRL estimate 

 

 - Highest residue 0.240 

 - Mean + 4 SD 0.353 

 - CF x 3 Mean 0.302 

 Unrounded MRL 0.353 

 

 Rounded MRL 0.4 

 

 

 

 

 
Flutolanil Summary of Analytical Chemistry and Residue Data Barcode D413582 

Page 36 of 36 

Peanut Hay (MRIDs 42742004 and 43175801)

1.9-2.2 lb ai/A/season;39-41 day PHI 

Residues (mg/kg) n 

1.54 1 

1.62 1 

2.81 1 

3.34 1 

3.99 1 

4.77 1 

6.14 1 

8.48 1 

9.33 1 

12.89 1 

 

 Flutolanil 

 Peanut Hay 

 USA 

 1.9-2.2 lb ai/A/season; 39-41 day PHI 

 

 Total number of data (n) 10 

 Percentage of censored data 0% 

 Number of non-censored data 10 

 Lowest residue 1.540 

 Highest residue 12.890 

 Median residue 4.380 

 Mean 5.491 

 Standard deviation (SD) 3.712 

 Correction factor for censoring (CF) 1.000 

 

 Proposed MRL estimate 

 

 - Highest residue 12.890 

 - Mean + 4 SD 20.340 

 - CF x 3 Mean 16.473 

 Unrounded MRL 20.340 

 

 Rounded MRL 20