### UNITED STATES ENVIRONMENTAL PROTECTION AGENCY W ASHINGTO N , D
. C
. 204 60



### MEMORAN D U M D ate : 0 5/ 19/2 01 5 OFF I CE OF CHEMICAL SAFETY AND POLLUTION PRE V ENTION

Subject: 

### Hexy thia zox . P et it io n fo r the Establ i s hm e nt of Pe rm ane n t To l e r ances a nd Registrati on for Use on 

### Pepper /E gg plant su b g roup 8-108 an d Wheat. S umm ary of Ana l ytica l C h e mi stry a nd Res id u e D a t a.

PC Code: 128849 Decision No.: 495311. 495616 Petition No.: 4 F 83 I 5 Risk Assessment T ype: NA TXR No.: NA MRJD No.: See Below DP Barcode: 0427236 Regis tration No.: I 0163

- 251 Regu l atory Ac t ion: R egistra t ion R ev i ew Case No.: 7404- 1 CAS No.: 78587-05-0 40 CF R : 40 CFR 1 80.448

# ~i·,~~**~~ t~:** **~~:·;:;~ ;**  7509 P)

# ~**~** Through : 

### Michae l Metzger, C hi ef : , ( /) () /) 

# OFrom: 

# Co/vi /I S

RAV VNII; H E D (7509 P) ,., 

## i{_

# ~ '/_ 

# ' To: 

### Olga Odiott, Ri s k Ma na ge r Ma rk S u a rez , Pr od u c t Mana ge r Meredith Laws , C hief In sec ti c id e Bran c h Ri sk Ma n age m e nt Di visio n ( M a il S to p ) Summary of S u bmit1 ed Res idue C he m istry St u dies O CS PP 860 MRID S e ri es N umb e r R e fe r e nc e T itl e Guid e lin e 860.1000, Magnitude of the R esidue of Hexyt hi azox in W h eat Aspirated 860.1500 & 49472901 4947290 l .der.docx Gra in Fractio n s A n d Processed Co m mod it ies Fo ll ow in g O n e

860. 1520 Fo li a r Aool ica ti o n o f O n ager® I E Mi t ic ide (20 I 3) Magn itu de of the R es idue of H exyt hi azox in or o n 860
. 1000 & 49465401 4946540 I
. der.docx Greenhouse Grown Bell Pepper Raw Agricultural

860
. 1500 Com m oditie s Following One F oliar Application ofOnage r® IE or Hexygon ® 50 D F M itic ide--2013

Page l o f 1 5Hexythia zox Summary of Analytical ChemistTy and Residue Data Barcode 0427236


### Table of Co nt e nt s 1.0 Execu tive Summary
........................................................................................ . . ...... . ... ........ 3 2.0 Regulatory Recomme n dations
.. .. ... . .......................................................................... . .. .. .. . .. 3 2. 1 Data Deficiencies/Data Needs
.......................................................................................... 3 

### 2.2 Tolerance Cons id erations
................................................................. .. .. . .. .. .. . .................... 

### 3 2
. 2 .1 E n forcement Analytica l Method
.................................................. .. .. .. . .. .. . .. . .............. 

### 3 2.2.2 Recommended Tol erance s .. . ... .. .. .. .. .................................. . .. .. .. . ................ ... . . .. .. .. . .. .. 3 2.2.3 Revisions to P et ition e d-For To le ran ces ............. . .. .. ........................... .. . .. .. .. . .. .. .. . .. . .. . 4 2.2.4 Internatio n a l Harmoni zati o n . .. .. .. ... . ... .. .. .............. .. .. ..... .. .. ................... .. .. .. . .. .. . .. .. .. . .. 4 3.0 In troduction
... . . .. . .. .. . .. .. .. .. . .. .. .. .. .. .. .. ... . ............................................................... .. .. .. . .. . .. ... . .. 4 3. 1 C he 1 nica l Identi ty . .. . .. .. .. .. .. . ... . .. ... . .. ... .. .. .. .. .. ................... . ........................... ......... . .. .. .. . .. ... 

### 5 3.2 Ph ys ica l /C hemical C h arac t e ri stics
.. .. ... .. .. .. .............................. . .. .. .................... . .. . .. .. .. . .. .. 5 3.3 Pesticide Use Pattern/Directions for Use (860. 1 200)
.................. . .. .. .. . .. ..... ................... .. . 6 4.0 Metabolite/Degradate Residue Profil e ................................................. . ...... . ................ . ... . .. 

### 6 4.1 Nature of the Residue
......................... ............................................... ........................ ....... 

### 6 4.1.1 Su mmary of Plant Metabolism ( 860.1300)
.. .. .......... .................. ............. .. . ...... . .. ...... 6 4.3 Re s idue s of Concern Summary and Rationa le ............................. . ... .. . .. .. . ........................ 

### 7 5.0 R es idue P rofile
................................................................................... .. .. . .. .. .. .. . .. ................. 

### 7 5.1 Res idue Ana l ytica l Meth ods (860.1340)
...................... ..................... ..... ...... .. .. . .. .. . .. .. . ..... 

### 7 5. 1.1 Data Co ll ecti on Methods
.................................................... . ... . .. .. .. . .......................... 

### 7 5.1.3 T o le r ance E nf o rc e m ent M ethod s ..................................................... .. . ... . .. . ... . .. . .. .. . ... 

### 7 5.3 Re s idue D ata .............. . .. ... . ... ......................................................... . . ..... . . ................... .. . .... 8 5.3. 1 Cro p Fie ld Trials (860.1500)
................................................ . .. .. . ...... . .. . .. .. .. .. . ........... 8 5.3.3 Pro cessed Food and F eed (860. 1 520)
............................................. . .. . .. .. .. .. . .. . ... ....... 9 5.3.4. l Dietar y Burden
............................................ .. . ... . ... . ..... .. .. .. . .. .. . ...... . .. .. ............. I 0 5.3.4.2 Esti m ated Secondary Residues in Li vestock
................................ .. . ...... . .. .. ..... 11 5.3.5. Food H and lin g (860.1460)
.. ..................................................................... . .. ..... . ... .. . 12 5.3.6 Water , Fish , and Irrigated Crops ( 860.1400 )
................................................. . .. .. . ... 12 6.0 Tolerance D e rivation
................................................................................. .. .. . . .. .. ... .......... 12 Appendix 

### 1
. Field Trial Geographic Distribution .............................................................. .. . ... . .. . 13 Appendix 

### 2. Int e rnational Residue Limits Table
.................................................... .. . .. .. .. . .. .. .. ..... 14 Append i x 

### 3. OECD 

### MRL Calcu lati on Proced ur e Input s/O utput s ............ . .. .. .. . .. .. ....................... 15

Pa ge 2 of 1 5Hexythia zox Summary of Analytical Ch e mistry and Re s id u e Data Barcode 04 27 236 

### 1.0 E xecutiv e S ummary The Onager® Miticide labe l w ill be amended to include the use of he xythi azox o n w heat. The r eg i stra nt ( Gowan Co m pany) ha s pe ti tio ne d (PP # 1 F7934) for t he Age n cy to estab l ish a tolerance on wheat, a lfa l fa, and timothy. Data was s ubmitt e d in s upport of th e to l e ra nce establ ishme nt howe ver, a proc essi ng s tud y was re quir e d to s how if res idu es of hexyt h iazo x c oncentrate in processed wheat co mm odit ies . T he Gowa n Co mp a ny has s u b m itted a w h eat processing s tud y that was require d in orde r to esta b l ish a tole ranc e under 40 CFR 180.448 (c) for residues of hexythiazox o n w heat ; forage , h ay , st raw, and grain. A l so, th e He xygo n ® Miticide la bel will permit th e use of hexythi azox on pepper / eggp lant s ubgro up 8-IOB. Gowan has s ubmitted th e mag ni tude of the res idu e s tud y for hexyth iazo x on g re e nhou se grown be ll pepper s. 

### 2.0 R e gul a tory R eco mmendati o n s There are no r es idue chemistry cons id e rati o n s that wo u ld preclude gra ntin g the req ues ted registration and estab l i s hing the recomm e nded t o lerance s for he xythiazo x o n wheat and pepper/eggplant s ubgroup 8- 1 OB. The s p ec ifi c to l e ranc e reco mm e n dat i ons are discu ss e d in 2
. 2, and label m o difi cat ion s are d i sc u sse d 

### in sec ti on 2
. 3
. 

### 2 . 1 D a ta Deficienci es/ D a ta N eed s No data deficiencies h ave be e n discovered at thi s time. 

### 2 .2 Tol e rance C on s id e ration s 2 .2 . 1 E nfor ce me nt A nal y tical Meth o d He xythiazox and it s m e t abol i tes are not co n s i stent l y recove r e d through FDA ' s multi-residu e method s . No data we re pr ovi d e d , or ar e re q ui red , for r ecovery t h roug h ot he r common mult i

residue methodology. An adequate HP LC/UV analytica l metho d i s avai lable for the e nforce m ent of to l e rances for residues of he xythiazox and it s metabo l i t es containing th e PT

- 1- 3 moiety in c rop and li vestock commodities. T h is me thod is li s ted in th e U.S. EPA Ind ex of R es idue Analytical Methods under hexythia zox a s method AMR-985-87. The s p ec ifie s of th e method are det a iled in Sec tion 5 .1.3 of th i s memorandum. 

### 2.2.2 Recomm e nded T o ler a nce s T olera nces currently es tab li s he d unde r 40 C FR 

### § I 80.448 co mply with th e 

### HED Int e rim Gu idan ce on Tolerance Exp ress io ns (S. Knizner , 5/ 2 7 / 09) ; therefor e , no re vis io n s are recommended t o the res idue d efi nition
. Table 2.2
. 2 , below s ummari zes th e r eco mm e nded tolerance leve ls and commodity defin it io n s required to s upport th e propo se d new and revi sed u ses in c luded in thes e p e tition s.
Page 3of 15Hexythiazox Summary of Analytical Chemistry and Residu e Data Barcode 04 27236

Gowan Company ha s s ubmitted a tolerance pet iti on for hexythiazox on wheat forage, hay, grain , and s tra w in agreement with the HED recommended tolerances from th e pa st residue chemistry rev iew (D396862 , D. Drew, 06 / 18/2 01 2). Asp irated gra in fraction s (AGF) tolerance i s estab li shed at 5 .0 ppm which is g reater than th e HAFT (0.17 ppm ) multipli ed by th e processin g factor (8 .5 x) from th e recently submitted processi n g study (494790 1.d er.docx, K.King , 04/14/ 2015)
. Tolerances were establ i shed for combined residues of hex yt hia zox and its metabolites co nt aining th e (4-chlorophen y l )-4 -m e thyl- 2

- oxo - 3

- thiazolidine moiety. Table 2.2.2. Tolerance S umm ary for He xyth ia zox. Commod ity E s tabli s hed/Proposed H EO- Recom mended Comme nts To lerance (ppm) Tolerance (ppm) (co rr ect commoditv definition) Wheat, Forage 6.0 6.0 Wheat , forage (E PA Zo ne 11 on ly)* Wheat , Hay 30 30 Wheat , ha y (E PA Zone 11 only)* Wheat , Gra in 0.02 0.02 Wheat , grain (E PA Zone 11 only) Wheat, Straw 8.0 8.0 Wheat, straw (E PA Zone 11 only)• AGF 5.0 

## -- Grain , aspirated fractions Pepper /E ggplant 8-1 OB 1.5 1.5 Peooer / E!?.!?.olant subgroup 8-1 OB *Recommended tolerance ba s ed on outcome ofO ECD MRL calcula tion from 2012 memo 0396862. The Organization for Eco n om ic Cooperation a nd Dev e lop m ent maximum re sid ue limit (OECD MRL) was calcu lated for Onage r® Miticide w i th th e 20 1 3 g reenho u se be ll pepp e r data as we ll as previously sub mitted b e ll pepper average field trial data wi th th e sa m e app li ca ti o n rate ( D 404573& 4 1 0813 , D. Davi s , 05 / 02/ 20 1 3). Th e ca lculate d MRL i s 0.5 ppm w hi ch i s les s th an the established tolerance of 1 .5 ppm from th e 40 CF R 

### § 18 0.448 for pepp e r / eggp lant subgroup 8- 1



### OB. The submitted field trials w ith H exygon ® Mit icide applications s h owe d va lues th at were less than the calculated MR L and are not expected to exceed the established tolerance fo r peppe r /eggp lant subg roup 8-1 

### OB. 2.2.3 Revisions to Petitioned-For Tolerances T he re are no differ e nc es from the p e tition ed -fo r-to leranc es a nd the to le ra n ces that are b e in g recommended by H ED. 

### 2.2.4 International Harmonization The re are no established Co de x MRL s for a n y c rop gro up be applied with hexythiazo x. 

### 2.3 Label Recommendations There are n o lab e l r eco mmendations at thi s time. 

### 3.0 Introduction Hexythiazox, tran s-5-( 4-chloropheny l)

-N -c yc lohexy l-4-methyl- 2 -ox o thiazo lidine-3

- carbox amide , i s an ov ic id e/ miticide used to control mites on a var iety of fruit and nut crops.

Page 4 of 1 5Hexythiazox S u m m ary of A n a lyt ica l C he mi s try a n d Res id u e D a t a Barco d e 0427236 Hexythi azox i s a co ntact p es ti c id e w hi c h ac hi eves co nt ro l of eggs o r i mm a ture m i tes vi a d i rec t co ntac t or co n tact wi th trea ted s ur faces. The c he mi cal structure a nd no me ncl a ture of h exythi azox a nd it s co mmon m o ie ty , PT -1

- 3 i s shown i n Tab le 3
. I. Th e ph ysicoc he mi ca l pro p e 1 1 ies of the techn ical grade hexyth iazox ar e presented in Table 3.2. 

### 3. 1 C h e mi ca l Id e nti ty

T a bl e 3
. 1. N om e n c lat ur e o f H exyt hi a z ox. Compound 

# N,,lND H 3 C



## - Cl

### ~ 

## /; SAO H

Common name Hexythiazox Compa n y ex p e rim e nt a l n ames DPX- Y 5893, NA

- 73 IUPA C name (4RS,5RS)-5-( 4-chloropheny l)

- N-cyc lohex y l-4

- methyl-2-oxo-1 ,3- thiazo l id ine-3- carboxamide CAS n a m e t rans-5

- ( 4-c h lorop henyl)-N

- cyc lohexy 1-4-meth y l-2-oxo-3- th iazo l idinecarboxamide CAS # 78587

- 05-0 End-use p r od u ct/EP I lb/ ga l EC (EPA Reg . No. 10 163-277; Onager® Ovicide/Miticide) Compound H .C J H N ( 4-ch lorophenyl)-4-methy l-2

- 

# f**~** SAO oxo-3-thiazo li dine moiety Cl

- Common name PT- 1-3 moiety Chemical name 5-( 4-ch lorophenyl)-4-methyl-thia zo l idin-2-one


### 3
. 2 P h ys i c a l/C h e mi ca l C h a r ac t e ri s t i c s T ab le 3
. 2. P h y s i coc h e mi ca l P ro p e r t ies of H c xy t hi a z o x P aramete r Va lue Reference ' Melting poin t/ range ( ° C) I 08.0-108.5 ° C 00143533 pH NI A Den s ity (g/cm 3 ) 1.289 at 25 ° C 00143533 Wat er solubility 0.12 ppm 44006301 Solvent solubi l ity g/L 00143533 c hl oroform 1 379 xylene 362 acetone 160.0 ace t o ni tr il e 28.6 n-hexane 3.9 methanol Page 5of 1 5Hexythiazox Summary of Analytical Chemisrry and Re s idue Data Barcode 0427236
Tab l e 3.2. Phy s icochemica l Pr o p e rties of H exyt hi azox Parameter Value R efere nce ' Vapor pre ss ure**10·~** mm H g at 25 °C 44006301 Dissociation constanr (P K a) NI A Octanol / water partition coefficient Log(Kow) 560 (average) 0143533.00146531 UV/ visible absorption spectrum Maximum at 223 nm in N I A ( mol ecular absorption coefficients) aceto nitrile , no absorption in the v is ible ra nge. 1 References and values as cited in the p et iti o n materials for PP #9 F7556 a nd PP# 9F7549. 3.3 Pe sticide Use Pattern / Directions for Use ( 860 . 1200 ) Table 3.3. Summary of Propo sed Directions for Use ofl-lexythiazox. Applic. Timing , For mul ati on App li c. Max. No. Max
. Seas onal PHI Use D irections Type , and E quip. [EPA R eg. Rate Applic. per Applic. Rate (days) and Limitations No.] (lb ai/ A) Season ( lb ai/ A) Wheat Use against Foliar by Ground Banks grass mite Application , Air Onager® IE on wheat , Miticide 20 I 20 14 including emmer Application , or [I 0163-277] wheat and

Chemigalion triticale (West of the R ockies) Pepper /Eggplan t Subgroup 8-1 OB Used against Tetran ych id Mi tes, Pacific Foliar by Ground H exygon® spider mite , and Strawberry Application. Air 50 OF 653.4 I 653.4 I spider mite on Application was Miticide subgroup 8-1 OB

not s pecified [10163-251] (including greenhouse p lants grown for transplant) 

### Conclusions. Labels are adequate to allow evalu at i on of the residue data re lative to the proposed use. No lab el chan ges are required at this ti me. 4.0 Metabo lit e/Degradate Res idue Profile 4 . 1 Nat ure of the Re s idu e 4 . 1.1 S ummary of Plant Metabo li sm (860.1300) Residue Chemistry Memo 0377982 , 1 1/29 / 10, 0. Davis ( PP #9F7549) The nature of the residue in p lants has been adeq u ately addressed and no additional data is requir ed. Page 6of15Hexythiazox Summary of Analytica l Che mi s try and Resid u e D ata Barcode D427236


### 4.1.2 S ummary of Li vest ock Metabolism and Re s idue s of Concern (860.1300) Residue Chemistry M e mo D 3779 82 , 11 /29/ 10 , D. Davi s ( PP #9F7549) Re s idue Chemistry M emo D 396 862. 6 / 18/ 12. D
. Drew (P P# I F7934) The n a ture of the resid u e in live s tock h as been adeq u ate ly addressed a nd n o add i tio n a l d ata i s required. 

### 4.1.3 S ummary of Confined Rotational Crops and Residues of Co nc e rn (860.1850) R esidue Chemistry Memo DP # 360414, 08/ 17 1 09, D. Davi s ( PP #7E7182) Re s idu e Che mi stry M emo DP # 347948, 02114 /08 , T. Bl oe m ( PP # 5 F69 53) Re s idue Chemistry Memo , DP #s 247631 and 260343, 03 1 20 12000, G. Kramer Res idue Chemistry Me mo , DP # s 404573 and 4108 1 3, 05 1 02 /2013, D. D avis ( P P#2F8054 and 2E 801 6) Additiona l co nfin ed rotati o nal crop d a t a are n o t requi red at this tim e. 

### 4.3 Re s idues o f Concern S ummary and Rational e Re s idue C he mi stry Memo D 3779 8 2, 11 / 291 10 , D. Davi s ( PP # 9F7549) Re si due Chemistry M e mo D396862 , 6 / 18 1 12 , D. Drew ( PP # l F79 34) 

### Table 4 .3. Summary of Metabolites and Degradates to be included in the Ri s k Assess m e nt and To l e rance Ex press ion M atrix Res idue s in c lu ded in Risk Assessment Pl ants Primary Crop Hexyt hi azox and m e t abo lit es Rotatio nal Cro p He xythiazox and metabolites Livestock Ruminant Hexythiazox and metabo l ites Poultry Hexyt hiazo x and metabolite s Drinking Water 

### 5.0 Res idue Profile 5.1 Re s idue A nal y tic a l Methods (860.1340) 5.1.1 D ata Collection Methods 4879870 l.d e r , 4 1 23113, D. Davi s (pepper) R es idues in cl ud ed in Tol e rance Expressio n 

### N

I A N

I A N

I A N

I A Not Applicab le

The residue anal ytical methods used to ge nerate pepp er field trial da t a ha ve been ade quatel y va li dated and are acce ptable for data co ll ectio n purpo ses . 

### 5.1.3 Tolerance Enfor ce ment Methods An adequa te HP LC/UV ana lyti ca l meth od i s avai labl e for th e e nforceme nt of tolerances for res idues of hexythiazox a nd it s m etabolites co nt aining th e PT-1-3 moi e t y in crop and liv estock


### Page 7o f1 5Hexythia zox Summary of Anal y ti cal C hemistry and Re s idue D ata Barcode 042 723 6

comm o d iti es. This method i s li s ted in the U.S
. EP A Ind ex of Residue Analytical Method s und e r he xythi azox as method A MR

- 985

- 87. B riefl y , re s idu es are extracted three t im es with methanol (watery crops , li v estock tissues , egg s . and milk) o r methanol:water (80:2 0 , v:v ; low wate r- co nt ent crops) and centrifuged ; for milk , NaC l i s a dd e d to the fir s t a liquot of m e than o l. For crop sa mp les , exce pt oily crops , the combined extracts a r c concentrated , and combi ned with ac id i fied water (p H 2) and dichlorom e thane ( D CM) ; NaC l i s added , a nd the phases are a ll owed to se par ate. Th e DCM ph ase i s collected , a nd the extract is parti ti o ned agai n with D CM. Th e DC M phases are combined and s ubjected to base hydrol ys i s with 0.1 N NaOH so lution and NaCl to convert re s idues of he xythiazox and metabo lit e s to PT-1-3. Following pha se se p arat ion , the aqueous phase is partitioned with DCM , and th e DCM phase s are co mb i ned. Fo r li ves tock comm od iti es and oily crops , following in i tial partitionin g w ith D CM as de sc ribed abov e , th e co mbin e d DCM phas es are p art i tioned with hexane (2x) , and the hexane phases are combined and partit ione d with hexa ne-satura te d acetonit ril e (ACN; 2x). The resulting ACN phases are co mbin ed and concentrated at 60 ° C , and 0.1 N NaOH solut io n i s added to the hot extract to co nvert re s idues to P T-1-3. After 30 minute s . water and NaC l are added , and the res ultin g a queo u s so luti o n i s partition ed wi th D CM (2x) , and the D C M pha ses are comb in e d. The res ultin g DCM pha ses for a ll commodities are cleaned up by ge l p e rm eation chrom atog raphy (citrus on ly) and silica co lumn chromatography. For s ili ca column c lean- up , th e D C M phase is concentrated and parti t io ned with hexa n e (2x) , and th e resulting hexane pha se is ap p l ie d to the si li ca co lumn ; residues are eluted with eth y l acetate:hexane (20 :80 , v:v). The el uat e is co ncen trated and ad ju ste d to volume with ACN/ water for HP LC / UV anal ys i s. Residues are ex pressed in term s of hexyt hiazo x u s in g a molecul ar w e i g ht co nve rs ion factor of 1 .55. Th e m e th od LOQ i s 0.02 ppm. 

### Conclu s ions . Acce pta bl e metho dolog y i s ava il a bl e for tol e ran ce e nfor ce m e nt purposes fo r residu es of concern in/on a ll the co mm odities that are the subject of this memorandum. 

### 5. 3 R es idu e D at a 5 .3.1 C ro p F i e ld T ri al s ( 860 . 1500 ) 4946540 I .d e r . docx. 04/ 14/2015 , K
. King (pepp e r ) Gowan Company submitted fie ld trial data for hexythi azox on g ree nh ouse grown be ll peppers . Two side-by-side field trials we r e conducted in th e United S ta t es during the 20 1 3 grow in g seaso n in the No rth American F re e Trade Agree m en t (NAFTA) grow in g reg i o n s 3 (FL) and I 0 (CA). Tab le 5
. 3. 1 shows the fi e ld trial u ses a nd res idue s d a ta for the two tr ial s. Eac h trial

Page 8of15Hexythiazox S umm a r y of Analytical C hemi stry a nd R esid ue Data Barcode 0427236
Table 5.3.1. Summar of R esidues from Field Tr ia ls with H exyth iazox. App lie. Residues (p pm ) C rop Ana lyte Rate PHI 

# . Matrix ( lb (days) n Min. t Max. t LAFT' H AFT' Median 

# . Mean 

# . s o · ai/acre)

Pepper / Eggplant, S ub gro up 8- 1 O

B , 0.1875 lb s ai/ A , I da y PH I On ager® Bell Hex y thi IE I 2 0.174 0.456 0. 1 92 0.437 0.3 1 4 0.3 1 4 0.173 P

e pper azox Miti cide (0.1875) Hex ygo n Bell Hexythi ® 50DF I 2 0.139 0.363 0.149 0.302 0.200 0.225 0.108 Pepper azox Miticide (0. 1 875) t Values based o n total number of sa mple s. ·Va lue s based on per-tria l averages. LAFT = Lowe s t /\verag e Field Trial. HAFT = Hi ghest Average Field Trial. SD = S tandard De viation
. For computation of the LAFT. l l AFT. median. mean. and s tandard de v iation. value s< LOQ arc assumed to be at the LOQ
. 

### Conclusions The be ll p e pper fie ld trial s are co n s idere d s cientifically accep table
. T he re s ult s of the st ud y s h owed that follow in g a sing l e ap p li cation of 0.1875 lb s ai/A w ith a 1 day PHI , h exyt hi azox residues in bell pepper ranged from 

### O. I 74-0.456ppm (O na ge r®) and 

### O. l 39-0.363ppm ( H exyg on ®)
. Adequate s t o rage s tabilit y dat a are available to s upport s amp le storage durati o n s and conditions
. 

### 5.3 . 3 Processed Food a nd Fee d ( 860.1520) 4947290 l.d er.docx, 04 / 14 / 2015 , K.King (wheat) Gowan Company sub mi tted a processing study with hexythiazox o n w heat. One field tria l was conduc ted in the U nited Sta te s durin g th e 20 1 3 grow in g season in the En v ironmental P rotect ion Agency (E PA ) reg ion 

### 11. T a bl e 5.3 .1 s h ows th e field tri a l u ses and res idue data fo r this trial.

Table 5.3.3. R es idu e Data from th e Wh ea t Process in g Study with H exvth iazox. Processed Total Rate PHI H exythiazox Re s idues ( oom) Processin g Factor2 RAC Com modity lb a i/ A (day) Analyte 1 Average' Analyte I Medi an3 (g ai/ ha) Grain (RA C) ND,ND <0.02

-- 

### -- Wheat AGF Ix 0. 1 7 1, 0. 1 68 0. 170 > 8.5 NA Grain (RAC) 0.0009 , ND 0.02 

## -- -- Bran 0.009 , 0.012 < 0.02 NC NA Wheat Flour 5x ND , ND < 0.02 NC NA Middling s ND , ND < 0.02 NC NA

S hort s ND , ND < 0.02 NC NA Germ 0.011 , 0.010 <0.02 NC NA 1 ND = Nondc t cc tabl e (< LOO)
. TI1e LOQ was 0.02 ppm , and the LOO was 0.007 ppm. Re s idues between the LOO and LOQ arc in parenthes es. The LOQ was used for re s idue s < LOQ in calculating average residues and proce ss ing factor s. 2 Process in g Facto r = [Measured re s idue for analyte in the proce ss ed fraction] I !Measured re s idue for analy te in the RACJ
. C =

o t calculated: re s idue s "ere below the LOQ in the R/\C and processed fraction
.. 3 Median proc essi ng factor is N/\ (no t appl i cable) beca u se th ere was only one proce ss ing tri al.



### P age 9 of 1 5Hexythiazox Summary of Anal yt ical Chem i stry and Residue Data Barcode D427236 

### Conclusions Processing studies we re completed at l x the app li cation rate and at 5x the app l ication rate. A co m parison of Ix w heat gra in (RAC) and as pi rated g ra in fr ac ti o n (AGF), in dica ted that hexyth iaz o x resi du es c on ce n tra te in AGF (p r oc e ss in g fa c t or o f > 8.5x)
. At the 5x pl ot, res i d u es of hexyt h iazox were be low LOQ i n/o n sampl es of w heat g r a in and p rocesse d co mm o d ities so processi n g factor s were not ca lc u lated. 

### 5.3.4.1 D i etary Burden

Table 5.3.4.1. Ca lculation of Dietary B urden s of Hexythiazox Residue s to Livestock. Indica te if % Dry H AFT or Feedst u ff T ype 1 Ma tter2 %Diet 2 M edia n 3 B ee f C att l e ( R = 1 5%; CC= 80 %; PC = 5 %) Sorghum, AGF 

## cc 85 5 Med ian Sorg hu m , Gra in 

## cc 86 40 Media n Co rn , Fi e ld , G r a in 

## cc 88 35 M ed ian Cotton , Meal PC 89 5 Median Wheat, Hay R 88 15 To lerance TOTAL BU RD EN 

### -- 

## -- Dair y Cattl e ( R = 45 %; CC = 45 % ; R C = 10 % ) Co rn. Sweet. Ca nnery Waste 

## cc 30 10 Median So rg hum , Grain 

## cc 86 35 Median Alfalfa, Meal PC 89 10 H ighe s t Res idue Grass, Forage R 25 45 H igh es t Residue TOTAL BURDEN 

## -- -- S wi n e (C C = 8 5%; PC = 1 5% ) Sorg hu m , Gra in 

## cc 86 80 Media n Co m , Field , Grain 

## cc 88 5 Median Alfalfa, Meal PC 89 5 High es t Residue Co wpea, Seed PC 88 10 Med ian TOTAL BURDEN 

## -- 

## -- P o ult ry (CC = 75%; PC = 25 %) So rghum , Grain 

## cc 86 75 Median A l fa l fa, M ea l PC 89 5 Hi g hes t Residue Cowpea , Seed P C 88 10 Medi an Co tton , Meal PC 89 10 Median TOT AL BU RD EN 

## -- -- 1 R: Ro u g h age ; CC: Carb o hydrate co ncentrate; P C: Protein concentra te. 2 Table I Feed s tuff s ( Ju ly 2008).

Page 1 0of 15 Res idue Level ( p pm)

5.4 0.8 2 0.02 0.000 2

30



### -- 0 .6 1 0.82 10 .3 17.1



### -- 0.82 0.02 10 .3 0.02



### -- 0.82 10.3 0.02 0.00



### -- Dietary Contribution (ppm)4

0.32 0.38 0.01 0.00 5.11 5
. 82 0. 20 0.33 1.16 30.78 32 .4 7 0.66 0.00 0.52 0.00 1.1 7 0.62 0 .52 0 .00 0.00 1.1 3Hexythiazox S umm ary of Analytica l Chem istry and Residue Data Barcode 0427236

3 For cotto n meal : Refe r to DP # s 24763 1 a nd 260343, T. Bloe m , 3/ 20/ 00. For cow pea seed: Re f e r to DP #s 364502 and 364504, D. Davis, 1 / 19 / 10. For cotto n mea l , the tolerance va lu e for cotton see d and the processing factor for meal were used because a median re s idue value for cotton seed could not be determined
. 4 Contribution = ([tolerance / % OM] X % diet) for beef and dairy ca n le; contribution = ([ toleran ce] X % diet) for

poultr y an d sw in e. 

### 5.3.4.2 Est im a ted Seco ndary Residue s in Live s tock

Tab l e 5.3. 4.2
. 1. S umm a r y of Ruminant Feed i n g Stud y and Proj ected Re s idue s B ase d o n C ur re nt MRBD s . Maximum Re s idue L eve ls (p pm ) a t the Three Do s in g Ti ss ue R es idu e to Dos in g Proj e cted Re s idue b ase d o n Ti ss u e t o Level s 1 Leve l Ratio s 2 Feed R atios a nd C urre nt MRBD 3 B ee f C attle D airy C alll c Sw in e Co mm odity 5 ppm 15 ppm SO ppm Sppm l S ppm SO ppm (2.89 ppm) •.5 (32 .S ppm ) •.5 (1.28 ppm ) •.5 Milk <0.01 < 0.01 0.03 NC NC 0.0006 < 0.0 1 0.02 < 0.01 Liver < 0.01 0.09 0.186 NC 0.0060 0.0037 < 0.0 1 0.19 < 0.0 1 Kidney 0.02 0.02 0.03 0.0040 0.00 1 3 0.0006 0.01 0.04 < 0.01 Fat < 0.01 0.01 0.03 NC 0.0007 0.0006 <0.01 0.02 < 0.01 Mu scle <0.0 1 <0.01 < 0.01 N C NC NC <0.0 1 < 0.01 < 0.01 NC = not calculated s ince quantifiable re sid ues were not seen in tissue at dose level. 1 Combined residues ofhexythiazox and metabolite s containing the (4

-ch lorophenyl)-4·methyl-2-oxo -3-thi azolidine moiet y: 2 Tissue r esid ue .;.. Dosing level 3 The ti ss ue to feed ratio from the dosing l eve l c loses t t o the calculated MR BD was used t o determine projected residue s. 4 Maximum Re asonab ly Balanced Diet Burden (M Rl3D ). 5 Projected residue s for beef cattle and dairy cattle derived from 5 ppm dosing level. Dairy cattle milk residue derived from 50 ppm dose level s ince residues were not quantifiable at 1 5 ppm do se leve l. all othe r dairy ca ttl e ti ss ue residue s derived from 1 5 ppm dose level. Tab l e S.3.4.2.2. S ummar y of Poultr y Feeding Study and Projected Hex yt hia zox Re s idu es Maximum Re s idue Level s Projected R esi due ba se d (p pm ) a t the Three Do s in g Ti ss ue Re s idu e to Do si n g on Ti ss u e t o Feed R a ti os L eve ls 1 Level Ratios 2 a nd C urr e nt MRBD 3 P ou lt ry C omm o dit y S ppm IS ppm SO pp m S pp m IS ppm SO p pm ( 1.23 ppm)' Egg 0.058 0. 16 0.36 0.012 0.011 0.0072 0.01 Liver 0.029 0.069 0.12 0.0058 0.0046 0.0024 0.01 Kidne y < 0.01 0.017 0.035 NC 0.0011 0.0007 < 0.01 Fat 0.053 0.080 0. 1 7 0.011 0.0053 0.0034 0.01 Muscle < 0.01 < 0.01 < 0.01 NC NC NC < 0.01 NC= not calculated s ince uantifiable residues were not seen in tis s ue at do se le vel. q 1 Combined residue s ofhexythiazox and metabolite s containing the (4

-c hl orophenyl)-4-methyl

- 2-oxo-3

- thia zo lidine moiet y: 2 Tissue re s idue .;.. Dosing leve l 3 The ti ssue to feed ratio from the dosing l evel clo ses t to the MR.HD was used to detennine projected residue values.**~** Maximum Re asonably Balanced Diet Burden (M RBD ). 

### Conclusio n s : A dequ ate residue chemistry data are avai lab l e to determine projected re s idu es in eggs, pou ltry, milk , and rwninant t i ssues resulting from the ex i st in g and newly proposed u ses of hexyt hia zox. The current ly esta blish e d tolerances in hog, ruminant (catt le , goats , horse , and sheep), and Page 11 of 15Hexythiazox Summary of Analytical C hemistry and Residue Dara Barcode D427236 poultry commodities are adequate to cover secondary residues in livestock consuming hexythiazox-treated feedst uff s. 

### 5.3.5. Food Handlin g (860.1460) There are no proposed uses that are relevant to this guideline topic. 

### 5.3.6 Water, F i s h , a nd Irrigated Crops (860
. 1400) There are no proposed uses that are relevant to this guide line topic. 

### 6.0 Tolerance Derivation Tolerances have been established for the combined re s idues of h exythi azox and i ts metabolites co n taining the (4-chlorophenyl)-4-met h y l-2- oxo-3-th iazo lidin e moi ety (expressed as pare nt) in or on various plant and li vestock commodities [40 CFR § 180.448 (a-c)]. Tolerances for all wheat commodities , except aspirated grain fractions ( AGF) , were proposed b y the registrant. Th e propo s ed wheat to leran ces are equal to the tolerance s that HED recommended in 2012 and are therefore acceptab le ( 03968 62 , 0. Drew , 06/18 / 20 12). AGF tolerance is estab li shed at 5
. 0 ppm which is greate r than the HAFT (0.17 ppm) multiplied by the processing factor (8.5x) from th e recen tl y submitted processing st udy (4947290 1 .de r .docx , K.K in g , 04/ 14 / 2015).

Page 12of15Hexythiazox S umm ary of Analyt i ca l C he mistry a nd Re s idue D ata Appendix 

### 1. Fie ld Tria l Geographic Di s tribution Data Eva luation R eco rd , MRID 49465401. 04/ 14/ 20 1 5 , K .Ki ng Ba r code D427236

Field t ri al's location s a n d r eg io n s are ex p la in ed in detail in the data eva lu at ion r eco rd for pepp e r/eggp lant s.

P age 13 of l 5Hexythiazox Summary of Analytical Ch emistry and R esidue Data Barcode 0427236 

### Append i x 2. Int e rnationa l Re s idue Limits Ta b l e

Tab l e Bl. S um mary of US and Inte rnational Tolerances and Ma x imum R es idu e Limits fo r Hexvthiazox Res idue Definition: 

# us Canada Mex ico 2 Codex 40 CF R 180.4 48 : None Plant commodities: Hexythi azox Animal commodities: Sum of Pl ant/ Livestock: Hexythiazox a nd its hexythiazox and all metabolites me t abo lite s co ntainin g the (4-chlorop hen y l)-4- containing the meth y l-2-o xo-3-thiazo l idin e moiety (expre sse d trans-5-( 4-chlorophen y l)-4

- as parent) methyl-2-oxothiazolidinemoiety (PT- 1 -3) , expressed as he xythiazox The residue is fat-soluble C ommodity ' Tol e rance (ppm) /Maximum R es idue Limit (mf? /kJ{ ) 

# us Canada Mexico 2 Codex W heat, Forage 6.0 Wheat , H ay 30 Wheat , Grain 0.02 Wheat , Straw 8.0 Pe pper / Eggp la nt Cro p S ubgro up 8- 1. 5 0 .1 eggp la nt 108
Co mpleted: M. Negussie; 04/ 28 / 15
1 I

ncludes only commoditie s of interes t for thi s action. To lerance va lue s s hould be the HED reco mmendation s a nd not tho se propo sed by the applicant.
2 Mexico adopts US tolerances and/or Codex MRL s for its export purposes.



### Page 14of15Hex ythiazox Summary of Analytical C hemi s try and R esi due Data 

### Appe n dix 3. OEC D M R L Ca lcul at i o n Proce dur e Inpu ts/O u t pu ts Hexythiazox Pepper / Eggplant Subgroup 8-lOB USA
Total number of data (n) Percentage of censored data Number of non-censored data Lowest residue Highest residue Median residue Mean Standard deviation (SD) Correction factor for censoring (C F ) Proposed MRL estimate

- Highest residue

- Mean + 4 SD

- CF x 3 Mean Unrounded MRL Rounded MRL

High uncertainty of MRL estimate
. [Small dataset]
Residues (mg/kg) 0.15 1 0.183 0.162 0.234 0.069 0.187 0.191

Page 15 of 1 5 7 0% 7 0
. 069 0
. 234 0.183 0
. 168 0.051 1.000

0.234 0
. 372 0.505 0
. 505

0.5 Barcode 042 7236Hexythiazox [PC Code 1 28849] / Gowan Co mp a n y 

### B.7.7
B.7.7.1
B.7.7.2

B .7.7.3
B.7.7.3.1 Document ID: Report:

Guidelines: Effects of Industrial Processing and/or Household Preparation (Annex IIA 6.5; Annex IIIA 8.5) Na tur e of the Residue (Annex IIA 6.5.1 ; Annex IHA 

### 8 .5. 1)

- No t a data requireme nt in No rth America Di s tribution of the Residue in Peel/Pulp (A nnex HA 6.5.2; Annex IllA 8.5.2) To be included i f availab le. 

### Magnitude of R es idues on Set of Repre s entative Processes (Annex HA 6.5.3; Annex IIIA 8
. 5
. 3) Wheat MRID No. 49472901 Wyatt, D. (2014) Magnitu de of the Residue of Hexy thiaz ox in Wheat As pirat e d Grain F ract ions and Processed Co mmoditi es Follo w in g On e foliar App li cation of On ager® 1 E Miticide (20 1 3). Report Numbe rs: TC I- 13-360 , 69607. Unpublished st ud y prepared b y The Ca rring ers, In c. 24 7 p. E PA O CS PP Harmonized T est Guide lin e 860 .1 520 Proc essed Fo od/Feed (Augu st 1 996) PMRA R eg ulat o ry Direct ive DIR 98-02

- Res idue C he mi s tr y Guidelines, Section I 0

- Processed Food/Feed OEC D Guideline 508 Magnitude of th e Pesticide Residues in Proce sse d Co mmoditie s (Octobe r 2008) 

### GLP Co mpliance: No deviations from regulatory r equire me nt s were reported w hich would have an impact on the va l id ity of the st ud y. 

### Acceptability:
Evaluator: T he st ud y i s considered scie ntifi ca ll y acce pt a ble
. The acceptab il ity of thi s s tudy for regulatory purpo ses i s addressed in th e fort h co min g U.S. EPA Residue C he mi st r y S wnm a r y Do c um en t , DP# 423491. Kate l y nn E.

### Kin**~** 

# 'i-**W~** 

### L(-(l(- \ 

## 5 No t e: This Data Evalua ti on Record (DER) was originally prepared under contract by Versar
. Inc
. (6850 Versar Center. Springfield, VA 2215 1 : subm it1 ed 3116/15). The DER has been reviewed by I IED and revised to r e nect current Office of Pesticide Program s (O PP) policie s. 

### EXECU TIVE SUMMARY Gowan Company has s ubmitted a process ing study with hexythiazox on wheat. Jn o ne field trial co nd ucted in the Un it e d Sta te s in WA dur in g the 2 013 grow ing seas on , two treat e d plot s received a single foliar broadcast applicat ion of a I lb a i /g a l emulsifiable co nce ntrat e (EC) formulation of hexythiazox (O n ager® I E Miticide) at 0.1873 lb ai / A (0.2099 kg a i /ha; Trt 2 , I x) for generatio n o f aspirated g rain fracti o n s (AG F ) a nd at 0.9392 lb a i / A ( 1.053 k g ai/ha; Trt 3, 5x) for generat io n of processed com modi ties. App li cations we re m ade to the treated pl ots at the late
EPA MRIO # : 4947290 1 P age I of9Hexythia zox [PC Code 128849) / Gowan Company boot s tage (p r ior to head e merge n ce) u s in g ground eq u ipm e nt ( t rac tor- m o un ted boo m spraye r) at a sp ray volume of 15 ga l / A ( 140 L/ h a)
. A nonion i c s urfac tan t (NIS) was added to the spray mixtures for both applications. Wheat grain was harvested at maturity ( B BCH 89; fully ripe , grain hard) at a preharvest i nterval (P HI ) of 74 days. Samples from the Trt 2 p lot were processed into AGF, and samples from the Trt 3 plot were processed into bran, flour , middlings , shorts , and germ us ing simu lated comme rcial procedu res. Processing was co nd ucted by GLP Technologie s (Navaso ta, TX). Adeq u ate desc ri ptio n s we re prov id ed of the process ing procedures, in cl u d in g mater ial balance summaries. Samples were placed in frozen storage at the field site and were maintained frozen during shipp i ng and storage prior to processing and ana l ysis. Processing took place within 55-62 da ys ( l. 8-2.0 months) of h arvest. The max im u m storage in tervals fo r samp les fro m h arvest/process ing to extrac ti o n we re 77 days (2
. 5 m o nt h s) fo r w heat g ra in (RAC) an d 11

- 1 9 days for AGF and processed co mm odities. Samp l es were analyzed with i n 2-6 days of extraction. T he available freezer storage stability data indicate that residues of hexythiazox were stable when stored frozen in wheat grain for up to 287 days (9.4 months) (refer to DP# 396862 , 6

/ 18/ 12 , 

### 0. Drew). Storage s tability data are not needed to support the proce sse d commodit ies since sto rage du ration was < 30 d ays. T he ava il able storage s t ab ili ty data a re adequa te to support the storage co n d iti o n s a nd dur at i o n s fo r sa mpl es fro m the s ubm itte d process in g study. Samp les were analyzed for residues of hexythiazox and its metabo l ites containing the (4- chlorophenyl ) -4-methyl-2-oxo-3

-t hi azo li dine moiety (PT-1-3) using a common moiety LC/MS /MS method, Morse Laboratories Ana l ytical Method # Meth

- 220. Acceptable method val idat ion and concurrent recove ri es were reported for samp les of w h eat grain (RAC), AGF, and processed commo di ties fort ifi ed w i th hexythi azox at 0 .02-2 pp m , thus va li da tin g t he m eth od. The limit of q u antitat ion (LOQ; determined as the lowest level of method va li dat io n , LLMV) was 0.02 ppm in all wheat matrices
. The fortification levels used in co ncur r e nt method recove ry were adequate to bracket expected residue l eve ls. Concurrent recoveries were corrected if needed for apparent residues i n contro ls i f needed ; residues in the treated samples we re not cor r ec t ed fo r appa r e n t res id ues in co ntro ls. J n one tri a l co nducted in WA reflecti ng a sing le fo li ar broadcast app l ication of the 1 lb ai / gal EC formulation of hexythiazox at a rate of 0.1873 lb ai/A (0.2099 kg ai/ha; I x) , average residues of hexythiazox were below the LOQ (< 0.02 ppm) in/on samples of wheat grain (RAC) and 0.170 ppm in / on AGF. In a second plot reflecting application at 0.9392 lb ai/ A (1.053 kg ai/ha ; 5x) , res i d ues we r e be low th e LOQ (<0.02 p p m) in/o n sa mp les of w heat g rain and all processed commod i ties. A compari so n of the re s idu es in/on wheat grain ( RAC) from the Ix plot with those 

### in AGF indicated that residues of hex ythiazox co ncentrated in AG F ( processing fact o r of > 8.5x )
. Because residues of hexythiazox were below the LOQ in/on a ll samples of wheat gra in and processed commodi ties from the 5x p lot, processi ng facto rs were not calc ul ated. T he observed processing factor (fo r AGF) do es not exceed the max im um theoretical concentration factors of 7.7x for w heat bran , I .4x for flour and 8.3x fo r shorts (base d on separation into components ; OCS PP 860.1520 , Table 3).
EPA MRID # : 49472901 Page 2 of9H exythiazox [PC Co de 1 28849] / Gowan Co mpan y

I. 

### MATERJALS AND METHODS A. MATERJALS

Table B.7.7.3.1-1. No m en clature f or H exy thiazo x. Co mm o n name H exythia zo x I d e ntity trans-5- (4-ch l o rop h c ny l)

-N

- cyc l o hc xy l- 4

- methyl-2

- oxo -3- thiazolidinccarboxamide CAS n o. 78 587- 05-0 Company experimenta l nam e DPX-Y58 93 Oth e r sy n o n y m s ( if app l icable) A

- 73 

### H

3 

### C 

# )lvD

- 

### C

l

### ~ 

## /; 

# S AO H Common name PT-1- 3 (commo n mo iety) I d e ntit y 1ran s - 5-(4-ch loroph e ny l ) -4-meth y 1-2-ox o th iazoI id i

n e Co mp a ny expe rim e n ta l name one Other sy non yms (if ap pli cab l e) No ne 

### 1-1
. C



### , H N 

### C

l 

# f**~**

# s~o - 

### B
. Study Design 1. 

### Test Procedure On e tria l was co nduct ed o n wheat in WA re fl ect in g foliar broadcast application o f a 1 lb ai / ga l emuls ifi a bl e conce ntrate ( EC ) fo nnulati o n of hexyt hi azox (Onage r® I E Miticide) at 0.1873 lb a i/ A (0 .2099 k g ai/ha ; I x) fo r ge neration of AGF and at 0.9392 lb a i / A ( I .053 k g ai / ha ; 5x ) for ge neratio n of pr ocessed co mm o ditie s. Location and d e tailed u se pattern for th e trial i s provided in Tabl e B
. 7
. 7. 3. 1- 2. Table B .7.7.3.1-2. Study U se Pattern. Location : E nd

- u se Plot M e th od of Applica ti on: Volum e R a te per Retr ea t- Total Surfactant/ Ci ty. State: Prod uct 1 Timi ng of Applicat ion (ga l / A) App li cation men\ Rate Adjuvant 2 Year [Ln1a] (lb ai/ A) Int erval (lb ai / A) (Trial ID) [k g ai / h a] (days) [k g ai / h a ] Ep h rata. WA: I lb ai/ ga l Trt 2 I
. Fo liar broadcas t : BB C I I 45. 1 5 0
. 18 73 ·- 0. 1 873 N I S 2013 (TC I- EC ( Ix } late boot stage ( 1401 [0
. 20991 ro.2099 1 13-36 0

-0 1 ) Tn 3 I
. Fol iar bro adcas t: 13BCI I 45 , I S 0.9392 

### -- 0.9392 N IS (Sx) l ate boo t s t age 11 40 ] 1 1.05 3 ] 11
. 05 3 ]

EPA MRID # : 49472901 Page 3 of9Hexythiazox [ P C Code 128849] /Gowan Compan y

1 A I lb ai/ gal cmulsifiablc concentrate (EC) formulation of h cxythiazox (Onager® I E Miticidc). con tai nin g a nominal 1 1 .8% hcxvthiazox. was used. 2 NiS = Non -i on ic s urfactant: R

- 11 applied at 0.25% v / v Sa mpl e H a n d lin g and Pr e p a ra t i o n 

### Single control and two treated bu lk samp les ( 176-469 kg) of wheat gra in we re collected , one from each of t he te s t plo t s (co ntrol , lx , and 5x). Sa mple s were plac ed in frozen s torage at the field s ites w ithi n 1 .27 h o urs of co lle ction
. Th e sa mple s we re s hipp e d wi thin 20 da ys of co ll ection v i a AC D S freeze r truck to the proc ess in g fac ilit y, GLP Techno logies (Navasota , T X). A t the proces s in g facility, s amples were sto red fro ze n ( :5 10 °F) prior to a nd following proces s in g . Pro cess ing took pla ce within 55 -6 2 da ys (l.8-2.0 month s) of harvest. Th e grain , AGF and processing samp les we re s hipped froz e n on d ry ic e, ov e rni g ht via Fed E x , t o the an a lytical laboratory, Morse Labora t o ri es LLC (Sacra me nt o, CA) within 2 -9 day s o f comp le ti on of processing. At the a na lyt ical laboratory , sa mple s were sto red froze n (-25 to -10 °C) until ho moge nization and anal ys is. Pri or to analys i s, sampl es of wheat grai n (RAC), bran and ge rm sa mpl es we re hom oge ni zed in the presenc e of dry ice. Samples of AGF , fl our, middling s and s horts r e quire d n o add iti onal gri nding ; th ey we re used as recei ve d fr o m the processing lab. S am pl e P ro cess in g 

### T he process i n g pr oce dures s imulated commerc ial operations of wheat produ ction as closely as po ss ibl e to ge nerate the r e quired fraction of wh eat gr a in (RAC) a nd th e proc essed fractions , with so m e variation s to co mm e rcial method s . Adeq u ate d esc r iptions of th e pro cessi ng procedure s we r e provided , includin g m ateri a l balance su mm a ri es. Pro cessing fl owc ha rt s fo r wheat processed fractions, cop ied w ithout alt erat io n fr o m MRID 4947290 I , are prese nt e d in F igures B. l. 

### (A GF) and B .2 (b ran , flour , middlin gs , s ho rt s, and ge rm )
.

EPA MRJD #: 4947290 1 Pa ge 4 o f 9J-l exythiazox [P C Code 12 8849] / Gowan Company 

### FIGURE B.l. Processing F lowch art for Wheat Asp ira ted G r a in Fractio n s. 

### Sample No
. 2 (Treated. Trt. 2) Bulk Sample No
. TCJ-13-360-01-02 COMMODITY (WHEAT) 792 .8 lbs. 

# I Drying 

### N/A lbs
. (After drying) 700.0 lbs. used for**genera~on** Aspiration 

### 0
. 3 lbs
. 

# I Classification 

### 152.2 g 

### Classified ASPIRATED GRAIN FRACTION > 2360 

### micron 35
.7 

### g 

### ASPIRATED GRAIN FRACTION> 2000 

### micron 

### ..L£g ASPIRATED GRAIN FRACTION> 1180**micron~** 

### ASPIRATED GRAIN FRACTION > 850 

### micron 0
. 4 

### g 

### ASPIRATED GRAIN FRACTION> 425 

### micron 

## J..:.4..9 ASPIRATED GRAIN FRACTION< 425 

### micron 111 .6 

### g Amounts recombined for ASPIRATED GRAIN FRACTION : 1.2 

### g < 

### 2360 micron and > 

### 2000 m icro n 0.9 g > 

### 1180 micron 0.4 g > 

### 850 micron 

### 1 .4 g > 

### 425 micron 

### 111 .5 

### g < 

### 425 mi cro n 

### ASH CONTENT: 10.6 %

EPA MRID # : 49472901 P age 5 of9Hexythiazox [PC Code 128849] /Gowan Company 

### FIG URE B.2 Proce ss in g F lowcha r t for Wheat Bran, Flour, Middlings , S h o rts, and Ge rm Sample No. 3 

### <Treated. Trt. 3) Bulk Sample No. TCl-13-360-01-03 WHOLE WHEAT 373 .7 lbs. 

# I Drying 

# I Aspiration 

# I Screenin g n/a lbs. D r ied Wheat 

### JLZ_lbs. LIGHT IMPURITIES•

..1.2.Jbs
. LARGE SCREENINGS*

4.1 lbs. SMALL SCREENINGS* 

### 367.9 lbs. CLEAN WHEAT* GERM**RECOVERY --~-**  

# MlllNG 300
. 0 lbs
. used 35
. 0 lbs
. used

24.2 

### lbs. water added 3.0 

### lbs
. water added Condltfonlng & Recove ry (B reak.Ing & Sieving) 

# I GERM



### _Q..,dJbs.

BREJFLOUR 9.0 lbs
. 

# l
REDUCTION FLOUR
· -2Jllbs
. 

### MIDDLINGS 

### 17.4 lbs
.



## -- 1

- 2.2 lbs removed for samplo 

# (Reductio1: S l ...,ng)
y 

### SHORTS

10
. 3 lbs
. 

# i BRAN

11 .2 lbs. 

# - ,-**Brar~ ~**  BRAN 10.8 lb s. Reduction and Break Flour combined to produce 11
. 7 lbs
. of Flour
• After as p iration and scree n i ng, th e r e is an un explained weigh incre ase of 0 .2 lbs
. 

### 2
. D esc ripti on of Analyti ca l Procedures Samples were analyzed for residues of hexythiazox and its metabolites containing the (4- chlo roph eny l) -4-m e thyl- 2-oxo-3 -thi azolidine m oiety ( PT-1- 3) usin g a co mm o n moiety LC /MS / MS method, Morse Laborato ri es Ana l ytica l Me thod #Met h- 220 , entitled "De t e rmina tion of Hexythiazox In/O n Various Matrices .' · The method was ve rifi ed o n wheat grain , bran , flour, EPA MRID # : 49472901 Page 6 of9H exy thi azo x [ P C C o de 12 8 849 ) / G owa n C omp a n y

a nd ge rm pri or to the s tudy
. A c o mp l e te d e scri pt ion of th e method , in c l udi ng any modifi ca ti o n s, w a s included in the s ubmi ss io n. Bri e fl y , s ampl es w ere h y drat e d in water th e n e xtracted twic e b y homogen iz ation w i th m e th a n o l : w ate r (7 0 : 3 0 , v : v) , ce ntrifu ge d , and filt e re d. T he ex tra c t s we re co mbin e d and bro u g ht to v o l um e w it h me than o l. An a l iqu o t of th e c o mbin e d ex trac t s was c on ce nt ra ted a nd th e n d il uted w ith d e ion i ze d w at e r . Ba s e ( 0. 5 N NaOH ) wa s added , and the mixt ure unde r w e nt hy dro l ys i s for 3 0 minu tes in a 6 0 °C wa te r b ath. Th e hy drol y s i s mi xt u r e w a s a d j u s te d t o pH 6 an d cl eane d up us in g C 1 8 so l id pha se ex tracti o n ; res idu e s we re e luted w ith a c e t o nitril e (ACN)
. T he e luat e was brou g ht to v o l um e with HP LC water , res ulti n g in a compo s ition of AC N: wate r ( 22 :78 , v:v) , and an a l y z e d for hexythi azox (as P T- 1- 3 ) b y L C/M S / M S
. Res idu es det e rmin e d a s PT

- 1- 3 w e re ex pre ss ed in hexyt hi azox e qui va le nts u s in g a m o lec ular we i g ht co n ve rs i o n fa c tor of 1
. 5 5
. T he LO Q ( d ete rmin e d as the LL M V) wa s 0.02 pp m in a ll w he at m atric es. The limit of d etec tion ( LO D ), es ti mat e d to b e - 1 / 3 of th e LOQ , was 0.007 ppm . 

### II
. RESU LTS AN D DI S C USS IO N Meth o d p e rfo rm anc e w as eval u at e d by u se of me thod val id at ion and con c u r r e n t rec o v e r y s am p le s . Sa mpl es of untr eate d m atri ces we re fo rtified w ith he xythi azo x a t 0
. 0 2

- 1
. 0 ppm fo r met h od va lid ati o n and 0.02

- 2
. 0 ppm fo r co nc urr e nt recove r y . A ll r ec o ve ri es we re wi thin th e acce p ta bl e ran ge of 70- 12 0 %; the r e fo re , the me th od wa s c onsider e d valid for the an a lysi s o f hexyth iazox re s idu es i n/o n wh eat m atri ces (Tab le B. 7.7.3. 1 -3). T he fort i fi ca ti o n lev e l s brac ke te d the me as ured r e s idu e s . Co n c urre nt r ecove ri es we r e correc te d i f needed fo r a n y app a rent res idu es dete cte d in th e ass oc ia te d contro l s s amp les. T he de tector res p o n se was lin ear (coeffic ie nt o f de t e rmin a ti o n , 

### r2**0.9987 )**  w ithin the ran ge o f 0. 1- 2 0 n g / mL. Re pre se ntative c h romato g ram s o f contro l sam p les , fort ifi e d s ampl es , and t reate d samp les we r e prov id e d . T he co ntro l c hro m a to g ra m s gene r a ll y h a d no p eaks o f int e res t above th e c hro m atographi c b ac k g round. T he fo rtifi e d s ampl e chro matogra m s c o nt a i ned o nl y th e a n a lyte of int e res t , a nd p ea ks w e re sy mm e tri c a l and we ll de fin e d . A pparent res i d ue s in contro ls w e re be l ow th e L OQ ( < 0
. 02 pp m ) in/o n a ll m at ri c e s. T he re p o rt e d res idu e va l ues we re no t co rrec te d fo r a p pa re n t r es id ue s i n co ntrol s. Re s idu es d e te rmined a s PT -1

- 3 we re ex presse d in h exythi azox e qui va le nt s u s i ng a m o lec ul ar w e ig ht c on ve rs ion f a ctor o f 1 .55
. Tab le B
. 7
. 7.3. 1 -3 . S umm a r y o f M e th o d V a l id a ti o n an d Proced u ral/Co n c ur re n t R ecove ri es of H e x y th i azox fr o m Wh ea t Ma tr ices . Ma tr ix Ana l yt e Fo rtifi ca ti o n ample Re cove ri es• M ea n ± S td
. Le ve l ( ppm ) s i ze ( n) (%) Ocv. 2 ( % ) Met h od Va lid ation G rain Hcxyt hi azox 0.02

- 1 .0 6 75 -8 7 81 ± 4
. 8 Ge rm O.o2- l .O 6 75- 1 04 90 ± 11 f-l o ur 0
. 02

- 1. 0 6 75-90 84 ± 5. 2 B ran O.Q2 -l .0 6 73

- 93 8 2 ± 6.4

E PA MRID # : 494729 01 Page 7 of9Hexythiazox [PC Code 1 28849] / Gowan Company
Table B.7.7.3.1-3. S umm a r y o f Method Validation and Procedural/Concu r rent Rec ove rie s of H exyth i azox from Wheat Matrices. Matrix A nal yte Fortilication Samp le Leve l (p pm ) s ize ( n ) Co n c urr e nt Recoverie s Gra in H exyt hiazox 0.02-2.0 2 J\GF 0
. 02-2.0 2 Bran 0.02

- 2
. 0 2 flour 0.02

- 2
. 0 2 Middlings 0.02-2.0 2 S h o rt s 0.02-2.0 2 Germ 0.02-2.0 2 1 Co ncurre nt r ecover ies were co rrec ted if needed for apparent r es idu es in controls. 2 S ta ndard dev iati o n i s not ca lculat e d for sample sizes <3
. R ecoveries' M ean± Std
. (%) Dev. 2 (%) 70.8 1 76 71. 86 79 72. 73 73 84.89 8 7 80.80 80 80.84 82 78, 84 81 Sample storage conditions and durations are summarized in Tab le B. 7.7.3.1-4. Processing took place within 55-6 2 da ys ( 1.8-2.0 months) of harv es t. The maximum storage intervals for s amp les from harvest/process in g to extraction we re 77 days (2 .5 months ) fo r wheat grain (RA C) and 11-19 da ys for AG F and processed commodities. Samples were a n al yzed within 2

- 6 da ys of ex traction. The available freezer storage stabil ity data indicate that residues of hexythiazox were s table when stored fro ze n in wheat grai n for up to 287 days (9.4 month s) ( refer to DP# 396862 , 6118112, D. Drew). Storage stability data are not neede d to support the processed commodities s in ce storage duration was < 30 days. The availabl e s torage stability data are adequate to s uppor1 the storage condition s and durations for sa mple s from the submitted proc ess in g st udy. Table B.7.7.3.1-4. Summar y of Storage Co nd i ti ons. Matrix Analyte Storage Tempe r ature Actual Storage Durati on ' Int erval of Dem onst rated ( O

C) Da ys ( month s) S torage Stabili ty Gra in I lexy thi azox Frozen at fi eld s it e s : 77 days ( 2.5 m onths) 287 d ays (9 .4 month s) 2 AGF < I 0 ° F at proce ss in g 11 day s AGF and processed sa mpl es Bran facility ; -25 t o -1 O 0 

### c 19 days were an alyze d within < 30 da ys Flour at laboratory 19 days o f proce ss in g: therefore. s torage Middlin gs 15 days s tab ilit y data are not required
. S h o rt s 15 days Germ 16 days 1 Interva l from harvest/processing to ex tractton . Samples were a na l yzed within 2

-6 days of ex tracti on. 2 R efer to DP # 396862. 6/ 18112. D. Drew Re s idu es found in sa mpl es and processing factors ar e given in Table B.7 .7.3. 1-5. In one trial conducted in WA reflect in g a si ngle fo li ar broadca s t application of th e 1 lb ai / gal EC formulation of hexyt hiazox at a rate of 0.1873 lb ai / A (0.2099 kg ai / ha ; lx), average re s idues ofhexythiazox were below the LOQ (< 0.02 ppm) in/on sa mpl es of wheat gra in (RAC) and 0.170 ppm inion AGF
. In a second plot r eflec ting application at 0.9392 lb ai/A ( 1.0 53 kg ai / ha ; 5x) , re s idue s were below the LOQ (< 0.0 2 ppm) inion samp les of wheat grain and all proc essed commodities. A comparison of the re s idue s in/on wheat grain (RAC) from the l x pl o t with those in AGF indicated that re s idue s of hexythiazox concentrated in AGF (processing factor of > 8.5x ). Because residues of hexy thiazox were below th e LOQ in/on all samples of g rain and proce ssed commod itie s from th e 5x plot , processing factors were not calculated. E PA MR I D # : 4947290 1 Pa ge 8 of9He xy thi azox [P C Co de 1 2 8849] / Gow a n Co mp a ny

Table 8. 7.7. 3. 1 -5. R esid ue Data fr o m Wheat Processing Stud y with He xy thiazox. Location: City
. Commodity Pl o t Ana lyte Re s idue s (pp m) Process in g Median State: Year (Average ] ' Fac tor Proc ess in g (T ri a l ID) Faetor1 Ephrata. WA: 2013 Grain (RAC) Tn 2 1-lc xyt hiazox D. D 

### -- -- (TC I-1 3-360 -01 ) ( I x) [<0.02 1 AGF 0. 17 1. 0
. 168 > 8.5 NA [0
. 170 ] Grain (RAC) Tn 3 1-l exythiazox (0.009). D 

### -- 

### -- (5x) 1 <0.02 ] Bran (0.00 9). (0.0 12) NC NI\ [ <0.02 ] Flour D.ND 

### c NA [ < 0.02] M iddlin gs ND. ND NC NA [ <0.02 ] S hort s ND
. ND NC NA [ <

0.02 1 Germ (0.0 11 ), (0.0 I 0) 

### c I\ [ <0.02 1 1 ND = Nondetectable (< LOO)
. T h e L OQ was 0.02 ppm . and th e L O O was 0.007 ppm . R es idu es be tween the LOO and LOQ are in parent he ses. The LOQ was used for residue s <LOQ in ca l c ul atin g average r es idu es a nd proce ss in g factors.**~** Processing Factor = IMeasured residue for analyte in the processed fraction I / [Me as ured residue for analyte in the RA C ]
. C = ot calculated: residues were below th e LOQ in th e R/\ C and processed fraction
.. 3 Median processi ng facto r i s NI\ ( no t app li cab l e) beca use there wa s onl y one processi ng trial. 111. CONCLUS IO NS The wheat proc ess ing s tudy i s co n si d ered s cientificall y acceptable. In one trial conducted in WA reflectin g a s in g le fo li ar broadcast applic ation of th e 1 lb ai / g al EC formulatio n of hexyt hi azox at a rate of 0.187 3 lb ai / A (0.2099 kg ai/ha ; I x), av e ra ge residues of he xythi azox were below th e LOQ (< 0.02 ppm) inio n s ample s of wheat grai n ( RAC ) and 0.170 ppm inion AG F
. In a second plot reflec tin g ap plicati o n at 0.9392 lb a i/ A ( l.0 53 kg ai/ha; Sx) , res idues we re b e l ow the LOQ ( < 0.0 2 ppm) in/on sample s of wheat grain and all proce sse d commodities. A comparison of the re s idues i n/o n wheat grain ( RAC) from th e Ix plot with those in AGF indicate d that res idue s of hexythia zox concentrat e d in AGF (processing factor of > 8.Sx). Becau se residu es ofh exy thiazo x were b e low th e LOQ i nion a ll sa mples of w heat g ra in and processed commodities from th e Sx plot , proce ss in g factor s were not calculated
. Th e observed processi n g facto r (for AGF ) does n o t exceed the m axim um th eo retic a l co nce n tration factors of 7. 7x fo r wheat bran , l.4x for flour and 8. 3x for s horts (based on se paration int o compon e nts; O CSP P 860. 1520 , Table 3). An acceptable me thod was used for re sidue quantitation , and ad e quate sto rage stab ility d ata are avai l ab le to s upp o rt samp le stora ge durations and co nditi o ns. REFERENCES DP#3 96862 , 6/ 1 8/ 12 , D. Drew EPA MRID # : 49472901 P age9of9Hexy t hiazox [ 1 28849] / Gowan Company B.7.6 B.7.6. 1 B.7. 6 .1.1 D ocu m e nt ID: R e port:

G u i d e lin es: R es idu es R es ultin g fr o m S up erv is ed T ri al s (A nn ex IIA 6.3; A n nex IH A 8.3) R es id ues in Ta rge t C r o ps B e ll p e pp e rs MRID No
. 4 946 5401 W y att , D
. [09/ 02 /2 014]
. Ma g nitud e o f th e Res idu e of Hex yt h iazox in or on Gree nh ouse Grown Bell Pe pper Raw Agricultura l Co mm odit ies Following One Fo li ar App li cation of Onager® I E or Hexygo n ® 50DF Miticide

20 13. TC l Study N umb e r TC I -1 3-3 86
. U npub l i s h e d s tud y prepared by Th e Carringers, In c., 1 40 P ages. E PA O CSP P Harm o nize d T es t G u idelin e 860.1500 C rop Field Trial s (A ugu s t 1 99 6 ) P MRA R egulato ry Dir ec ti ve DIR 98-02

- R esidue Che mi s try Guidelines , Section 9

- Crop Fiel d Tri a ls PMRA Reg ulator y Directi ve D IR20 I 0-05

- R ev i s io n s to th e Residu e C hemistry Crop Fie ld Trial Re quir eme nt s OEC D G u idelin e 509 Crop Fi e ld Trial (Sep te mb e r 2009) GLP C ompli a n ce: No de v i at io n s fr o m reg ul a t ory requiremen ts we r e repo rted w hich would ha ve an imp act o n the va li d ity of th e study Accepta bili ty : Th e stud y i s considered sc ie ntifi ca ll y acceptab le. Eva lu a tor : Katelynn E. Kin g

### ~ 

# £
.**~** 

# 4-/L/- ( 

# <; EXECU TI VE SUMMAR Y Two s ide-by-side fi eld trials for hexythi azox on gree nhou se g rown b e ll p e pp e rs were conducted in the U nite d States e n co mp ass in g No rth American Free Trad e Ag ree m en t (NAFT A) Growing Region s 3 ( FL ) an d 10 (CA) during the 20 13 growing seaso n . Two tr ia l lo cati ons compared two products, On age r® 

### I E a nd H exygo n ® 50 DF , in s id e -b y-s id e trials. At each trial location , o ne foliar broadca s t a pplication was appl ied for two formulati ons on separate plots. At eac h tria l loc at ion each produ ct was app li ed at a rate of 0.1875 lb a i / A ( 0. 2 1 0 kg a i / h a) one d ay before harv es t. An a dju vant was added to eac h sp ra y mixture fo r a ll ap pli cations (Table B. 7 .6. 1.1- 2). Bell peppers were sprayed at an one da y preharvest in terval ( PHI ). All sa mples were frozen at the te s ting facil i ty and during s hipping to the laboratory. Samples were sto red frozen until a naly s i s. The maximum s tora ge interval for s amp les b etwee n h arvest a nd analys i s was 91 day s . Res idue s of hexythiazox ha ve been s h own to be s table in bell peppers for up to 91 da ys under frozen co nditi ons. Adequate storage stability data are therefo re ava il a bl e to s upp ort th e s to rage co nd i tion s and inte rvals for s amp les in the c urre n t tria l s (Table B
.7
. 6. 1. 1

- 4). Sam pl es in the c urrent s tud y were analy ze d u s in g the M o rse Laboratori es A na l yt ical Method# Meth- 22 0 to de te rmine res idu es of hexythiazo x. Accep tab le method validat ion and conc u rrent

Pa e 1of5 EPA MRID # : 49465401Hexythiazox [ 128849)/ Gowan Company r ecove ri es w e r e reported for b e ll pepper sa mple s at fort ificat io n le ve ls o f 0.0 2- 1 .0 m g/ kg ( ppm ), thus va lid a tin g the m et hod
. The limit of quant itatio n ( LOQ) was 0.02 ppm for hexythiazox o n bell peppers. Indiv idu a l bell pepper samp le residues ran ged from 0. 1 39-0.456 pp m. The mean of all individual res idues is 0.3 14 ppm for Onage r® and for H exygo n ® it i s 0.225 ppm. I. 

### MATERIALS AND ME T HODS A. MATE RlALS

Tab l e B .7.6 .1.1

- 1. No m enclat ure fo r H ex y th iazox. Co mm o n n a m e Hex ythiazox 1ra11 s -S- (4-c hlorophenyl)- N -cyclohe xy l-4-m et hy l-2- oxo-3

- Id e n t i ty thi azo li d in ccarboxam i de CAS no. 78S87-0S-O Co mp a n y ex perimental name Hex ygon ® SODF Miticide Oth er Sy n o n y m Onager ® I E Mitieide 

### B
. Stud y De s i g n 1. 

### Tes t Proced ur e Durin g the 2013 growi n g seaso n , two side-by-s ide trial s were co mpleted in/on greenho u se grown bell peppers. One tri a l used a formulat ion that was an e mul si fi able concentrat e (Onager), a nd the o th e r tri a l used a dry flowable formu lation ( Hexygo n ). (Tab le B. 7
. 6 .1.1- 2). Tabl e B .7.6. 1.1

- 2
. Tria l N umb e r s a nd Geogra phi ca l Locat i ons. Crop Re gion Total I 2 3 4 

### s 6 7 8 9 10 I I 1 2 1 3 14 Bell Pepper I I 2

Locat ions a nd de tail e d u se patterns for th e tr ial s are pro v id e d in Table B.7. 6. 1
. 1 -3.
Tab l e B. 7 .6. 1.1 -3 Locat i on s a n d deta il e d u se pattern s. Location : End

- use Rate per Application Total Rate Surfactan t/ City.State: Produc t/ Method of Application / Volume lbs a i/ A l bs ai/ A Adjuvant Year Formu lation Timing of Application gal/A (g ai/ha) (g a i/ ha) (% v / v) (T rial ID) (%ai) O n agero:Q I E Post-emergence Foli ar I S 0
. 1 872 0
. 1 872 Zellwood. FL : Miticid e Broadcast/ I D13 11 (0.2098) (0
. 2098) Trian g l e DW 2013 l-lex ygon ® Surfactant ( TCl

- 13-386-0 I ) SODF' Post-emergence Foliar IS 0. 1894 0
. 1894 (0.24 ) Miticidc Br oadcast/ I DBI-I (0.2 1 23) (0. 2123 ) Onage r® I E Post-emergence Fol iar 16 0.19 1 0 0. 1910 Porterville. C /\: Miticid e Broadcast/ I D 131 1 (0.2141) (0.2 1 41) Pro 90 20 1 3 ll exygon ® (0.2S) (TC l-1 3-386-02) 50DF' P os t-emergenc e Fo li ar I S 0
. 1 888 0.1888 Miticidc Broadcast/ 1 DOI I (0.2 116 ) (0.2 116 ) DBI-I = Days before harvest Bell peppers we re grown a nd m aintain ed accord in g to typical agr ic ultural p ractices. Irri ga ti on

P

a e2of5 EPA MRID # : 49465401Hc xythiazo x [ 128849) / Gowan Company was used ; and no unusual weather co ndi t ions were reported du r ing th e s tud y. 

### Samp l e Hand lin g and Preparation After harvesting , samples we re frozen and about 20-27 days later they were shipped in freeze r trucks to the analytical labo rator y. Samples were then store d in a freeze r b efo re bein g gro un d with dry ice. Once samp les we re ho m oge ni zed , the y we re returned to the freezer wh il e the dry ice was al l owed to s ublim e. 

### 2. Description of Ana ly tical Procedures Samp les of bell peppe rs we re ana lyzed for residues of hexythiazox usi ng the Morse Laboratories Analytical Method# Me th- 220
. Method was va l idated co ncurre ntl y w ith s tu dy samples on bell peppers. Briefly, sa mpl es were h ydra ted with wa ter and then ex tract e d w ith a hi g h- spee d homogeni ze r. The samp les were spun in a centri fuge a nd then filt ered i nto a flask. T he remaining so lid s were extracted again by hand -shak in g w ith a methanol and wate r so lution. T hi s extracti on aliqu o t was filtered and combined w ith th e o ther filtr ates. T he comb in at i o n was r insed wi th ethanol. All of the fi lte red meth a no l a nd water was measu red in a graduated cy lind e r a nd th e n transfe rred into a calibrated test tube for evaporat io n. The evaporat ed ex tr acts were then brought to a known volume with deionized water. H cxythiazox was co n verted int o the metabolit e PT

- 1 -3 by hydro lysis a nd a dju ste d to pH 6. The mi xture was then purifi e d w ith Bond E lut® C 1 8 SPE cleanup and the n bro u g ht to a fi nal volume w ith high pressure liquid c hromatograp h y (HP L C) water. Determination of me t abo li te PT-1- 3 was co ndu cted u s in g HP LC e mpl oy ing tandem mass spectromet ri c (MS / MS) de t ection. The ion tr ansi ti ons mon it o red fo r PT -1- 3 we re 228**~** 168 fo r quant itation and 228

- 115 for confirmation
. The LOQ was 0.02 ppm and the LOD was < 0.007 ppm for hexythiazox.


### II.RESULTS AND DIS CUSS ION Method perfonnance was evalu a t e d during m e thod va lidation by u se of concurrent recove r y samples. Four samp les of bell peppers were fortified at 0.02- 1 .0 ppm and concurre n t recoveries ranged from 75% to 80% w i th a standard d ev iation of I
. 9%. A ll r ecove ri es we r e w it hi n the acceptab l e range of 70% to 120%; therefore, th e method was cons id ered valid for th e analysis of hexythiazox residues in bell pepper matrices. The forti fi catio n levels did bracket the measured residues. The detec to r response was linea r (coefficient of determinatio n , 

### r2 >0
. 9999) w ithin the range of 0.1-20 ppm . Re presen tat iv e chromatograms of contro l samp les , fortified samp les an d treated samp les were provided. The control chromatograms generally had no p eaks of interest above the chromatog ra phi c backgro und. T he fortified sa mpl e c hro m atogran1s co nt ain ed o nJ y the ana l yte of interest , and peaks were symmetrical and well defined. Th e ava il ab l e freezer storage stab il ity d ata indi cate that resid ues of hexythiazox were stab le

Pa e 3 of 5 EPA MR I D # : 49465401H exy thia z ox [ 1 2 884 9j / Gowan C ompa n y w he n s tored fro ze n at :S0 °C for a v ariet y of cro ps i ncl u di n g tomato ( MRID 488 6 7 6 01 and MRlD 48 79 87 0 1 )
. Tran s lating th ese res ults to b e ll pepp e r cove r s the m ax imum s t ora g e inte rv al of 9 1 da ys inc urred in th e prese n t ma g ni tu de o f the res id u e s tud y . Ta b l e B
. 7.6
. 1.1

- 4. S umm a r y o f S torag e C ondition s . Matrix Sto rage Temperature Actual Storage Duration I nterval of D emons trated Storage S tability ( RAC or Ext ract) ! Crop) I So rg hu m gra in
. s t over : Whea t forage: Be ll Pepper -25 to <0°C 8 3

- 9 1 days Co tto n see d ; Cott o n g i n b ypro du c t s: I l ops: N ut M eats: To mato]

79-490 days T he re su l ts fro m thes e tri a ls s howed t h at w hen h arv es t e d 9 1 day s aft e r the applica t io n a t a s ea s o n a l rate of 0.1875 lb a i/ A (0.2 10 2 kg a i / h a) , re s id u es of h ex y thi azox in b e ll peppe r ra n ge d fr o m 0.139

- 0.4 56 ppm (Tabl es B
. 7.6
. 1. 1- 5 and B
. 7. 6 .1. 1 -6 ). Tab l e B .7. 6 . 1.1 -5. R es idu e D a t a from Be ll P e pp e r Fie l d Tria l s with H e xy thi azox . Loca ti o n : Ra te Res i dues (ppm) 1 C it y. S ta t e; Region C ro p / Var i e t

y E nd -Use lb s a i / A P ill Year Product (days) Hexythi azox Average (Trial ID ) (kg ai/ha) Zellwood
. PL: Bell Pepper / O n agc r® I E 0. 1 872 0.4 17. 0.456 0.437 (0.2098) 20 1 3 3 Ca li fo rn ia 1-l exygo n ® 0. 1 894 1 (TC l

- 1 3

- 3 86-0 I ) Wo nde r 50 D F (0.2 1 23) 0.363. 0.240 0.302 Porterville
. CA: Onager® I E 0
. 1 9 1

0 0.2 1 0. 0. 174 0. 1 92 20 1 3 10 Bell Pepper / (0.2 14 1 ) 1 (TC l-1 3

- 386

- 02) Fantasy H exygon ® 0. 1 888 0. 1 59
. 0. 1 39 0. 149 50or (0.2 11 6) 1 Ex press ed as p a re nt eq uiv a l e nts Ta b l e B
. 7.6. 1.1 -6. S ummary o f Re s i due s fr o m B e ll P ep p e r s F i e ld Tr i al s w ith h exy thi azox. Total Residue s' (oom) Cro p End Use App lic atio Pil l Ma tri x An a l y te Prod uc t n Rate (days) n M in
. 2 M ax. 2 LAF T 3 H ArT 3 Medi a n 3 M ea n 3 ( lbs ai/ A) [ !!. ai/ha] Bell Pepper O n age r® 0. 18 7 5 I E (0.2 1 02 ) I 2 0. 174 0 .4 56 0. 1 92 0.437 0.3 14 0.3 14 Be ll Miti e i de Pepper H exyt hi azox ll exygon ® 5oor 0. 1 875 1 2 0. 1 39 0.363 0. 149 0.302 0.200 0.225 Miticide (0.2 1 02) 1 Expressed as parent equiva l e nt s. 2 Va lu es based o n torn l numb c r of sa mp l es. 1 Va lu es base d o n per- tri a l ave r ages. LAFT = l o w es t average fi e ld tr i a l, 1 1 1\ f- T = hi g hes t ave rage fi e l d tri a l. S D = s tan da rd deviatio n . Fo r compu tat i o n of th e LAFT. HAF T , media n . mean . a nd standard devia t ion. values < LOO arc ass u med to be a t the LOQ (0.02 ppm). n = n umber of field trial s. 

### Il l. C O NC L US IONS T he b e ll p e pp e r fi e ld trial s are consid e re d sc ientific a ll y a cceptabl e . Th e re s u lt s o f the s tud y
Pa e 4 of5 E PA MRJD # : 4946540 1 

### so i

0. 173
0.108Hexythiazox [ 128849] / Gowan Company showed that following a sing le application of 0.1875 l bs ail A with a 1 day PHI, hexythiazox residues in bell pepper ran ged from 0.174-0.456ppm (Onager® ) and 

### O. l 39-0.363ppm ( H exygo n ® )
. Adequate sto ra ge stab ility data are available to suppo rt sample storage durations and conditions. 

### IV. REFERENCES Morse Laboratories , LLC, Analytical Method# meth-220, Original , dated May 6 , 20 13 , entitled "Determination of Hexyth iazox In/On Various Matric es" w ith Morse Laborator ies Method Modifications , dated May 16 , 20 I 3. 0404573 , 0410813 , 05 / 02 / 2013 , D
. D av i s, Hexythiazox. New Uses on Grain Sorghum , Pepper / Eggplant Subgroup 8-1 

### OB , Pome Fruit Group 11-10 , Caneberry Subgroup I 3 -07 A , Small Vine Climbing, Except fuzzy Kiwifruit Subgroup I 3-07F, and Low Grow i ng Berry Subgroup 13-07G , Summar y of Analytical Chem i s try and Residue Data.

Pa c5of5 EPA MRJD # : 49465401