Zeta-Cypermethrin Summary of Analytical C h e mistry and R es idue Data O P Barcode 042 2 80 I

UN IT E D S TAT ES EN VIRO NM E N T A L PROT EC TIO N AGE NC Y

W AS HI N GTO N, D C 20460

M E MORAND U M

DAT E : 20 F ebru ary 2015 OF F I CE OF C HEMI CA L S AF E TY A N D
PO LL U TIO N PR EVENT IO N

SUBJECT: Z e t a

- Cy perm e thrin

. Pet i tion to Amend ( Incr ease) the Established T olerances

for the Insecticide in Field Co rn and Popcorn Stover

, and in Field Corn Forage.

S umm ary o f Anal y tical C h e mi s t ry and Re s idue D a ta

.

P C Co de : 129064

D e ci s i o n N umb e r: 492384

P e titi o n: 4F8290 DP Bar co d e: D42280 I

R eg i s tration N umb ers: 279-3125, 279-3126

, 279

- 3426

R eg ul a t ory A ction : Section 3

Ri s k Assess m e nt T y p e : NA

TXR Numb e r: NA C a se N umb e r: 2 1 30

CAS N umb e r: 52315-07-8

40 CF R : § 180.418 M R I D N umb e r: 4941220 I

F RO M:

T HR U :

T O: William T. Dr ew, Chemist

# ~ Risk Ass ess m e nt Branch II ( RAB2)

Dennis McNeilly

, Chemist

# ~........--- 

# fr'1

l..- 

# JV/. Health Effects Div i sion (HED)

, 7509P**~**

RAB2 / HED

, 7509 P

,_,.

Kab l e Davi s and Julie Chao, RM Team 3

Invertebrate and Vertebrate Branch 1 ( I VB l) Registration Division (RD)

, 7505P

Page 1 of 2 3Zeta-Cypermethrin Summary of Analytical Chemis try and Residue Data DP Barcode D4 2280 I

Tab l e of Contents

l .O Executive Summary

.............. ...... .. .. .......................... . .. .. .. .. .. .. .................................... .. .. .. ..... 4

2.0 Regulatory Recommendations

..................................... . ... . .................................................... 6

2.1 Data Defic i encies / Data Needs

................................ ...... .. . ................................................. 6

2.2 Tolerance Co n s id erations

......... ................. ........................................................................ 6

2

. 2

. 1 Enforcement Analytical Method/Multiresidue Methods

.......................................... 6

2.2.2 Recommended Tolerances

..................... .. ....... ... . .. .. .. ................................. .. . .. .......... 7

2.2.3 R ev i s i o n s t o P e titioned-For Tolerances

. ... . ... . .. .. . ..... ............ .... ...... ...... . .. .. .. . .. .. .. ....... 7

2

. 2.4 Int ernat i onal Harmonization

.............. . .................. .. . .. .. .. . ... ........... .. .. .. . .. .. . ............. .. . 7

2.3 L abel Reco1nmendations

..................................... ... . .. ............... ..... ................................... 7

2.4 Submittal of Ana l ytical Reference Standards ( 860.1650)

.......... ... .................................. 7

3 .0 Chemica l I dent i ty

.................................................... .. . ...... .. . .................................. .. .. . .......... 8

3.1 Nomenclature

.................. ...... .. .. .. .. ................. .. .. ... . .. .. .. . . ............................... .. . .. ............ .. 8

3.2 Ph ysicochem i ca l Character i st i cs

. ... . .. .. .......... ... . .. .. .. .. .. .. . .................................. . ... . .. . . . .. .... 9

3.3 Pe st i c id e Use Pattern/Directions for Use (860.1200)

. .. .. .. .. .. .. . ...... . .. .. ............... .... . .. .. .. .. . 9

4.0 Metabolite / D eg radate Residue Profile

............................. . .. . ... . ................... .. .. .. ................. I 0

4.1 Nature of the R esid ue

.......................................... ....... . .. ..................................... .. . .. ....... 10

4.1.1 Summary o f Plant and / or Li ves tock Metabolism (860 .1300 )

................................. I 0

4.1.2 Summary of Confined R otational Crops (860.1850)

............................... ..... .. .. ....... 11

4.1.3 Summary of Rat Metabolism

. .............. .. .. .. .. . ... .. ........ ......... .................... . .. .. . ... . .. .... 11

4.1.4 S umm ary of Enviro nmental D egradat ion

. .. .. . .. .. .. .................................. . .. .. . .. .. . ...... 12

5.0 Residue Pr ofi l e

............... . .. .. .. .. . ... .. .. .. .. .. .. .. .. .. .. .. .. .. . ....................................... . .. . .. .. .. . .......... 12

5.1 Residu e Analytical Methods (860. 1 340)

............................................. ........ ................. 1 2

5. 1

. 1 Data Co lle ction Methods

............................. ...... ..................................... ...... .......... 12

5.1.2 Mu l ti-Residue Methods (860.1360)

......... .. .. ....... . ..... .. . ........................... ...... .. . .. . .... 14

5.1.3 Tolerance E nforcement Met h ods

................. . .. .. .. .. .. . .. . ............................... .. . ...... .... 15

5.2 Sto ra ge Stabi li ty (860.1380)

. ... . ... .......... .. .. .. .. .. .. .. .. . ................................... .. . .. . .. .. . ......... 1 5

5.3 R esid u e Data

.................. ..... .. . .. .. .................. ... .. .. .. .. .................................. . .. .. .. . ............. 16

5.3.1 Crop Fi e ld Trials ( 860.1500)

.............. .. ......... . . .. ............ ........ ......... ........ ..... . ........ .. 16

5.3.2 F i eld Rotational Crops ( 860.1900 )

... ............................... ................. ............... ....... 17

5.3.3 Processed Food and Feed (860. 1520 )

....... .. .. ... . .. . ... .............................. .. . ...... ......... 17

P age 2 of 23Zeta

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Page 3 of 23 

### 5.3.4 Meat, Milk, Poultry and Eggs (860.1480)

................................ .............................. 1 8

5.3.5. Food Handling (860.1460)

................................ ................................ ...................... 1 8

5.3.6 Water, Fish and Irrigated Crops (860.1400)

................................ ........................... 18

5.4 Food Residue Profile

................................ ................................ ................................ ...... 18

6.0 Tolerance Derivation

................................ ................................ ................................ ......... 1 9

References

................................ ................................ ................................ ................................ ..... 19

Attachment 1: International Residue Limit Statu s

................................ ................................ ....... 2 1

Attachment 2: OECD Tolerance Assessment Calculations

................................ ......................... 22Zeta

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### 1.0 Executive Summary

Zeta

- cypermethrin (with CAS name ( S )

- cyano(3

- phenoxyphenyl)methyl

- 3

- (2,2

- dichloroethenyl)

- 2,2

- dimethylcyclopropanecarboxylate , and CAS number 52315

- 07

- 8 ) is a

broad

- spectrum, pyrethroid insecticide containing the same eight stereoisomers that are present in cypermethrin. However, zeta

- cypermethrin is enriched in the four insecticidally active S
isomers

, and contains ≤1% each of the inactive R isomers. Permanent t olerances for residues of

zeta

- cypermethrin, including its inactive R isomers, have been established in or on plant and animal commodities at levels ranging from 0.05

- 40 ppm (40 CFR § 180.418 [ a ][ 2 ] ). The most

recent previous residue chemistry summary document for zeta

- cypermethrin was completed in conjunction with a petition to increase use rates on alfalfa grown for forage and hay ( D416982 ; W

. T. Drew ; 31 October 2014 ).

Zeta

- cypermethrin is currently registered to FMC Corporation for use on a wide variety of food and feed crops, primarily as repeated foliar broadcast applications. In the current petition ( 4 F829 0 )

, FMC is proposing label amendments specifying decreased pre

- harvest intervals (PHIs)

for field corn and popcorn, from the current 30 days for grain and stover, and 60 days for forage, to 7 days for all of these commodities. FMC is also proposing to amend (by increasing) the currently established tolerances for zeta

- cypermethrin residues in field corn forag e of 0.20 ppm,

and in field corn and popcorn stover of 3 .00 ppm

. The label amendments would apply to three

end

- use products (EPs) . These EPs are Fury 1.5 EC Insecticide (EPA Registration #279

- 3125)

,

a n emulsifiable concentrate (EC ) formulation containing 1.5 pounds of active ingredient per gallon ( lb ai/gal ); Fury 1.5 EW (formerly Mustang) Insecticide ( EPA Registration # 279

- 312 6 ),
an emulsifiable water

- based concentrate (EW ) formulation containing 1.5 lb ai/gal; and F9114

EC Insect icide (EPA Registration #279

- 3426) , an EC formulation containing 0.8 lb ai/gal

.

In conjunction with the request ed decrease in PHIs for field corn and popcorn , FMC has proposed the amend ment of the existing permanent tolerances for residues of zeta

- cyper methrin in/on the following raw agricultural commodities (RACs), t o the tolerance levels listed below.

Corn, field, forage

................................ ................................ ............ 9 .0 ppm Corn, field, stover

................................ ................................ .......... 30.0 ppm Corn, pop, stover

................................ ................................ ............ 30.0 ppm

The recommend ed amended tolerances were derived by entering the submitted corn field trial data into the Organization for Economic Development and Cooperation’s (OECD’s) tolerance calculation procedure. FMC has not proposed to amend the current tolerances in field corn grain

or popcorn gra in

, as the field trial residue data submitt ed with the petition support the current

tolerances on these commodities.

This summary document addresses the data submitted in support of increasing the established

tolerances for residues of zeta

- cypermethrin in field corn forage, and in field corn and popcorn

stover listed in 40CFR §180.418[a][2]

.Zeta

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### Crop Field Trials : To support the requested increased use rate s , 15 field trials with zeta

cypermethrin were conducted on field corn to determine the resulting residues in grain, forage

and stover

.

Two trial sites consist ed of an untreated plot which produced single composite sample s , and one treated plot which yielded duplicate composite samples of grain , forage and stover

. Each treated plot received 1 in

- furrow application at a rate of 0.05 pound s of active ingredient per acre ( l b ai/A)

, followed by either 2 broadcast foliar applications (forage) or three applications (grain and stover)

, each at 0.05 l b ai/A

, for total application rates of 0.15 l b ai/A t o corn forage , and 0.20 lb

ai/A t o corn grain and stover. The zeta

- cypermethrin applied at the trials was formulated as either Fury 1.5 EC Insecticide or Fury 1.5 EW Insecticide

. Because the forage samples from

these trials were treated at the rate of only 0.15 lb ai/A , the forage results were not included in

the current review.

T hirteen trial sites included an untreated plot which produced single composite sample s , and 2 treated plot s, one of which provi ded duplicate composite samples of forage, and the other for duplicate composite samples of grain and stover

. Each treated plot received 4 foliar broadcast applications of zeta

- cypermethrin at a target rate of 0.05 lb ai/A per application

, for a total application rate of 0.20 lb ai/A

. The zeta

- cyper methrin applied at the trials was formulated as either Fury 1.5 EC Insecticide or Fury 1.5 EW Insecticide

.

The se ad equate field corn field trial data support a tolerance of 9.0 ppm in field corn forage, and

tolerance s of 30 ppm in field corn and popcorn stover

.

Residue Analytical Methods: Adequate tolerance enforcement methods are available for determining residues of cypermethrin

, alpha

- cypermethrin and zeta

- cypermethrin in or on plant (Method I) and livestock (Method II) commo dities. Both methods are gas chromatographic methods with electron capture detection ( GC/ ECD), and have undergone successful Agency method validations. Method I has a limit of detection (LOD) of 0.01 ppm, and Method II has LODs of 0.005 ppm in milk and 0 .01 ppm in livestock tissues. These methods are not stereospecific; thus no distinction is made between residues of cypermethrin (all 8 stereoisomers), zeta

- cypermethrin (enriched in 4 isomers) and alpha

- cypermethrin (enriched in 2 isomers)

.

The Januar y 1994 Food and Drug Administration (FDA) PESTDATA database ( PAM Volume I ) indicates that residues of cypermethrin are completely recovered (>80%) using multiresidue method Sections 302 (Luke), 303 (Mills, Onley, and Gaither) and 304 (Mills fatty food).

Storage Stability : Adequate storage stability data are available to support the storage durations and conditions of samples from the submitted corn field trial studies

.Zeta

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Page 6 of 23 

### Meat, Milk, Poultry and Eggs: The existing tolerance s for zeta

- cypermethrin of 40 ppm in

trefoil and lespedeza hay s are protective of the proposed upward revision of the tolerance s in

field corn forage to 9. 0 ppm

, and field corn and popcorn stover to 30 ppm. T he refore, the proposed de creased PHIs f o r field corn and popcorn will not result in the need to increase the

tolerances in livestock commodities

.

MRL Harmonization : There a re no Codex maximum residue limit s ( MRL s ) for cypermethrin, which includes both alpha

- and zeta

- cypermethrin

, established in corn forage or stover

. Canada’s Pest Management Regulatory Agency (PMRA) does not establish MRLs i n livestock

feedstuffs.

2.0 Regulatory Recommendations

HED has examined the residue chemistry database for zeta

- cypermethrin . Pending submission

of a revised Section F ( to propose tolerances in accordance with those recommended by HED )

, there are no residue chemistry issues that would preclude increas ing the currently established

tolerances for zeta

- cypermethrin residues of 0

. 2 0 and 3 .00 ppm in field co rn forage, and field corn and popcorn stover , respectively, to 9.0 and 30 ppm . The recommended tolerance s are listed in Table 2.2.2 , below

.

2.1 Data Deficiencies/Data Needs

None

.

2.2 Tolerance Con sid erations

2.2.1 Enforcement Analytical Method /Multiresidue Methods

Adequate tolerance enforcement methods are available for determining residues of cypermethrin

, alpha

- cypermethrin and zeta

- cypermethrin in or on plant (Method I) and livestock (Method II)

commodities. Both methods utilize GC /ECD , an d have undergone successful Agency method

validations . Method I has a n LOD of 0.01 ppm, and Method II has LODs of 0.005 ppm in milk and 0.01 ppm in livestock tissues. These methods are not stereospecific; thus no distinction is

made between residues of c ypermethrin (all 8 stereoisomers), zeta

- cypermethrin (enriched in 4 isomers) and alpha

- cypermethrin (enriched in 2 isomers)

.Zeta

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Page 7 of 23 

### 2.2.2 Recommended Tolerances

TABLE 2.2.2 Tolerance Summary for Zeta

- Cypermethrin

.

Commodity Proposed Tolerance (ppm) Recommended

Tolerance (ppm) Comments; Correct Commodity Definition Corn, field, forage 9.0 9.0
Corn, field, stover 30.0 30 Corn, pop, stover 30.0 30



### 2.2.3 Revisions to Petitioned

- For Tolerances

The current tolerance expression for zeta

- cypermethrin ( 40CFR §180. 418[a][2] ) is adequate, and includes both coverage and compliance statements for enforcement purposes.

Instead of the proposed tolerance s in field corn and popcorn stover ( 30. 0 ppm), HED recommends establishing the tolerance s at 30 ppm

. T he Agency establishes tolerances using

whole number s for tolerances of 10 ppm or more , per the OECD ’s User Guide ENV/JM/MONO(2011)2 for the OECD tolerance calculation procedure

.

2.2.4 International Harmonization

There are no Codex MRLs for cypermethrin, which includes both alpha

- and zeta

- cypermethrin, established in corn forage or stover. Canada’s PMRA does not establish MRLs in livestock

feedstuffs

, including corn forage or stover

.

2.3 Label Recommendations

None

.

2.4 Submittal of Analytical Reference Standards ( 860.1650 )

The analytical reference standard for zeta

- cypermethrin , with an expiration date of 31 Jan uary 2020 , is current ly available in the EPA’s National Pesticide Standards Repository (NPSR)

, per Email communication with Theresa Cole of the Biological and Economic Analysis Division’s (BEAD’s) Analytical Chemistry Branch ( ACB ) o n 1 8 March 201 5

. T he registrant is required to
maintain reasonable amount s of the analytical reference standard for zeta

- cypermethrin in the

NPSR as long as tolerance s remain published in 40CFR §180.418[a][2]

. When necessary, a n ew reference standard , or updated certificate of analysis (COA)

, should be sent to the ACB, which is located at Fort Meade, MD. It should be sent to the attention of either Theresa Cole or Thuy Nguyen at the address listed below, along with a letter of transmittal. Please note that the full

9

- digit Z IP Code is required , or the mail will be returned to the registrant.Zeta

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Page 8 of 23 

### USEPA
National Pes ticide Standards Repository Analytical Chemistry Branch/BEAD/OPP 701 Mapes Road Fort George G. Meade, MD 20755

- 5350

The letter of transmittal should include the assay of the standard, name of the analytical method used, a statement of principal imp urities, purification procedures employed, storage requirements, and special precautions for safe handling. Replacement of standards may be required periodically if supplies are exhausted, if the standards expire, or if decomposition occurs during storage. Material Safety Data Sheets (MSDSs) must accompany all analytical standards as specified by the Occupational Safety and Health Administration (OSHA) in 29CFR §1910.1200.

3. 0 Chemical Identity

Cypermethrin is a broad spectrum, pyrethroid insecticide, consisting of eight stereoisomers, each present at generally the same concentration (11

- 14%). Zeta

- cypermethrin is enriched in the four insecticidally active S isomers

, and contains ≤1% each of the inactive R iso mers. Alpha

cypermethrin consists of the two most insecticidally active of the four cis

- isomers of cypermethrin. They a re contact insecticide s that also work via ingestion

. Zeta

- cypermethrin is used to control a number of insects, such as beetles, aphid s and numerous Lepidoptera

. The

mode of action of zeta

- cypermethrin in the target organism is via modulation of the nervous system ’s sodium channels, resulting in death. The chemical structure and nomenclature of zeta

cypermethrin are listed in Table 3 .1, and its physicochemical properties are presented in Table

3 .2 (below).

3.1 Nomenclature

TABLE 3.1 Zeta

- Cypermethrin Nomenclature. Compound

Common name Zeta

- c ypermethrin Company experimental name FMC 56701

Molecular formula C 22 H 19 Cl 2 NO 3 Molecular weight 416.3Zeta

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Page 9 of 23 TABLE 3.1 Zeta

- Cypermethrin Nomenclature.

IUPAC name ( S )

- α

- cyano

- 3

- phenoxybenzyl (1 RS ,3 RS ;1 RS ,3 SR )

- 3

- (2,2

- dichlorovinyl)

- 2,2

- dimethylcyclopropanecarboxylate

CAS name ( S )

- cyano(3

- phenoxyphenyl)methyl

- 3

- (2,2

- dichloroethenyl)

- 2,2

- dimethylcyclopropanecarboxylate CAS registry number 52315

- 07

- 8

End

- use product s (EP s ) Fury 1.5 EC Insecticide (EPA Registration #279

- 3125) Mustang Insecticide (EPA Registration #279

- 3126) F9114 EC Insecticide (EPA Registration #279

- 3426)



### 3.2 Physic oc hemical Characteristics

TABLE 3.2 Physicochemical Properties of Zeta

- Cypermethrin

.

Parameter Value Reference Melting point/range (oC) 53.2

- 56.3 FAO Monograph pH (1% aqueous suspension) 4.5 MRID #46971402 Density (g/mL at 25oC) 1.219 Water solubility (ppb at 25oC) 45

Solvent solubility Miscible in acetone, acetonitrile, methylene chloride, and toluene Vapor pressure (mm Hg at 25oC) 1.9 x 10

- 9 Dissociation constant, pK
a Not available Octanol/water partition coefficient (Log [K OW ]) >6 UV/visible absorption spectrum Not available



### Zeta

- cypermethrin is a so lid under ambient conditions

, and has very low volatility. The compound has a ve r y low solubility in water, and is m i s ci bl e i n many organic solvents

. I ts octanol/water partition coefficient suggests that accumulation of zeta

- cypermethrin in fatty

tissues is possible

.

3.3 Pesticide Use Pattern/Directions for Use (860.1200)

FMC is proposing label amendments specifying decreased PHIs for field corn and popcorn, from the current 30 days for grain and stover, and 60 days for forage, to 7 days for all of these commodities. FMC is also proposing to amend (by increasing) the currently established

tolerances for zeta

- cypermethrin residues in field corn f orage of 0.20 ppm, and in field corn and popcorn stover of 3.00 ppm. The label amendments would apply to three EPs. These EPs are Fury 1.5 EC Insecticide (EPA Registration #279

- 3125), an EC formulation containing 1.5 pounds of active ingredient per gallo n (lb ai/gal); Fury 1.5 EW Insecticide (EPA Registration

#279

- 3126), an EW formulation containing 1.5 lb ai/gal; and F9114 EC Insecticide (EPA Registration #279

- 3426), an EC formulation containing 0.8 lb ai/gal.

Because F9114 EC contains zeta

- cypermethr in with a higher cis / trans ratio, it is applied at rates which are only half those of the Fury 1.5 EC and Fury 1.5 EW formulations. T he proposed

revised use directions are summarized in Table 3.3 , below

.Zeta

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Page 10 of 23 TABLE 3.3 Summary of Proposed Use Directions for Zeta

- Cypermethrin on Field Corn and P opcorn

. Application Type; Equipment 1 Single Use

Rate (lb ai/A) Max.

Uses P er Season Max.

Seasonal Use

Rate (lb ai/A) PHI 2

(Days) Use Directions
, Application

Timing, and Limitations 3

Fury 1.5 EC and Fury 1.5 EW End

- use P roducts Foliar; ground

, aerial or chemigation e quipment. 0.0 16

- 0. 05 NS 4 0. 2 7 Minimum RTI 5 of 3 days. May be applied via chemigation

. F 9 1 14 EC End

- use Product Foliar; ground, aerial or chemigation equipment. 0.0 08

- 0.0 2 5 NS 0.1 7 Minimum RTI of 3 days. May be applied via chemigation.

1

. For g round application, a pply in a minimum of 10 gallons of water per acre (GPA ) . Do not apply through any

ultra

- low volume (ULV) spray system. For a erial application, a pply in a minimum of 2 GPA. For

c hemigation, u se only through sprinkler systems, including center pivot, lateral move, end tow, side (wheel) roll, traveler, big gun, solid set, or hand move irrigation systems. Do not apply through any other type of irrigation system.

2. PHI = Pre

- Harvest Interval.

3

. Begin applications when insect pest populations reach economic threshold levels

. 4. NS = Not Specified.

5

. RTI = Re

- Treatment Interval.



### Conclusion s: The proposed u se directions for application on f ield c orn and p opcorn are sufficient to allow for evaluation of the submitted residue data relative to the proposed use
pattern s

.

4.0 Metabolite/Degradate Residue Profile

4.1 Nature of the Residue
HED MARC Determination of Residues of Concern (D269584; Y. Donovan; 3 November 2000)



### The nature of the residue in plants and animals is adequately understood. HED ’s Metabolism

Assessment Review Committee (MARC) concluded that, in the case of cypermethrin and zeta

cypermethrin, the parent compound is the only residue of con cern (ROC) to be included in the tolerance expression and used for dietary risk assessment, including drinking water. The MARC
also concluded that the metabolite DCVA ( 1

- (RS)

- cis

- trans

- 3

- (2,2

- dichlorovinyl)

- 2,2

- dimethylcyclopropanecarboxylic acid ) need no t be included in the risk assessment and, therefore, can be waived in future cypermethrin

, a lpha

- cypermethrin and zeta

- cypermethrin residue studies. This decision regarding DCVA does not extend to other pyrethroids which generate this

metabolite. Each su ch insecticide needs to be examined individually with respect to DCVA.

4.1.1 Summary of Plant and / or Livestock Metabolism (860.1300)

Data have been submitted and reviewed depicting the metabolism /degradation of zeta

cypermethrin in numerous crops and the environment. HED has determined the plant andZeta

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Page 11 of 23 

### livestock ROCs for purposes of tolerance enforcement and risk assessment ; see Table 4.1.1 ( below )

.

Table 4.1.1 Summary of Zeta

- Cypermethrin Residue Definitions for Use in Risk Ass essment and the

Tolerance Expression.

Matrix Residues Included in Risk

Assessment Residues Included in Tolerance Expression

Plants Primary crops Zeta

- cypermethrin Zeta

- cypermethrin

Rotational crops Zeta

- cypermethrin * Zeta

- cypermethrin *

Livestock Ruminants Zeta

- cypermethrin Zeta

- cypermethrin

Poultry Zeta

- cypermethrin Zeta

- cypermethrin Drinking water Zeta

- cypermethrin Not applicable * At this time, there are no tolerances established in rotational crops; however, HED has determined that, should such a tolerance become necessary in the future, the ROC would be the parent compound only.



### Conclusion s : The nature of the residue in plants and animals has been adequately delineated.

4.1. 2 Summary of Confined Rotational Crops (860.l850)
Residue Chemistry Summary Document D379486; E. Holman; 20 September 2012



### The HED Chemistry Chapter of the Cypermethri n reregistration eligibility decision ( RED )

document reported that adequate confined and limited field rotational crop studies are available for cypermethrin (D289422; W. Donovan; 25 September 2003) . The results of the limited field rotational crop study indicate that residues of cypermethrin and its metabolites were nondetectable (<0.01 ppm) in/on the rotational crop commodities of leafy vegetables, root and tuber vegetables, and cereal grain crops that were planted 30 days after the soil plots were treated with cypermethrin at 0.5 lb ai/A (1.7 X the maximum s easonal rate). The study supports the

labeled plant

- back interval ( PBI ) of 30 days, and no additional rotational crop data are required for cy permethrin. This conclusion also applies to zeta

- cypermethrin.

4.1. 3 Summary of Rat Metabolism

Risk Assessment Document D378897, D385242, D397298 ; E. Holman ; 12 October 2012 ( 0 E7717,
0 E7804 )



### Major biotransformation products from single

- and repeated

- dose rat metabolism studies included oxidation of the methyl group on the acid moiety, hydroxylation at the 4’

- position of the alcohol moiety, cleavage of the ester linkage, and conjugation with sulfuric and glucuronic acid. However, in the case of cypermethrin, radiolabel ed residues in the feces are largely unmetabolized parent (>90% parent).

The metabolites identified in the plant metabolism studies are either found as metabolites in the animal studies, or are intermediaries in the metabolic pathways elucidated in animals; therefore,

there are no ROCs in plant studies, nor are there any unique metabolic pathways in the plant, that are not represented in the rat metabolism study.Zeta

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Page 12 of 23 

### 4.1. 4 Summary of Environmental Degradation

EFED Memo D378901, D385246 ; I. Maher ; 22 February 2011



### Based on similarities in the chemical properties and toxicological endpoints, environmental fate and ecotoxicity data are bridged between racemic cypermethrin

, and the enriched isomeric mixtures (alpha

- cypermethrin and zeta

- cypermethrin). There is a complete environmental fate

database for zeta

- cypermethrin.

Zeta

- cypermethrin is expected to have little mobility in soil surfaces (Koc ≥ 20,800 L/kg)

, and

leach ing into groundwater is not expected to be an important transport process. Volatilization is not expected to be an important transport process either, since zeta

- cypermethrin has a relatively low vapor pressure and Henry ’ s Law constant. Zeta

- cypermethrin is moderately persistent in the

environment

, and degrades through a combination of biotic and abiotic mechanisms. Zeta

cypermethrin is relatively stable to hydrolysis at acidic and neutral pH levels, but degrades in a few days under alkaline conditions ( pH 9, half

- life of

~ 2 days). Zeta

- cypermethrin is relatively light stable, but still undergoes photolysis in water, with half

- lives of about a month or more in distilled water. The rate of photolysis appears to be enhanced in natural waters (which contai n photosensitizing agents like humic and fulvic acids), where the accelerated degradation results in

half

- lives of a few days. Zeta

- cypermethrin photo

- degrades on soil with dark control corrected

half

- lives of ~128 days. Under both aerobic and anaerobic soil conditions, zeta

- cypermethrin biodegrades relatively slowly in soils, with half

- lives on the order of about 2 months. In contrast, under aerobic and anaerobic aquatic metabolism conditions, the degradation rate is enhanced, with half

- lives of around 9 to 17 days. If released to water, zeta

- cypermethrin partitions to sediment and may degrade slowly. Major degradates observed in laboratory studies result from cleavage at the ester moiety of zeta

- cypermethrin, which formed 3

- (2,2

- dichloro

ethenyl)

- 2,2

- dimethylcyclopropanecarboxylic acid (DCVA) and 3

- phenoxybenzaldehyde. The

latter is further oxidized to 3

- phenoxybenzoic acid (3

- PBA). Another product observed in the soil photolysis study only was cyperamide.

5.0 Residue Profile

5.1 Residue Analyti cal Methods (860.1340)

5.1.1 Data Collection Methods

MRID s # 474405 01 and 49412201



### MRID #47440501 : Residues of zeta

- cypermethrin in treated and control samples of field corn grain and stover were determined using an analytical method that was similar to the method reported in FMC report P

- 3441, Magnitude of the Residues of zetaCypermethrin in/on Dried Shelled Pea, Succulent Pea, and Edible

- Podded Pea Treated with Fury 1.5 EW or Fury 1.5 EC

Insecticide

. Briefly, the samples were prepared by chopping and homogenizing the entire fieldZeta

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Page 13 of 23 

### sample, then removing a subsample for analysis. Subsamples were maintained frozen from receipt at the analytical facility until extraction for analysis. The method involve d solvent

extraction (twice) with acetone/water (7 : 3

, v : v ) , after which the supernatant wa s decanted and

combined . An aliquot wa s partition ed with hexane

, followed by concentration of the hexane phase . This wa s clean ed up with a silica gel cartridge

, and analy zed via GC/ECD

. The method limit of quantitation (LOQ) was validated at 0.05 ppm in field corn grain

, and at 0. 1 0 ppm in

field corn stover. The LOD varied from 0.01 to 0.04 ppm during the study

, based upon the specific linear calibration equations for a given set.

A Hewlett Packard (HP) HP

- 6890 GC/ECD in s plitless injection m ode , equipped with an HP

7673A autosampler and a J&W Scientific DB

- 5 (5% phenyl

- methylpolysiloxane) capillary column, was used for the determination of zeta

- cypermethrin. The carrier gas was heli um. An

HP

- 5890 GC in splitless injection mode , equipped with an HP

- 7673A autosampler and a J&W

Scientific DB

- 35MS (5% phenyl

- methylpolysiloxane) capillary column coupled to a mass selective detector operating in selected ion monitoring mode was used for t he confirmation of

zeta

- cypermethrin residues. The carrier gas was helium.

TABLE 5.1.1.1 Summary of Concurrent Recoveries of Zeta

- Cypermethrin from Field Corn Grain and

Stover (MRID # 47440501 )

. Matrix Spike L evel (ppm) Sample S ize (n) Range of Recoveries (%) Mean ± S td . D ev

. (%) Field corn g rain 0.050 3 67, 88, 78 7 8 ± 11

Field corn

s tover 0.100 1 86 83 ± 11

0.4 0 0 1 92

2.00 1 71



### MRID #49412201 : Residues of zeta

- cypermethrin in treated and control samples of field corn grain , forage and stover were determined using an unidentified method . Briefly, the homogenized sample was extracted using acetonitrile (ACN)

, and a wrist

- action shaker. The

extract was centrifuged

, and the supernatant was filtered through glass wool. The extraction was repeated twice more

, and the three extracts were combined. The final volume was adjusted with ACN, and t he diluted sample was then analyzed via liquid chromatograph y with tandem mass spectrometric detection ( LC/MS/MS )

. The validat ed LOQ of 0.05 ppm was established in all

three matrices. The LOD was reported a s 0.01 ppm.

The analyses for zeta

- cypermethrin were conducted using an 

### Applied Biosystems API 4000

LC/MS/MS equipped with a Phenomenex Synergi Fusion RP (reverse phase) column, employing grad ient elution using two mobile phases (methanol containing 4 mM ammonium formate, and water containing 4 mM ammonium formate).Zeta

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Page 14 of 23 TABLE 5.1.1. 2 Summary of Method Validation and Concurrent Recoveries of Zeta

- Cypermethrin from

Field Corn Grain
, Forage and Stover (MRID # 49412201 ).

Matrix Spike Level (ppm) Sample Size (n) Range of Recoveries (%) Mean ± Std. Dev. (%)

Method Validation Recoveries

Field corn grain 0.0 50 3 83, 89, 8 8 86 ± 3

0. 5 0 0 3 84, 8 5, 83 8 4 ± 1

Field corn forage 0.0 50 3 81, 7 6 , 80 7 9 ± 3

0. 5 0 0 3 71, 77, 7 2 7 3 ± 3

Field corn

stover 0.0 50 3 92, 90, 86 89 ± 3

0. 5 0 0 3 80, 9 0, 9 4 8 8 ± 7

Concurrent Recoveries

Field corn grain 0.0 50 14 103

, 7 2, 7 4, 77

, 74

, 8 4, 111

, 7 5,

111

, 89 , 96, 81

, 111

, 68 8 8 ± 16

5

. 0 0 14 8 4, 114 , 98, 93, 92, 98, 104

, 81

, 104

, 100 , 85, 98

, 104 , 98 97 ± 9

Field corn forage 0.0 50 11 8 8, 9 1, 7 1, 8 8, 104

, 8 8, 78, 7 3, 98, 88, 6 9 85 ± 11

5

. 0 0 11 9 6, 86, 88, 109 , 94, 109 , 95, 91

, 96, 109

, 123 100 ± 11

Field corn

stover 0.0 50 14 9 4, 8 2, 78, 7 3, 9 5, 82

, 7 1, 80

, 84

, 90

, 84

, 80

, 7 1, 80 8 2 ± 8

5. 0 0 14 94 , 94, 9 2, 8 8, 124

, 128 , 81, 110

, 8 3, 8 3, 83, 110 , 81, 100 96 ± 16

25.0 2 83, 83 83*

* Standard deviation is not calculated for sample sets where n < 3.



### Based on recoveries of zeta

- cypermethrin from m ethod v alidation and/or laboratory

- fortified control samples, the analytical method s demonstrated acceptable accuracy and precision for the matrices analyzed (see Tables 5.1.1.1 and 5.1.1.2, above). The recoveries were all within the generally recognized acceptable range of 70

- 120% , except for two from grain at 67 and 68 %

, one from forage at 123%, and two from stover at 124 and 12 8%

.

Conclusions: Adequate method valid ation data have been submitted o n the GC/ECD and

LC/MS/MS method s used for the determ ination of zeta

- cypermethrin residues i n field corn

matrices from the field trial studies

. No additional data are required in support of th e s e data

collection method s

.

5.1.2 Multi

- Residue Methods (860.1360)
Residue Chemistry Summary Document D379486; E. Holman; 20 September 2012



### The January 1994 Food and Drug Administration (FDA) PESTDATA database ( PAM Volume I ) indicates that residues of cypermethrin are completely recovered (>80%) using multiresidue method Sections 302 (Luke), 303 (Mills, Onley, and Gaither) and 304 (Mills fatty food).Zeta

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Page 15 of 23 

### 5.1.3 Tolerance Enforcement Methods
Residue Chemistry Summary Document D379486; E. Holman; 20 September 2012



### Adequate tolerance enforcement methods are available for determining residues of cypermethrin

and zeta

- cypermethrin in or on plant (Method I) and livestock (Method II) commodities. Both

methods are GC / ECD methods, and have undergone successful Agency meth od validations.

Method I has a n LOD of 0.01 ppm, and Method II has LODs of 0.005 ppm in milk and 0.01 ppm in livestock tissues. These methods are not stereospecific; thus no distinction is made between residues of cypermethrin (all 8 stereoisomers), zeta

- cypermethrin (enriched in 4 isomers) and alpha

- cypermethrin (enriched in 2 isomers)

. The method s can be obtained from the Analytical Chemistry Branch of the Biological and Economic Analysis Division (ACB/BEAD).

5.2 Storage Stability (860.1380)

MRIDs # 47440501 and 49412201



### The field corn grain, forage and stover samples from th ese studies were stored f o r durations of
2.9 to 11 months , from the date of sampling to analysis. A p revious frozen storage stability

stud y conducted with cypermethrin sorghum grain, hay and green chop (MRID #43464001) indicated that cypermethrin was stable for intervals of up to 36 months under frozen storage

conditions. Thus, it can be concluded that zeta

- cypermethrin was stable in field corn grain, forage and stover for the durations that the samples were held in frozen storage during these

studies.

TABLE 5.2 Summary of Storage Conditions.

Matrix Storage Temperature (°C) Actual Storage

Duration ( Months ) 1 Interval of Demonstrated Storage Stability ( Months )

MRID #47440501 Field corn grain

- 18 10 36 2
Field corn forage 11

Field corn stover 10

MRID #49412201 Field corn grain

- 10 2. 9 36 2
Field corn forage 3.6

Field corn stover 2.9

1. Storage duration between harvest and analysis

. 2. S torage stability data for s orghum g rain, hay and green c hop ( MRID # 43464001 ).



### Conclusions: There are no storage stability issues associated with the field corn field trial studies. Therefore, no corrections for potential decline during storage are needed in reviewing

the residue studies submitted for zeta

- cypermethrin in field corn grain, forage and stover

.Zeta

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Page 16 of 23 

### 5.3 Residue Data

5.3.1 Crop Field Trials (860.1500)

MRIDs # 47440501 and 49412201



### FMC has submitted data for 15 field trials with zeta

- cypermethrin on field corn to determine the resulting residu es in field corn grain, forage and stover

. Two field trial studies were co nducted, with one comprised of 2 tri al sites, and the other comprised of 1 3 trial sites . The results of the

studies are summarized below , and a summary of the residue data is presented in Table 5.3.1 (below)

.

MRID # 47440501 : Supervised field trials were conducted in 2002 at two locations in North American Free Trade Agreement ( NAFTA ) Growing Zone 5

, with one trial in Illinois and the

other in Nebraska. Fury 1.5 EC was applied at the IL trial

, and Fury 1.5 EW was applied at the

NE trial. T he trial sites consisted of an un treated plot which produced single composite sample s , and one treated plot which yielded duplicate composite samples of grain

, forage and stover. Each treated plot received 1 in

- furrow application at a target rate of 0.05 lb ai/A, followed by

either 2 bro adcast foliar applications (forage) or three applications (grain and stover), each at 0.05 lb ai/A, for total application rates of 0.15 lb ai/A to corn forage, and 0.20 lb ai/A to corn grain and stover. Applications were made in spray volume s of 2.4 to 10 .9 gallons per acre (GPA) , with no adjuvant

. S amples were collected at a PHI of approximately 7 days. Because the forage samples from these trials were treated at the rate of only 0.15 lb ai/A, the forage

results were not included in the current review.

No residues of zeta

- cypermethrin were detected in the control grain , forage or stover samples

collected from the untreated plots

, with the exception of several corn forage samples, with

residues observed at 0.02 ppm (t he LOD in corn forage ranged from 0.01 to 0.02 ppm )

.

Residues of zeta

- cypermethrin in field corn stover samples ranged from 0.4 2 to 0. 92 ppm in samples collected 7 days after the last application. No residues were detected in grain samples

from the study

.

MRID # 49412201 : Supervised field trials were conducted in 201 3 at 13 locations in NAFTA

Z ones 1, 2, 5 and 6

, representing major commercial field corn growing regions in the USA. At

7 of the tri als, the treated plots received applications of Fury 1.5 EC , and a t six of the trials, the treated plots received applications of Fury 1.5 EW. The trial sites consisted of an untreated plot which produced single composite sample s , and 2 treated plots, one of which provided duplicate composite samples of forage, and the other for duplicate c omposite samples of grain and stover. Each treated plot received 4 foliar broadcast applications of zeta

- cypermethrin at a target rate of 0.05 lb ai/A per application, for a total application rate of 0.20 lb ai/A. Applications were made in spray volumes of 10.8 to 23.1 GPA , with no adjuvant . Samples were collected at a PHI of approximately 7 days.Zeta

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Page 17 of 23 

### No residues of zeta

- cypermethrin were detected in the control grain, forage or stover samples collected from the untreated plots, with the exception of 2 sa mples having residues observed at

non

- quantifiable levels (<0.05 ppm) just above the LOD of 0.01 ppm

.

Residues of zeta

- cypermethrin in field corn forage samples ranged from 0.683 to 7.09 ppm in samples collected 6

- 8 days after the last application. Res idues of zeta

- cypermethrin in field corn stover samples ranged from 0.215 to 17.6 ppm in samples collected 6

- 8 days after the last application. No residues were detected in grain samples from the study

, with 5 exceptions not exceeding the LOQ ( < 0.05 ppm)

.

TABLE 5.3.1 Summary of Residue Data from Field Corn Field Trials with Zeta

- Cypermethrin (MRID s

# 47440501 and 49412201 ). Commodity Total Use Rate

(lb ai/A) 1 PHI

(Days) Residue Levels (ppm)

n 2 Min. Max. H AFT 3 Median Mean Std. Dev.

Field corn grain 0. 2 0 6

- 8 15 <0.05 <0.05 <0.05 0.05 0.05 0 Field corn forage 0.20 6

- 8 13 0.683 7.09 6. 30 2.5 4 2.5 9 1.61

Field corn stover 0.20 6

- 8 15 0.215 17.6 15.9 3.61 4.76 4.39 1. Target application rate ( 4 x 0.05 lb ai/A)

. 2. Except for sample min/max, values reflect per trial averages; n = number of field trials. For calculation of median, mean and standard deviation, the LOQ (0.0 5 ppm) was used for any results reported as <LOQ.

3. HAFT = Highest Average Field Trial.



### Conclusion s : The submitted fi eld corn field trial data are adequate , and support an increase of

the establ ishe d tolerance in field corn forage from 0 .2 0 to 9.0 ppm, and an increase of the

tolerances in field corn and popcorn stover from 3 .00 to 30 ppm

.

5.3.2 Field Rotational Crops (860.1900)
Residue Chemistry Summary Document D379486; E. Holman; 20 September 2012



### The HED Chemistry Chapter of the Cypermethrin RED ( D289422; W. Donovan; 25 September

2003 ) reported that adequate confined and limited field rotational crop studies are a vailable for cypermethrin. The results of the limited field rotational crop study indicate that residues of cypermethrin and its metabolites were nondetectable (<0.01 ppm) in/on the rotational crop commodities of leafy vegetables, root and tuber vegetable s, and cereal grain crops that were planted 30 days after the soil plots were treated with cypermethrin at 0.5 lb ai/A (1.7X the maximum seasonal rate). Th is study supports the labeled PBI of 30 days, and no additional rotational crop data are required fo r cypermethrin. This conclusion also applies to zeta

cypermethrin.

5.3.3 Processed Food and Feed (860.1520)

Because there are no processed commodities associated with corn forage or stover , processing

studies are not required for the current petition

.Zeta

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Page 18 of 23 

### 5.3.4 Meat, Milk, Poultry and Eggs (860.1480)
Residue Chemistry Summary Document D379486; E. Holman; 20 September 2012 OCSPP Residue Chemistry Test Guideline 860.1000, Table 1 Feedstuffs; ChemSAC; 30 June 2008



### The increased tolerances in field corn forage

, and field corn and popcorn stover

, will not have an impact on the existing livestock commodity tolerances

. T hese livestock commodity tolerances were established at levels determined largely due to the potential for residues in other commodities ( trefoil hay and lespedeza hay) with higher tolerances

, and which also constitute a greater percentage of the estimated livestock diet , based on the most recent EPA guidance on dietary feedstuffs (revised OCSPP Residue Chemistry Test Guideline 860.1000, Tab le 1 Feedstuffs; ChemSAC; 30 June 2008).

Conclusion : N o changes t o the existing tolerances i n livestock commodities are required for the current petition.

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

The data submitted in support of the current action (PP#4F8290) along with previously reviewed data, are adequate for purposes of risk assessment and tolerance assessment for the proposed

amended uses under review. Maximum residues of zeta

- cypermethrin ar e expected to occur at moderate levels (up to 9.0 ppm in field corn forage, and up to 30 ppm in field corn and popcorn stover) from the shorter PHIs on field corn and popcorn proposed in the current petition.

Z eta

- cypermethrin residues (when above the L OQ) generally tend to decline or remain stable with increasing PHI, and do not increase to any significant degree. Following foliar applications,

zeta

- cypermethrin is present primarily as surface residues ; translocation does not appear to be

extensive

. In general, zeta

- cypermethrin residues do not tend to concentrate in processed fractions, other than via dehydration or from surface residues.

R esidues of zeta

- cypermethrin are not expected to accumulate above the LOQ in rotational crops planted at PBIs of 7 days following application of zeta

- cypermethrin to primary crops.Zeta

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Page 19 of 23 

### 6.0 Tolerance Derivation

The recommended amended tolerances were derived by entering the submitted field corn field

trial data into OECD’s tolerance calculation procedure. The ra tionale for the proposed

amendment of the establishe d tolerances in field corn forage, and field corn and popcorn stover

, is listed in Table 6.0, below.

Instead of the proposed tolerances in field corn and popcorn stover (30.0 ppm), HED recommends establishing the tolerances at 30 ppm. The Agency establishes tolerances using whole numbers for tolerances of 10 ppm or more, per the OECD’s User Guide

ENV/JM/ MONO(2011)2 for the OECD tolerance calculation procedure

.

Codex has not established MRL s in corn forage or stover . Codex MRLs are established for cypermethrin, which includes both alpha

- and zeta

- cypermethrin. A lthough the US and Codex

residue definit ions differ formally, they are effectively harmonized

, since the tolerance

enforcement methods are not stereo

- specific, and thus do not distinguish between residues of cypermethrin, zeta

- cypermethrin and alpha

- cypermethrin. For enforcement purposes, the s ame moiety is being regulated.

Canada’s PMRA does not establish MRLs in livestock feedstuffs

, such as corn forage and stover

.

An International Residue Limit Status s heet is appended as Attachment 1

.

T ABLE 6.0 Tolerance Recommendations for Zeta

- Cypermethrin. Commodity Existing

Tolerance (ppm) Proposed Tolerance (ppm) Recommended

Tolerance (ppm) Comments; Correct

Commodity Definition
40CFR §180. 418 [a] [2] Corn, field, forage 0.20 9.0 9.0 Based on the submitted

field corn field trial data

. Corn, field, stover 3.00 30.0 30 Corn, pop, stover 3.00 30.0 30



### References

Zeta

- Cypermethrin. Petition to Amend (Increase) the Established Tolerances for the Insecticide in Alfalfa Hay and Forage. Summary of Analytical Chemistry and Residue Data. ; D416982 ; W.T. Drew; 31 October 2014

Zeta

- Cypermethrin. Petitions for Use on Tropical Fruit, Artichoke, Barley, Oat, Rye, Buckwheat, and Pistachio. Summary of Analytical Chemistry and Residue Data. Petition

Num bers OE7717 and OE7804. ; D379486; E. Holman; 20 September 2012.Zeta

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Page 20 of 23 

### OECD MRL Calculator: User Guide ; ENV/JM/MONO(2011)2; Organisation for Economic Co

operation and Development, Environment Directorate Joint Meeting of the Chemicals Committee and the Working Party on Chemicals, Pesticides and Biotechnology; 1 March 2011.

Cypermethrin and Zeta

- Cypermethrin

-- Conclusions of the Meeting of Metabolism Assessment

Review Committee (10/10/00). ; D269584; Y. Donovan; 3 Novembe r 2000.

Zeta

- Cypermethrin

- Human H ealth Risk Assessment for New Poultry House Use and Agricultural Uses on Tropical Fruit, Artichoke, Barley, Oat, Rye, Buckwheat, and Pistachio ; D378897, D385242, D397298; E. Holman; 12 October 2012.

Drinking Water Assessment for Zeta

- Cypermethrin for New Food Use on Globe Artichoke, Barley, Buckwheat, Oats, Rye, Pistachio, Avocado, Papaya, Star Apple, Black Sapote, Mango, Sapodilla, Canistel, and Mamey Sapote. (Petition # 0E7717 and 0E7804) ; D378901, D385246; I. Maher; 22 February 2011

.

PP#9F6037

. Request for the use of Zeta

- cypermethrin on Sugar Beets, Sugarcane, Corn (Field , Seed, Pop), Green Onions. Cypermethrin Storage Stability and Residue Decline on Alfalfa (PP# 4F4399). Metabolism of Cypermethrin in Sugar Beet. Evaluation of Analytical Ch emistry and

Residue Data. ; D257955, D260798, D265459; W.D. Cutchin; 22 May 2001

.

Cypermethrin (PC Code 109702) HED Chemistry Chapter of the Reregistration Eligibility Decision (RED): Summary of Product and Residue Chemistry Residue Data. Reregistratio n Case 2130. ; D289422; W. Donovan; 25 September 2003.

Revisions of Feedstuffs in Table 1 of OPPTS Test Guideline 860.1000 and Guidance on Constructing Maximum Reasonably Balanced Diets (MRBD) ; ChemSAC ; 30 June 2008.

Attachments

A ttachment 1: International Residue Limit Status sheet

. Attachment 2: OECD Tolerance Assessment CalculationsZeta

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Page 21 of 23 

### Attachment 1: International Residue Limit Statu s

.

Zeta

- cypermethrin (PC Code 129064 ) Summary of US Tolerances and International Maximum Residue Limits.

Residue Definitions US (40CFR §180. 418[a][2] ) Canada Codex

Plants /livestock : Z eta

- cypermethrin ( S

- cyano(3

- phenoxyphenyl) methyl ( ±
cis

- trans )

- 3

- (2,2

- dichloroethenyl)

- 2,2

- dimethylcyclopropanecarboxylate)

. ( Canada does not establish MRLs i n livestock feedstuffs. ) C ypermethrin (sum of isomers).

Commodity 2 Tolerance

(ppm) 3 Commodity MRL (mg/kg) Commodity MRL (mg/kg)
Corn, field, forage 9.0
Corn, field, stover 30 Corn, pop, stover 30

Completed: W.T. Drew; 1 February 2015

. 1. Mexico adopts US tolerances, and/or Codex MRLs, for its export purposes. 2. Includes only commodities of interest for this action. 3. Tolerance values are those recommended by HED, not those proposed by the petitioner.Zeta

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Page 22 of 23 

### Attachment 2: OECD Tolerance Assessment Calculations

F ield C orn Forage

0.829

4.320

4.605

2.570

2.590

2.535

6.295

1.240

2.725

1.290

1.950

1.725

0.967

Zeta

- cypermethrin
Field Corn Forage

USA 0.20 lb ai/A, 7

- day PHI

Total number of data (n) 13
Percentage of censored data 0%

Number of non

- censored data 13

Lowest residue 0.829
Highest residue 6.295

Median residue 2.535

Mean 2.588
Standard deviation (SD) 1.613
Correction factor for censoring (CF) 1.000

Proposed MRL estimate

- Highest residue 6.295

- Mean + 4 SD 9.038

- CF x 3 Mean 7.763

Unrounded MRL 9.038

Rounded MRL 9Zeta

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Page 23 of 23 

### Field Corn S tover

11.775

8.755

15.900

3.305

2.215

4.045

1.530

3.610

5.020

0.319

3.190

4.150

6.440

0.730

0.480

Zeta

- cypermethrin

Field Corn Stover

USA 0.20 lb ai/A, 7

- day PHI

Total number of data (n) 15
Percentage of censored data 0%

Number of non

- censored data 15

Lowest residue 0.319
Highest residue 15.900

Median residue 3.610

Mean 4.764
Standard deviation (SD) 4.393
Correction factor for censoring (CF) 1.000

Proposed MRL estimate

- Highest residue 15.900

- Mean + 4 SD 22.335

- CF x 3 Mean 14.293

Unrounded MRL 22.335

Rounded MRL 30