Propiconazole 122101 Summary of Analytical Chemistry and Residue Data DP# 400030 

UNITED STATES ENVIRONMENTAL PROTECTION AGENCY 

WASHINGTON, D.C. 20460 

OFFICE OF 

CHEMICAL SAFETY AND POLLUTION PREVENTION 

MEMORANDUM 

Date: 2/27/13 

Subject: Propiconazole. Amended Use on Cereal Grains. Analytical Methods and 

Residue Data. 

PC Code: 1221 0 1 

Decision No.: 460659 

Petition No.: 2F7975 

Risk Assessment Type: Chemistry 

TXR No.: NA 

MRID No. 48681701, 48681702, 48681 703, 48681704, 

4868 1707 

Reviewer: 

Through: 

To: 

Thurston G. Morton, Chemist 

Risk Assessment Branch 4 

Health Effects Division (7509P) 

Susan Hwnmel, Senior Scientist 

Elissa Reaves, PhD, Branch Chief 

Risk Assessment Branch 4 

Health Effects Division (7509P) 

Heather Garvie 

Fungicide Branch 

Registration Division (7505P) 

Executive Summary 

T)P Barcode: D400030 

Registration No.: I 00-617, I 00-11 7 8, and I 00-

1324 

Regulatory Action: Amended Section 3 

Case No.: 3125 

CAS No.: 60207-90-1 

40 CFR: 180.434 

Propiconazole is a triazole-type fungicide (Group 3) that provides broad spectrum disease control 

on a variety of crops. Tolerances inion plant and animal commodities are currently established 

for the combined residues of propiconazole, 1-[[2-(2,4-dichlorophenyl)-4-propyl-1 ,3-dioxolan-2-

yl]methyl)-1 H-1 ,2,4-triazole, and its metabolites determined as 2,4-dichlorobenzoic acid (2,4-

DCBA) and expressed as parent (40 CFR §180.434]. Tolerances on plant commodities range 

from 0.1 ppm to 40 ppm in/on grass straw, and toleranc-es on animal commodities range from 

0.05 ppm in milk to 2.0 ppm in liver and kidney of livestock. 

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Propiconazole 122101 Summary of Analytical Chemistry and Residue Data DP# 400030

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Syngenta has submitted a request to amend the use of propiconazole using Tilt (EPA Reg. No. 

100-617), QuiltTM (EPA Reg. No. 100-1178), and QuiltXcelTM (EPA Reg. No. 100-1324) to 

cereal grains. 

Syngenta is proposing to amend the use pattern by reducing the pre-harvest interval (PHI) to 7 

days for forage and hay of cereal grains. In conjunction with the requested amended uses, 

Syngenta has submitted a petition, PP#2F7975, for the establishment of tolerances for the 

combined residues of the fungicide propiconazole 1-[[2-(2,4-dichlorophenyl)-4-propyl-1,3-

dioxolan-2-yl]methyl]-1H-1,2,4-triazole and its metabolites determined as 2,4-dichlorobenzoic 

acid and expressed as parent compound, in or on the following commodities: 

Barley, hay ............................................................................ 30 ppm 

Barley, straw ......................................................................... 20 ppm 

Barley, grain ............................................................................ 3 ppm 

Rye, forage .............................................................................. 9 ppm 

Rye, straw ............................................................................... 9 ppm 

Oats, forage ............................................................................. 4 ppm 

Oats, hay ............................................................................... 15 ppm 

Oats, grain ............................................................................... 3 ppm 

Wheat, forage ........................................................................ 15 ppm 

Wheat, hay ............................................................................ 30 ppm 

Wheat, straw ......................................................................... 20 ppm 

Grain, aspirated fractions .................................................... 108 ppm 

Note: This review only addresses the proposed uses for propiconazole only. Related issues for 

co-ingredient azoxystrobin in Quilt® Xcel Fungicide, (EPA Reg. No. 100-1324) will be 

discussed in a separate memo. 

The Codex Alimentarius Commission has established several maximum residue limits (MRLs) 

for propiconazole in/on various raw agricultural commodities. In addition, both Canada and 

Mexico have established MRLs for propiconazole in/on various commodities. The Codex and 

Mexican MRLs are expressed in terms of propiconazole per se. The Canadian MRLs are 

expressed in terms of combined residues of propiconazole and its metabolites containing the 2,4-

DCBA moiety. Codex has an MRLs for straw and fodder of barley, rye, and wheat along with 

MRL for barley grain. The U.S. cannot harmonize at this level due to the use pattern registered 

in the U.S along with the CODEX tolerance expression. Canada has MRLs for barley, grain and 

oats, grain. The U.S. cannot harmonize at this level due to the use pattern registered in the U.S 

but will be harmonized on the tolerance expression for Canada only. 

The data are adequate and support the proposed amended use pattern for propiconazole. 

A GC method using flame ionization detection (Method AG-354) is available for determining 

residues of propiconazole per se in/on plant commodities, and has an LOQ of 0.05 ppm. In 

addition, Multiresidue Methods Section 302 can also be used to determine parent propiconazole 
Propiconazole 122101 Summary of Analytical Chemistry and Residue Data DP# 400030

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in both plant and animal matrices. The validated LOQ for combined residues was 0.05 ppm in 

all raw and processed commodities. 

Samples were analyzed using adequate analytical methods and the sample storage intervals are 

supported by the available storage stability data. Adequate storage stability data are available 

indicating that residues of propiconazole are stable at ≤-15 C from 4-39 months in a variety of 

commodities. 

The submitted processing studies are adequate in providing a determination of residue 

concentration factors for propiconazole in wheat processed commodities. The processing data 

indicate that propiconazole and propiconazole and metabolites may concentrate in AGF, bran, 

and germ (average processing factors of 36-90x, 1.6-2.3x, and 1.6-2.0x) but do not concentrate in 

flour, middlings, and shorts (average processing factors of <0.22-<0.31x, <0.41-0.54x, and 

<0.46-0.66x, respectively). 

Adequate confined rotational crop studies are available indicating that the residues in rotational 

crops are similar to the primary crops. The confined studies also support the 105-day plant-back 

interval (PBI) currently listed on product labels for crops without direct uses. Currently, 

propiconazole tolerances for inadvertent residues in/on alfalfa forage and hay at 0.1 ppm. 

Residue Chemistry Deficiencies 

Syngenta has submitted a request to add additional uses of propiconazole using Tilt (EPA Reg. 

No. 100-617), QuiltTM (EPA Reg. No. 100-1178), and QuiltXcelTM (EPA Reg. No. 100-1324). 

Conclusion: No deficiencies were noted in this request that would preclude granting the 

proposed amended use. 

Regulatory Recommendations and Residue Chemistry Deficiencies

HED has examined the residue chemistry database for propiconazole. HED has determined 

that the current tolerance expression for plant and livestock commodities is not

appropriate and has recommended that the tolerance expression be revised to HED 

guidance on tolerance expressions (S. Knizner, 2009). 

We now conclude the tolerance expression should be as follows: Tolerances are established for 

residues of propiconazole, including its metabolites and degradates, in or on the commodities in 

the table below. Compliance with the tolerance levels specified below is to be determined by 

measuring only those propiconazole residues convertible to 2,4-dichlorobenzoic acid (2,4-

DCBA), expressed as the stoichiometric equivalent of propiconazole, in or on the commodity in 

the table below. 

Pending submission of a revised Section F (see requirements below), there are no residue 

chemistry issues that would preclude granting an unconditional registration for the requested 

amended use of propiconazole on sugarcane or establishment of tolerances for residues of 

propiconazole in/on the following commodities: 
Propiconazole 122101 Summary of Analytical Chemistry and Residue Data DP# 400030

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Barley, grain ......................................................................... 3.0 ppm 

Rye, forage ........................................................................... 9.0 ppm 

Oat, forage ............................................................................ 4.0 ppm 

Oat, hay ................................................................................. 15 ppm 

Oat, grain.............................................................................. 3.0 ppm 

Barley, bran .......................................................................... 6.0 ppm 

Rye, straw ............................................................................. 10 ppm 

Grain, aspirated fractions .................................................... 110 ppm 

A human health risk assessment is forthcoming. 

860.1550 Proposed Tolerances

 The proposed tolerances for Grain, aspirated fractions must be increased to 110 ppm. 

The tolerance for Barley, bran must be increased to 6.0 ppm and the existing tolerance for 

Rye, straw must remain at 10 ppm. 
Propiconazole 122101 Summary of Analytical Chemistry and Residue Data DP# 400030

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Background 

Propiconazole is a triazole-type fungicide (Group 3) that provides broad spectrum disease control 

through inhibition of sterol biosynthesis in fungi. It is registered to Syngenta for the control of 

fungal diseases on a variety of crops. It is formulated as emulsifiable concentrates under the 

trade names (EPA Reg. No. 100-617) and QuiltXcelTM (EPA Reg. No. 100-1324). One 

formulation also contains a co-ingredient, i.e., azoxystrobin. However, this memo will only 

address propiconazole. 

Permanent tolerances are currently established for the combined residues of propiconazole, 1-

[[2-(2,4-dichlorophenyl)-4-propyl-1,3-dioxolan-2-yl]methyl]-1H-1,2,4-triazole, and its 

metabolites determined as 2,4-DCBA and expressed in parent equivalents, at levels ranging from 

0.1 ppm on numerous plant commodities to 40 ppm in/on grass straw [40 CFR §180.434(a)]. 

Permanent tolerances are also established for the combined residues of propiconazole and its 

metabolites determined as 2,4-DCBA at 0.05 ppm in fat, meat, and meat byproducts (except liver 

and kidney) of livestock, 2.0 ppm in liver and kidney of livestock, and at 0.05 ppm in milk; 

however, no tolerances have been established for eggs and poultry commodities. Time-limited 

tolerances are established for combined propiconazole residues in/on a variety of plant 

commodities at level of 2.0 ppm in/on nectarine and peach and 10 ppm in/on avocado [40 CFR 

§180.434(b)]. In addition, tolerances with regional restrictions have been established for 

combined propiconazole residues at 1.0 ppm in/on cranberry and at 0.5 in/on wild rice grain[40 

CFR §180.434(c)]. Tolerances with inadvertent residues have been established for combined 

propiconazole residues at 0.1 ppm in/on alfalfa forage and alfalfa hay. 

Table 1. Nomenclature of Propiconazole

Compound 

N

N N

O

O

Cl

Cl

Common name Propiconazole 

Company experimental names CGA-64250 

IUPAC name 1-[2-(2,4_dichlorophenyl)-4-propyl-1,3-dioxolan-2-ylmethyl]-1H-1,2,4_triazole 

CAS name 1-[[2-(2,4-dichlorophenyl)-4-propyl-1,3-dioxolan-2-yl]methyl]-1H-1,2,4-triazole 

CAS # 60207-90-1 

End-use products/EP 3.6 lb/gal EC (EPA Reg. Nos. 100-617 
Propiconazole 122101 Summary of Analytical Chemistry and Residue Data DP# 400030

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Table 2. Physicochemical Properties of Technical Grade Propiconazole.

Parameter Value Reference

Boiling point 120 C at 1.9 Pa, >250 C at 101.325 kPa MRID No. 43698701 

pH 4.9 at 25 C (1% aqueous dispersion) MRID No. 43698701 

Density 1.289 g/cm3 at 20 C MRID No. 43698701 

Water solubility 0.10 g/L at 20 C MRID No. 41720301 

Solvent solubility (temperature not specified) 

Completely miscible in ethanol, acetone, 

toluene and n-octanol. hexane = 47 g/L MRID No. 42030201 

Vapor pressure 4.2 x 10-7 mm Hg at 25 C MRID No. 41720301 

Dissociation constant (pKa) 1.09 MRID No. 43698701 

Octanol/water partition coefficient Log(KOW) 3.72 at pH 6.6 and 25 C MRID No. 43698701 

UV/visible absorption spectrum (8max, nm) Not available MRID No.: 40583703 

860.1200 Directions for use 

Several current end-use product containing propiconazole that is registered for use on feed/food 

crops is marketed under the trade names Tilt® Fungicide (EPA Reg. No. 100-617), QuiltTM 

(EPA Reg. No. 100-1178), and QuiltXcelTM (EPA Reg. No. 100-1324) (See Table 3.). 

1. 45 day for animal feed only. 

2. 7 day PHI for forage and hay only. 

860.1300 Nature of the Residue – Plants. 

The nature of propiconazole residues in plants is adequately understood (DP D329394, Y. 

Donovan, 6/15/06). These data indicate that the major metabolic pathway in plants appears to 

involve hydroxylation of the n-propyl group on the dioxolane ring of the cis/trans isomers of 

propiconazole, with subsequent conjugation to sugars. A possible alternative pathway involves 

reductive deketalization of the dioxolane ring and sugar conjugation of the resulting metabolite. 

Table 3. Label Directions for Proposed Uses of Propiconazole 

Product 

EPA 

Reg. 

No. 

Use Site Target Application 

Methods 

Maximum 

Application 

Rate 

(lb ai/A) 

PHI 

(day) 

REI 

(hr) 

Use Directions/ 

Limitations 

Tilt®

Fungicide 

EC 

(100-

617) 

Cereal 

Grains: 

Wheat; 

Barley; 

Oats; Rye; 

Triticale 

Broadcast 

Foliar 

Aerial 

Chemigation 

Groundboom 

0.056 - 0.113 

(2 app. /season) 14 

7

(Forage 

and 

Hay)2 

12 

hr 

A minimum 

retreatment 

interval (RTI) of 

14 days is 

proposed. 

Quilt Xcel®

Fungicide 

EC 

(100-

1324) 

0.056-0.112 

(2 app. /season) 

A minimum 

retreatment 

interval (RTI) of 

14 days is 

proposed. 

Contains 

azoxystrobin 

also. 

Quilt®

Fungicide 

EC 

(100-

1178) 

0.056 - 0.114 

(2 app. /season) 
Propiconazole 122101 Summary of Analytical Chemistry and Residue Data DP# 400030

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The alkyl bridge between the phenyl and triazole rings is metabolized and free 1H-1,2,4-triazole 

is released. The free triazole is readily conjugated with the amino acid, serine/alanine, forming 

triazole aniline which is further metabolized to triazole acetic acid possibly through the 

intermediate formation of triazole lactic acid. 

HED has concluded that the residues of concern should include propiconazole and all its 

metabolites containing the 2,4-DCBA moiety, including conjugates for dietary risk assessment of 

food, as virtually all the residue data have been generated using a common moiety method that 

converts parent and all of the metabolites of concern to 2,4-DCBA. 

The tolerance expression should be amended to include only propiconazole per se because 1) 

there are a number of pesticides that have 2,4-DCBA as common metabolite, and an enforcement 

agency may not be able to determine if residues are due to misuse of propiconazole or the proper 

use of other pesticides containing 2,4-DCBA; 2) propiconazole per se can be detected by FDA 

multiresidue methods; and 3) inclusion of only parent allows harmonization with the residue 

definition for the Codex MRLs. However, this will be done at a later time. 

860.1300 Nature of the Residue – Livestock. 

The nature of propiconazole residues in livestock is adequately understood based on acceptable 

goat and poultry metabolism studies (DP D329394, Y. Donovan, 6/15/06). The Agency 

concluded that parent and all metabolites convertible to 2,4-DCBA are residues of concern for 

risk assessment, as the analytical method is a common moiety method that detects all residues 

convertible to 2,4-DCBA. However, for tolerance enforcement purposes, the current tolerance 

expression should be amended to include only propiconazole per se. 

860.1340 Residue Analytical Methods. 

Samples were analyzed for residues of propiconazole (determined as propiconazole per se) using 

a high performance liquid chromatography method with tandem mass spectrometry detection 

(LC/MS/MS), Morse Laboratories Meth-180. The limit of quantitation (LOQ; determined as the 

lowest limit of method validation; LLMV) was 0.01 ppm. Samples were also analyzed for 

propiconazole and its metabolites convertible to 2,4-dichlorobenzoic acid (2,4-DCBA) using gas 

chromatography with mass selective detection (GC/MSD), Novartis Crop Protection method 

AG-626. This is a common moiety method in which all residues of concern are converted by 

base hydrolysis and oxidation to 2,4-DCBA, then determined as the 2,4-DCBA methyl ester, and 

reported in propiconazole equivalents. The LOQ (determined as the LLMV) was 0.05 ppm. 

Samples were analyzed for the triazole metabolites 1,2,4-triazole (T), triazole alanine (TA), and 

triazole acetic acid (TAA) using LC/MS/MS, Morse Laboratories Meth-160, Revision #2. The 

LOQs (determined as the LLMVs) were: 0.01 ppm for T in all matrices, 0.02, 0.06, and 0.01 

ppm for TA in rye forage, grain, and straw, respectively, and 0.01 ppm for TAA in forage and 

0.03 ppm in grain and straw. The methods were adequate for data collection based on acceptable 

concurrent recovery data. The fortification levels used in concurrent method recovery were 

adequate to bracket expected residue levels. Concurrent recoveries were corrected for apparent 

residues in controls; treated samples were not corrected for residues in controls. 
Propiconazole 122101 Summary of Analytical Chemistry and Residue Data DP# 400030

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GLN 860.1360: Multiresidue Methods 

The FDA PESTDATA database (PAM Volume I, Appendix I) indicates that propiconazole is 

completely recovered (>80%) using Multiresidue Methods Section 302. The recovery of 

propiconazole metabolites CGA-91305, CGA-118244, and 1,2,4-triazole is variable using 

Section 302. Propiconazole and metabolites CGA-91305, CGA-118244, and 1,2,4-triazole are 

not recovered using Multiresidue Methods Sections 303 and 304. 

860.1380 Storage Stability. (48681707.der.doc) 

Samples were stored frozen (<-10 °C at preparation facility and <-20 °C at analytical laboratory) 

from collection to analysis for up to 18 months. Previously submitted storage stability data 

indicate that weathered residues of propiconazole and its metabolites are stable for up to 38 

months at -20 oC in/on grass forage and straw (DP# 210742, 3/15/95, M. Rodriguez). In 

addition, a storage stability study was submitted with this petition. The study results indicate 

that residues of propiconazole are stable under frozen storage conditions (-20 ± 5°C) for up to 24 

months in/on sugar beet tops and root, barley grain, and apple, and for up to 30 months in/on 

soybean. 

Storage stability data for the triazole metabolites were not provided in this submission; however, 

the U.S. Triazole Task Force (USTTF), whose members include Syngenta Crop Protection, Inc. 

among others, has submitted a multi-year storage stability study for the triazole metabolites in 

representative crop matrices and processed commodities (MRID 47606601) which was reviewed 

by HED and found acceptable (D. Drew, D363016, 1/12/12). No additional data will be required 

for the triazole metabolites. 

860.1400 Water, Fish, and Irrigated Crops 

This guideline requirement is not relevant to the proposed use for propiconazole. 

 

860.1460 Food Handling

This guideline requirement is not relevant to the proposed use for propiconazole. 

860.1480 Meat, Milk, Poultry, and Eggs 

The amended use on cereal grains will change the previous dietary burden which is in the table 

below. However, livestock tolerances will need not be amended. 

HED has issued a memo entitled, “Revisions of Feedstuffs in Table 1 of OPPTS Test Guideline 

860.1000 and Guidance on Constructing Maximum Reasonably Balanced Diets (MRBD)” in 

June 30, 2008 which includes revised definitions for the Table 1 reference animals, and 

refinement of feedstuffs availabilities and percentages fed. The livestock dietary burdens 

calculated by the revised guidelines are 9.8 ppm for beef and 18.5ppm for dairy cattle, 1.9 ppm 

for swine and 2.2 ppm for poultry. 
Propiconazole 122101 Summary of Analytical Chemistry and Residue Data DP# 400030

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 Table 4. Calculation of Maximum Reasonably Balanced Dietary Burdens of 

Livestock for Propiconazole Residues. 

Feed Commodity % Dry Matter 1 % Diet 1

Current or Recommended 

Tolerance (ppm) 

Dietary Contribution 

(ppm)2

Beef Cattle

Grass, hay [R] 88 15 40 6.8 

Corn field, grain [CC] 88 80 0.3 0.27 

Aspirated grain fractions [CC] 85 5 110 6.5 

Soybean seed [PC] 89 5 2.0 0.11 

TOTAL 100 13.7 

Dairy Cattle

Grass, hay [R} 88 30 40 13.6 

Corn, field, stover [R] 83 15 25.0 4.52 

Corn, field, grain [CC] 88 45 0.3 0.15 

Soybean seed [PC] 89 10 2.0 0.22 

TOTAL 100 18.5 

Poultry

Wheat grain [CC] 89 55 0.5 0.17 

Rice, grain [CC] 88 20 7.0 1.4 

Soybean, seed [PC] 89 25 2.0 0.50 

TOTAL 100 2.1 

Swine 

Corn field, grain [CC] 88 65 0.3 0.20 

Rice, grain [CC] 88 20 7.0 1.4 

Soybean, seed [PC] 89 15 2.0 0.30 

TOTAL 100 1.9 

1

 Table 1 (OPPTS Guideline 860.1000). 

2

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

swine. 

NA = not applicable. 
Propiconazole 122101 Summary of Analytical Chemistry and Residue Data DP# 400030

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860.1500 Crop Field Trials (48681701.der.doc, 48681702.der.doc , 48681703.der.doc, 

48681704.der.doc) 

Field trials were submitted supporting the amended uses for propiconazole. The results from 

these studies are discussed in the appropriate data evaluation report (DER) and summarized in 

the following tables. 

TABLE C.4. Summary of Residue Data from Barley Crop Field Trials with Propiconazole.

Commodity Analyte Total App. 

Rate 

(lb ai/A) 

PHI 

(days)

Residue Levels (ppm)1

n Sample 

Min. 

Sample 

Max. 

LAFT2 HAFT2 Median Mean Std. 

Dev. 

Barley Hay Propiconazole 0.2188-

0.2311 

7 9 0.436 4.46 0.436 4.19 1.70 1.77 1.25 

Propiconazole and 

Metabolites 

9 2.08 13.1 2.08 11.9 4.27 6.13 3.95 

T 9 <0.01 <0.01 <0.01 <0.01 0.01 0.01 N/A 

TA 9 <0.05 0.210 <0.056 0.197 0.070 0.089 0.045 

TAA 9 <0.02 0.065 <0.02 0.061 0.022 0.033 0.017 

Propiconazole 14 9 0.157 2.10 0.175 1.72 0.483 0.671 0.509 

Propiconazole and 

Metabolites 

9 1.73 6.61 1.78 5.87 2.85 3.53 1.42 

T 9 <0.01 <0.01 <0.01 <0.01 0.01 0.01 N/A 

TA 9 <0.05 0.184 <0.05 0.180 0.065 0.084 0.047 

TAA 9 <0.02 0.077 <0.02 0.077 0.034 0.035 0.017 

Barley 

Grain 

Propiconazole 0.2213-

0.2290 

16-49 9 <0.01 1.30 <0.01 1.12 0.0103 0.170 0.363 

Propiconazole and 

Metabolites 

9 <0.05 2.22 <0.05 2.12 0.255 0.468 0.656 

T 9 <0.01 <0.01 <0.01 <0.01 0.01 0.01 N/A 

TA 9 <0.06 0.274 <0.06 0.247 0.069 0.096 0.061 

TAA 9 <0.02 0.118 <0.02 0.107 0.022 0.038 0.029 

Barley 

Straw 

Propiconazole 16-49 9 0.0770 5.20 0.0821 4.99 0.287 1.50 1.91 

Propiconazole and 

Metabolites 

9 0.891 10.3 0.918 10.1 2.90 4.21 3.50 

T 9 <0.01 <0.01 <0.01 <0.01 0.01 0.01 N/A 

TA 9 <0.01 0.024 <0.01 0.023 0.012 0.015 0.005 

TAA 9 <0.01 0.042 <0.01 0.038 0.013 0.019 0.011 1

 Except for sample min/max, values reflect per trial averages; n = no. of field trials. For calculation of median, mean, and 

standard deviation, the LOQ was used for any results reported as <LOQ in Table C.3. N/A = Not applicable. 2

 LAFT = lowest average field trial; HAFT = highest average field trial. 
Propiconazole 122101 Summary of Analytical Chemistry and Residue Data DP# 400030

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TABLE C.4. Summary of Residue Data from Oat Crop Field Trials with Propiconazole.

Commodity Analyte Total App. 

Rate 

(lb ai/A) 

PHI 

(days)

Residue Levels (ppm)1

n Sample 

Min. 

Sample 

Max. 

LAFT2 HAFT2 Median Mean Std. 

Dev. 

Oat Forage Propiconazole 0.2156-

0.2290 

7 11 0.135 1.26 0.154 1.17 0.818 0.689 0.379 

Propiconazole and 

Metabolites 

11 0.431 2.46 0.499 2.31 1.48 1.40 0.584 

T 11 <0.01 <0.01 <0.01 <0.01 0.01 0.01 N/A 

TA 11 0.0178 0.146 0.0184 0.128 0.0282 0.0423 0.0308

TAA 11 <0.01 0.0344 <0.01 0.0328 0.0100 0.0126 0.007 

Propiconazole 14 11 0.0316 0.480 0.0404 0.449 0.262 0.240 0.150 

Propiconazole and 

Metabolites 

11 0.303 1.51 0.389 1.39 0.975 0.919 0.378 

T 11 <0.01 <0.01 <0.01 <0.01 0.01 0.01 N/A 

TA 11 0.0189 0.212 0.0236 0.212 0.0434 0.0554 0.0536

TAA 11 <0.01 0.0433 <0.01 0.0431 0.0117 0.0165 0.0103

Oat Hay Propiconazole 0.2156-

0.2290 

7 11 0.110 4.46 0.184 4.26 1.38 1.66 1.34 

Propiconazole and 

Metabolites 

11 0.629 8.54 0.798 8.00 3.23 3.47 2.31 

T 11 <0.01 <0.01 <0.01 <0.01 0.01 0.01 N/A 

TA 11 <0.1 0.334 <0.1 0.325 0.100 0.133 0.0675

TAA 11 <0.01 0.0645 <0.01 0.0633 0.0145 0.0201 0.0160

Propiconazole 14 11 0.0620 2.69 0.0680 1.98 0.540 0.677 0.571 

Propiconazole and 

Metabolites 

11 0.559 5.69 0.592 4.41 1.99 2.30 1.25 

T 11 <0.01 <0.01 <0.01 <0.01 0.01 0.01 N/A 

TA 11 <0.1 0.387 <0.1 0.373 0.100 0.140 0.0824

TAA 11 <0.01 0.110 <0.01 0.107 0.0239 0.0300 0.0276

Oat Grain Propiconazole 0.2188-

0.2331 

25-48 11 <0.01 0.386 <0.01 0.368 0.0392 0.100 0.121 

Propiconazole and 

Metabolites 

11 0.0630 1.61 0.0649 1.56 0.195 0.440 0.549 

T 11 <0.01 <0.01 <0.01 <0.01 0.01 0.01 N/A 

TA 11 0.0480 0.362 0.0498 0.353 0.125 0.169 0.108 

TAA 11 <0.02 0.117 <0.02 0.115 0.0332 0.0476 0.0326

Oat Straw Propiconazole 25-48 11 0.0172 2.40 0.0191 1.21 0.0894 0.309 0.383 

Propiconazole and 

Metabolites 

11 0.291 6.07 0.302 5.10 2.05 2.22 1.45 

T 11 <0.01 <0.01 <0.01 <0.01 0.01 0.01 N/A 

TA 11 <0.01 0.0438 <0.01 0.0435 0.0161 0.0181 0.0110

TAA 11 <0.01 0.0261 <0.01 0.0247 0.0137 0.0147 0.0052 1

 Except for sample min/max, values reflect per trial averages; n = no. of field trials. For calculation of median, mean, and 

standard deviation, the LOQ was used for any results reported as <LOQ in Tables C.3.1. and C.3.2 N/A = Not applicable. 2

 LAFT = lowest average field trial; HAFT = highest average field trial. 
Propiconazole 122101 Summary of Analytical Chemistry and Residue Data DP# 400030

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TABLE C.4. Summary of Residue Data from Rye Crop Field Trials with Propiconazole.

Commodity Analyte Total App. 

Rate 

(lb ai/A) 

PHI 

(days)

Residue Levels (ppm)1

n Sample 

Min. 

Sample 

Max. 

LAFT2 HAFT2 Median Mean Std. 

Dev. 

Rye Forage Propiconazole 0.2222-

0.2263 

6-8 4 0.895 1.62 0.895 1.52 1.11 1.16 0.263 

Propiconazole and 

Metabolites 

4 2.29 3.99 2.37 3.75 2.85 2.95 0.677 

T 4 <0.01 <0.01 <0.01 <0.01 0.01 0.01 N/A 

TA 4 <0.02 0.0775 <0.02 0.0673 0.0356 0.0396 0.0199

TAA 4 <0.01 0.0263 <0.01 0.0224 0.0101 0.0132 0.006 

Propiconazole 13-15 4 0.383 0.955 0.403 0.938 0.459 0.565 0.251 

Propiconazole and 

Metabolites 

4 1.25 3.01 1.33 2.97 2.03 2.09 0.763 

T 4 <0.01 <0.01 <0.01 <0.01 0.01 0.01 N/A 

TA 4 <0.02 0.0945 <0.0207 0.0875 0.0313 0.0427 0.0303

TAA 4 <0.01 0.0272 <0.01 0.0260 0.0115 0.0147 0.0076

Rye Grain Propiconazole 0.2216-

0.2288 

34-50 4 <0.01 <0.01 <0.01 <0.01 0.01 0.01 N/A 

Propiconazole and 

Metabolites 

4 <0.05 0.160 <0.05 0.144 0.0729 0.0849 0.0410

T 4 <0.01 <0.01 <0.01 <0.01 0.01 0.01 N/A 

TA 4 <0.06 0.615 <0.06 0.565 0.150 0.231 0.228 

TAA 4 0.0319 0.141 0.0371 0.131 0.0764 0.0802 0.0389

Rye Straw Propiconazole 34-50 4 0.0384 0.650 0.0428 0.551 0.160 0.228 0.225 

Propiconazole and 

Metabolites 

4 0.657 4.94 0.689 4.60 1.27 1.96 1.81 

T 4 <0.01 <0.01 <0.01 <0.01 0.01 0.01 N/A 

TA 4 0.0277 0.108 0.0299 0.102 0.0705 0.0682 0.0334

TAA 4 <0.03 0.0595 <0.03 0.0580 0.0329 0.0384 0.0133 1

 Except for sample min/max, values reflect per trial averages; n = no. of field trials. For calculation of median, mean, and 

standard deviation, the LOQ was used for any results reported as <LOQ in Table C.3. N/A = Not applicable. 2

 LAFT = lowest average field trial; HAFT = highest average field trial. 
Propiconazole 122101 Summary of Analytical Chemistry and Residue Data DP# 400030

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TABLE C.4. Summary of Residue Data from Wheat Crop Field Trials with Propiconazole.

Commodity Analyte Total App. 

Rate 

(lb ai/A) 

PHI 

(days)

Residue Levels (ppm)1

n Sample 

Min. 

Sample 

Max. 

LAFT2 HAFT2 Median Mean Std. 

Dev. 

Wheat 

Forage 

Propiconazole 0.2190-

0.2306 

7 15 0.271 4.90 0.271 4.79 1.28 1.44 1.13 

Propiconazole and 

Metabolites 

15 1.18 9.00 1.23 8.47 2.16 2.88 1.90 

T 15 <0.01 <0.01 <0.01 <0.01 0.01 0.01 N/A 

TA 15 <0.01 0.0975 <0.0110 0.0918 0.0193 0.0261 0.0207

TAA 15 <0.01 0.0336 <0.01 0.0324 0.0100 0.0130 0.0063

Propiconazole 14-20 15 0.0606 2.16 0.0813 2.13 0.538 0.611 0.528 

Propiconazole and 

Metabolites 

15 0.717 5.85 0.778 5.46 1.35 1.75 1.14 

T 15 <0.01 <0.01 <0.01 <0.01 0.01 0.01 N/A 

TA 15 <0.01 0.0740 <0.01 0.0735 0.0190 0.0245 0.0159

TAA 15 <0.01 0.0444 <0.01 0.0442 0.0100 0.0148 0.0093

Wheat Hay Propiconazole 0.2190-

0.2306 

7 15 0.444 9.82 0.444 9.57 2.01 2.75 2.30 

Propiconazole and 

Metabolites 

15 1.98 22.5 1.98 21.6 5.31 7.22 5.01 

T 15 <0.01 <0.01 <0.01 <0.01 0.01 0.01 N/A 

TA 15 0.0218 0.250 0.0218 0.236 0.0525 0.0688 0.0541

TAA 15 <0.01 0.138 <0.01 0.135 0.0182 0.0300 0.0315

Propiconazole 14-20 15 0.149 5.48 0.156 5.41 0.784 1.24 1.28 

Propiconazole and 

Metabolites 

15 1.57 18.7 1.62 17.4 3.65 4.78 4.13 

T 15 <0.01 <0.01 <0.01 <0.01 0.01 0.01 N/A 

TA 15 0.0158 0.174 0.0166 0.166 0.0409 0.0527 0.0400

TAA 15 <0.01 0.128 <0.0125 0.116 0.0242 0.0331 0.0274

Wheat 

Grain 

Propiconazole 0.2140-

0.2308 

24-64 15 <0.01 0.0842 <0.01 0.0779 0.0100 0.0153 0.0176

Propiconazole and 

Metabolites 

15 <0.05 0.169 <0.05 0.145 0.0556 0.0705 0.0286

T 15 <0.01 <0.01 <0.01 <0.01 0.01 0.01 N/A 

TA 15 <0.02 0.286 <0.02 0.279 0.133 0.135 0.0744

TAA 15 <0.01 0.0720 <0.01 0.0718 0.0209 0.0283 0.0172

Wheat 

Straw 

Propiconazole 24-64 15 0.0432 4.36 0.0462 4.04 0.455 1.16 1.41 

Propiconazole and 

Metabolites 

15 0.570 13.3 0.597 12.6 2.74 4.50 4.05 

T 15 <0.01 <0.01 <0.01 <0.01 0.01 0.01 N/A 

TA 15 <0.01 0.0560 <0.01 0.0515 0.0124 0.0162 0.0109

TAA 15 <0.01 0.0510 <0.01 0.0497 0.0177 0.0200 0.0114 1

 Except for sample min/max, values reflect per trial averages; n = no. of field trials. For calculation of median, mean, and 

standard deviation, the LOQ was used for any results reported as <LOQ in Tables C.3.1. and C.3.2 N/A = Not applicable. 2

 LAFT = lowest average field trial; HAFT = highest average field trial. 
Propiconazole 122101 Summary of Analytical Chemistry and Residue Data DP# 400030

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Conclusions: The submitted field trial data are adequate. 

Samples were analyzed for propiconazole as propiconazole and propiconazole and metabolites 

determined as 2,4-DCBA using acceptable methods. The study is supported by adequate storage 

stability data for propiconazole determined as propiconazole and as propiconazole and 

metabolites convertible to 2,4-DCBA; storage stability data for the triazole metabolites have 

been submitted and found acceptable (D. Drew, D363016, 1/12/12). No additional data will be 

required for the triazole metabolites. 

 

860.1520 Processed Food and Feed 48681704.der2.doc

The submitted wheat processing study is acceptable. The processing data indicate that 

propiconazole and propiconazole and metabolites may concentrate in AGF, bran, and germ 

(average processing factors of 36-90x, 1.6-2.3x, and 1.6-2.0x) but do not concentrate in flour, 

middlings, and shorts (average processing factors of <0.22-<0.31x, <0.41-0.54x, and <0.46-

0.66x, respectively). 
Propiconazole 122101 Summary of Analytical Chemistry and Residue Data DP# 400030

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TABLE C.3.1 Residue Data for Propiconazole from Wheat Processing Study with Propiconazole.

RAC Processed 

Commodity 

Total 

Rate 

(lb ai/A) 

PHI Residues (ppm)1 [Average] Processing Factor2

Propiconazole Propiconazole and 

metabolites Propiconazole Propiconazole and 

metabolites 

Cheneyville, LA; 2009 (E17-9032) 

Wheat Grain (RAC) 1.109 30 0.0590, 0.0601, 

0.0465 [0.0552] 

0.255, 0.218, 0.280 

[0.251] 

-- -- 

AGF 4.49, 4.43 [4.46] 9.05, 10.2 [9.63] 81x 38x 

Bran 0.0724, 0.0629 

[0.0677] 

0.519, 0.475 

[0.497] 

1.2x 2.0x 

Flour <0.01, <0.01 

[<0.01] 

<0.05, <0.05 

[<0.05] 

<0.18x <0.20x 

Middlings 0.0210, 0.0221 

[0.0216] 

0.153, 0.157 

[0.155] 

0.39x 0.62x 

Shorts 0.0286, 0.0254 

[0.0270] 

0.236, 0.241 

[0.239] 

0.49x 0.95x 

Germ 0.0730, 0.0635 

[0.0683] 

0.370, 0.395 

[0.383] 

1.2x 1.5x 

Carrington, ND; 2009 (C13-9038) 

Wheat Grain (RAC) 1.109 55 0.0256, 0.0200, 

0.0227 [0.0228] 

0.214, 0.227, 0.188 

[0.210] 

-- -- 

AGF 2.28, 2.28 [2.28] 7.41, 6.53 [6.97] 100x 33x 

Bran 0.0441, 0.0431 

[0.0436] 

0.507, 0.607 

[0.557] 

1.9x 2.7x 

Flour <0.01, <0.01 

[<0.01] 

<0.05, <0.05 

[<0.05] 

<0.44x <0.24x 

Middlings <0.01, <0.01 

[<0.01] 

0.109, 0.0883 

[0.0987] 

<0.44x 0.47x 

Shorts <0.01, <0.01 

[<0.01] 

0.0764, 0.0807 

[0.0786] 

<0.44x 0.37x 

Germ 0.0453, 0.0419 

[0.0436] 

0.513, 0.514 

[0.514] 

1.9x 2.4x 

Average

Wheat Grain (RAC) 1.109 30-

55 

-- -- 

AGF 90x 36x 

Bran 1.6x 2.3x 

Flour <0.31x <0.22x 

Middlings <0.41x 0.54x 

Shorts <0.46x 0.66x 

Germ 1.6x 2.0x 1

 The LOQ was 0.01 and 0.05 ppm for propiconazole and propiconazole and metabolites, respectively, in all matrices. Per trial 

average residues were calculated by the study reviewer using the LOQ for all residues reported as <LOQ. 

2

 Processing Factor = [Measured residue for analyte in the processed fraction] / [Measured residue for analyte in the grain RAC]. 

Following two foliar broadcast applications of the 1.02 lb ai/gal SE formulation at 1.109 lb ai/A, 

average residues of propiconazole and propiconazole and metabolites determined as 2,4-DCBA, 

respectively, were: 0.0228-0.0552 and 0.210-0.251 ppm in/on wheat grain (RAC); 2.28-4.46 and 

6.97-9.63 ppm in AGF; 0.0436-0.0677 and 0.497-0.557 ppm in bran; <0.01-0.0216 and 0.0987-

0.155 ppm in middlings; <0.01-0.0270 and 0.0786-0.239 ppm in shorts; 0.0436-0.0683 and 

0.383-0.514 ppm in germ; and, were below the LOQ in flour. The processing data indicate that 

propiconazole and propiconazole and metabolites may concentrate in AGF, bran, and germ 
Propiconazole 122101 Summary of Analytical Chemistry and Residue Data DP# 400030

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(average processing factors of 36-90x, 1.6-2.3x, and 1.6-2.0x) but do not concentrate in flour, 

middlings, and shorts (average processing factors of <0.22-<0.31x, <0.41-0.54x, and <0.46-

0.66x, respectively). 

For the triazole metabolites, residues of T were below the LOQ (<0.01 ppm) in/on all samples of 

wheat grain RAC and the processed commodities; therefore, processing factors were not 

calculated. Average residues of TA and TAA, respectively, were: 0.228-0.647 and 0.0413-0.207 

ppm in/on wheat grain (RAC); 0.110-0.570 and 0.0558-0.247 ppm in AGF; 0.568-1.74 and 

0.0708-0.331 ppm in bran; <0.05-0.169 and <0.05-0.263 ppm in flour; 0.111-0.261 and 0.0350-

0.182 ppm in middlings; 0.200-0.304 and 0.0450-0.228 ppm in shorts; and, 0.520-3.41 and 

0.0615-0.478 ppm in germ. The processing data indicate that TA may concentrate in bran and 

germ (average processing factors of 2.6x and 3.8x) but do not concentrate in AGF, flour, 

middlings, and shorts (average processing factors of 0.68x, <0.24x, 0.45x, and 0.67x, 

respectively). The processing data indicate that TAA may concentrate in AGF, bran, shorts, and 

germ (average processing factors of 1.3x, 1.7x, 1.1x, and 1.9x) but do not concentrate in flour 

and middlings (average processing factors of <0.76x and 0.86x, respectively). The observed 

concentration factors were less than the theoretical concentration factors. 

Conclusions: The wheat processing results acquired in the study are adequate for satisfying 

these data requirements. The processing data indicate that propiconazole and propiconazole and 

metabolites may concentrate in AGF, bran, and germ (average processing factors of 36-90x, 1.6-

2.3x, and 1.6-2.0x) but do not concentrate in flour, middlings, and shorts (average processing 

factors of <0.22-<0.31x, <0.41-0.54x, and <0.46-0.66x, respectively). 

860.1650 Submittal of Analytical Reference Standards 

An analytical reference standard for propiconazole is available at the EPA National Pesticide 

Standards Repository (personal communication Charles Stafford, 6/27/12). 

860.1850/860.1900 Confined and Field Accumulation in Rotational Crops 

The nature of the residue in confined rotational crops is understood (D329394, Y. Donovan, 

6/15/06). Based on acceptable studies previously reviewed by EFED, the metabolism of 

propiconazole in rotational crops is similar to that in primary crops. Plant-back restrictions have 

been established for propiconazole products registered for use on rotational crops based on the 

confined rotational crop studies. Labels specify that any food/feed crops not listed on the label 
Propiconazole 122101 Summary of Analytical Chemistry and Residue Data DP# 400030

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should not be planted within 105 days of treatment. Tolerances for inadvertent residues of 

propiconazole in/on alfalfa planted in rotation with propiconazole-treated crops have been 

established at 0.1 ppm for alfalfa forage and hay. 

860.1550 Proposed Tolerances 

Permanent tolerances are currently established for the combined residues of propiconazole and 

its 2,4-DCBA containing metabolites at levels ranging from 0.1-40 ppm in/on plant commodities 

[40 CFR §180.434(a)]. Permanent tolerances are also established for the combined residues of 

propiconazole and its 2,4-DCBA containing metabolites at 0.05 ppm in fat, meat, and meat 

byproducts (except liver and kidney) of livestock, 2.0 ppm in liver and kidney of livestock, and 

at 0.05 ppm in milk; however, no tolerances have been established for eggs and poultry 

commodities. However, HED has determined that the current tolerance expression for 

plant and livestock commodities is not appropriate and has previously recommended that 

the tolerance expression be revised to include only parent. This will not be done at the time 

of this action.

The Codex Alimentarius Commission has established several maximum residue limits (MRLs) 

for propiconazole in/on various raw agricultural commodities. In addition, both Canada and 

Mexico have established MRLs for propiconazole in/on various commodities. The Codex and 

Mexican MRLs are expressed in terms of propiconazole per se. The Canadian MRLs are 

expressed in terms of combined residues of propiconazole and its metabolites containing the 2,4-

DCBA moiety. Codex has an MRLs for straw and fodder of barley, rye, and wheat along with 

MRL for barley grain. The U.S. cannot harmonize at this level due to the use pattern registered 

in the U.S along with the CODEX tolerance expression. Canada has MRLs for barley, grain and 

oats, grain. The U.S. cannot harmonize at this level due to the use pattern registered in the U.S 

but will be harmonized on the tolerance expression for Canada only. 

Adequate crop field trial data reflecting the proposed use patterns were submitted for purposes of 

establishing tolerances. The Organization for Economic Cooperation and Development 

tolerance calculation procedures were utilized in determining the appropriate tolerance level for 

the requested amended use. 
Propiconazole 122101 Summary of Analytical Chemistry and Residue Data DP# 400030

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References

DP Barcode: D329394 

Subject: Propiconazole (122101): Reregistration Eligibility Decision (RED) Document; 

Revised Residue Chemistry Considerations. 

From: Y. Donovan 

To: M. Goodis and C. Scheltema 

Dated: 6/15/06 

MRID(s): None 

 

RDI: T. Morton (2/27/2013); S. Hummel (2/27/2013) & E. Reaves (2/27/2013) 

Petition Number: 2F7975 

DP Barcode(s): 400030 

PC Code: 122101 

 
Propiconazole 122101 Summary of Analytical Chemistry and Residue Data DP# 400030

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Attachment 1: Organization for Economic Cooperation and Development tolerance calculation 

procedures 

Cereal Grain Tolerances Associated with 2F7975 

Total Propiconzole

Barley Grain

US

Maturity

 

Total number of data (n) 9 

Percentage of censored data 11% 

Number of non-censored data 8 

Lowest residue 0.050 

Highest residue 2.120 

Median residue 0.255 

Mean 0.468 

Standard deviation (SD) 0.656 

Correction factor for censoring (CF) 0.926 

 

Proposed MRL estimate 

 

- Highest residue 2.120 

- Mean + 4 SD 3.092 

- CF x 3 Mean 1.299 

Unrounded MRL 3.092

 

Rounded MRL 3

 

 

 

Residues (mg/kg) n 

 < 0.05 1 

0.059 1 

0.066 1 

0.132 1 

0.255 1 

0.379 1 

0.471 1 

0.677 1 

2.12 1 
Propiconazole 122101 Summary of Analytical Chemistry and Residue Data DP# 400030

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Total Propiconazole

Barley Hay

US

7 day PHI

 

Total number of data (n) 8 

Percentage of censored data 0% 

Number of non-censored data 8 

Lowest residue 2.560 

Highest residue 11.900 

Median residue 5.235 

Mean 6.631 

Standard deviation (SD) 3.897 

Correction factor for censoring (CF) 1.000 

 

Proposed MRL estimate 

 

- Highest residue 11.900 

- Mean + 4 SD 22.221 

- CF x 3 Mean 19.894 

Unrounded MRL 22.221

 

Rounded MRL 30

 

 

 

Residues (mg/kg) n 

2.56 1 

2.75 1 

3.97 1 

4.27 1 

6.2 1 

10 1 

11.4 1 

11.9 1 
Propiconazole 122101 Summary of Analytical Chemistry and Residue Data DP# 400030

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Total Propiconazole

Barley Straw

US

Maturity

 

Total number of data (n) 9 

Percentage of censored data 0% 

Number of non-censored data 9 

Lowest residue 0.918 

Highest residue 10.100 

Median residue 2.900 

Mean 4.206 

Standard deviation (SD) 3.499 

Correction factor for censoring (CF) 1.000 

 

Proposed MRL estimate 

 

- Highest residue 10.100 

- Mean + 4 SD 18.203 

- CF x 3 Mean 12.619 

Unrounded MRL 18.203

 

Rounded MRL 20

 

 

 

Residues (mg/kg) n 

0.918 1 

1.47 1 

1.61 1 

1.96 1 

2.9 1 

3.59 1 

5.75 1 

9.56 1 

10.1 1 
Propiconazole 122101 Summary of Analytical Chemistry and Residue Data DP# 400030

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Total Propiconazole

Oats Grain

US

Maturity

 

Total number of data (n) 12 

Percentage of censored data 0% 

Number of non-censored data 12 

Lowest residue 0.065 

Highest residue 1.560 

Median residue 0.218 

Mean 0.514 

Standard deviation (SD) 0.543 

Correction factor for censoring (CF) 1.000 

 

Proposed MRL estimate 

 

- Highest residue 1.560 

- Mean + 4 SD 2.685 

- CF x 3 Mean 1.542 

Unrounded MRL 2.685

 

Rounded MRL 3

 

 

 

Residues (mg/kg) n 

0.065 1 

0.088 1 

0.153 1 

0.182 1 

0.195 1 

0.214 1 

0.221 1 

0.261 1 

0.842 1 

0.915 1 

1.47 1 

1.56 1 
Propiconazole 122101 Summary of Analytical Chemistry and Residue Data DP# 400030

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Total Propiconazole

Oats Forage

US

7 day PHI

 

Total number of data (n) 10 

Percentage of censored data 0% 

Number of non-censored data 10 

Lowest residue 0.499 

Highest residue 2.310 

Median residue 1.455 

Mean 1.338 

Standard deviation (SD) 0.582 

Correction factor for censoring (CF) 1.000 

 

Proposed MRL estimate 

 

- Highest residue 2.310 

- Mean + 4 SD 3.665 

- CF x 3 Mean 4.013 

Unrounded MRL 4.013

 

Rounded MRL 4

 

 

 

Residues (mg/kg) n 

0.499 1 

0.5 1 

0.779 1 

1.4 1 

1.43 1 

1.48 1 

1.51 1 

1.68 1 

1.79 1 

2.31 1 
Propiconazole 122101 Summary of Analytical Chemistry and Residue Data DP# 400030

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Total Propiconazole

Oats Hay

US

7 day PHI

 

Total number of data (n) 11 

Percentage of censored data 0% 

Number of non-censored data 11 

Lowest residue 0.798 

Highest residue 7.740 

Median residue 3.230 

Mean 3.442 

Standard deviation (SD) 2.255 

Correction factor for censoring (CF) 1.000 

 

Proposed MRL estimate 

 

- Highest residue 7.740 

- Mean + 4 SD 12.462 

- CF x 3 Mean 10.326 

Unrounded MRL 12.462

 

Rounded MRL 15

 

 

 

Residues (mg/kg) n 

0.798 1 

0.905 1 

1.07 1 

2.35 1 

2.67 1 

3.23 1 

3.28 1 

4.76 1 

4.82 1 

6.24 1 

7.74 1 
Propiconazole 122101 Summary of Analytical Chemistry and Residue Data DP# 400030

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Total Propiconazole

Rye Forage

US

7 day PHI

 

Total number of data (n) 3 

Percentage of censored data 0% 

Number of non-censored data 3 

Lowest residue 2.370 

Highest residue 3.750 

Median residue 2.410 

Mean 2.843 

Standard deviation (SD) 0.785 

Correction factor for censoring (CF) 1.000 

 

Proposed MRL estimate 

 

- Highest residue 3.750 

- Mean + 4 SD 5.985 

- CF x 3 Mean 8.530 

Unrounded MRL 8.530

 

Rounded MRL 9

 

 High uncertainty of MRL estimate. 

[Small dataset] 

Residues (mg/kg) n 

2.37 1 

2.41 1 

3.75 1 
Propiconazole 122101 Summary of Analytical Chemistry and Residue Data DP# 400030

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Total Propiconazole

Rye Straw

US

Maturity

 

Total number of data (n) 4 

Percentage of censored data 0% 

Number of non-censored data 4 

Lowest residue 0.689 

Highest residue 4.600 

Median residue 1.274 

Mean 1.959 

Standard deviation (SD) 1.807 

Correction factor for censoring (CF) 1.000 

 

Proposed MRL estimate 

 

- Highest residue 4.600 

- Mean + 4 SD 9.187 

- CF x 3 Mean 5.877 

Unrounded MRL 9.187

 

Rounded MRL 10

 

 High uncertainty of MRL estimate. 

[Small dataset] 

Residues (mg/kg) n 

0.689 1 

0.907 1 

1.64 1 

4.6 1 
Propiconazole 122101 Summary of Analytical Chemistry and Residue Data DP# 400030

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Total Propiconazole

Wheat Forage

US

7 day PHI

 

Total number of data (n) 13 

Percentage of censored data 0% 

Number of non-censored data 13 

Lowest residue 1.270 

Highest residue 8.470 

Median residue 2.760 

Mean 3.098 

Standard deviation (SD) 1.949 

Correction factor for censoring (CF) 1.000 

 

Proposed MRL estimate 

 

- Highest residue 8.470 

- Mean + 4 SD 10.896 

- CF x 3 Mean 9.293 

Unrounded MRL 10.896

 

Rounded MRL 15

 

 

 

Residues (mg/kg) n 

1.27 1 

1.31 1 

1.45 1 

1.88 1 

2.11 1 

2.16 1 

2.76 1 

3.01 1 

3.37 1 

3.77 1 

3.94 1 

4.77 1 

8.47 1 

Total Propiconazole
Propiconazole 122101 Summary of Analytical Chemistry and Residue Data DP# 400030

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Wheat Hay

US

7 day PHI

 

Total number of data (n) 13 

Percentage of censored data 0% 

Number of non-censored data 13 

Lowest residue 3.380 

Highest residue 21.600 

Median residue 6.690 

Mean 7.938 

Standard deviation (SD) 5.000 

Correction factor for censoring (CF) 1.000 

 

Proposed MRL estimate 

 

- Highest residue 21.600 

- Mean + 4 SD 27.939 

- CF x 3 Mean 23.813 

Unrounded MRL 27.939

 

Rounded MRL 30

 

 

 

Residues (mg/kg) n 

3.38 1 

3.97 1 

4.09 1 

4.27 1 

4.38 1 

5.31 1 

6.69 1 

7.94 1 

9.26 1 

10 1 

10.5 1 

11.8 1 

21.6 1 
Propiconazole 122101 Summary of Analytical Chemistry and Residue Data DP# 400030

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Total Propiconazole

Wheat Straw

US

Maturity

 

Total number of data (n) 15 

Percentage of censored data 0% 

Number of non-censored data 15 

Lowest residue 0.600 

Highest residue 12.600 

Median residue 2.740 

Mean 4.502 

Standard deviation (SD) 4.049 

Correction factor for censoring (CF) 1.000 

 

Proposed MRL estimate 

 

- Highest residue 12.600 

- Mean + 4 SD 20.696 

- CF x 3 Mean 13.506 

Unrounded MRL 20.696

 

Rounded MRL 20

 

 

 

Residues (mg/kg) n 

0.6 1 

1 1 

1.41 1 

1.47 1 

1.57 1 

1.6 1 

1.95 1 

2.74 1 

3.56 1 

5.08 1 

5.31 1 

7.58 1 

8.66 1 

12.4 1 

12.6 1 
Propiconazole 122101 Summary of Analytical Chemistry and Residue Data DP# 400030

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Attachment 2: International Residue Limits 

Propiconazole (122101; 10/03/2012) 

Summary of US and International Tolerances and Maximum Residue Limits 

Residue Definition: 

US Canada Mexico2 Codex3 

40 CFR 180.434: 

Plant/Livestock: combined 

residues of the fungicide 1-[[2-

(2,4-dichlorophenyl)-4-propyl1,3-dioxolan-2-yl] methyl]-1H1,2,4-triazole and its metabolites 

determined as 2,4-

dichlorobenzoic acid and 

expressed as parent compound 

1-[[2-(2,4-diclorophenyl)-4-

propyl-1,3-dioxolan-2-yl] 

methyl]-1H-1,2,4-triazole, 

including all metabolites 

containing the 2,4-

dichlorophenyl-1-methyl 

substituted moiety 

 Plant and animal 

commodities: 

propiconazole 

The residue is fat 

soluble. 

Commodity1 Tolerance (ppm) /Maximum Residue Limit (mg/kg) 

US Canada Mexico2 Codex3

Barley, hay 30 

Barley, straw 20 2 barley straw and 

fodder, dry 

Barley, grain 3 0.05 0.2 

Rye, forage 9 

Rye, straw 10 2 rye straw and fodder, 

dry 

Oats, forage 4 

Oats, hay 15 

Oats, grain 3 0.05 

Wheat, forage 15 

Wheat, hay 30 

Wheat, straw 20 2 wheat straw and 

fodder, dry 

Grain, aspirated grain 

fractions 

110 

 

Completed: M. Negussie; 10/04/2012 

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

not those proposed by the applicant. 

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

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

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

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

Results of supervised trials on crops-JMPR Report 2007 

Residue data on parent compound was available for barley, rye, and wheat. 

For dietary intake calculation purposes, the Meeting estimated in each case what the STMR and 

HR would be taking into account all residues convertible to 2,4-DCBA. 
Propiconazole 122101 Summary of Analytical Chemistry and Residue Data DP# 400030

 Page 31 of 32 

The Meeting decided (based on the metabolism studies available) to apply a conservative 

default factor of 3 to food commodities. This would convert parent-only residues to total residues 

convertible to 2,4-DCBA, except when additional data were available to make a more realistic 

assessment. For cereal straw a conversion factor of 10 is applied based on metabolism studies. 

The Meeting could recommend maximum and median residue levels based on the LOQs of 

the parent compounds because the maize, corn, pineapple, sugar cane, and pecan residues were 

measured as total residues based on the determination of 2,4-DCBA. This also took into account 

that the total residues were below or at the LOQ in all samples. 

Residue trials based on the determination of the parent compound 

Cereals 

Barley 

Field trials were performed in France, Germany and Switzerland applying propiconazole in 

accordance with the GAP in France (2 × 0.12 kg ai/ha with 42 days PHI). The parent 

propiconazole residues in barley grains were: < 0.02 (7), 0.02 (4), 0.025, 0.03, 0.03, 0.03, 0.03, 

0.03, 0.04, 0.04, 0.05, 0.1, and 0.11 mg/kg. 

Based on the GAP in France, the Meeting estimated a maximum residue level of 0.2 mg/kg, 

and an STMR of 0.0675 (3 × 0.0225) mg/kg for barley. The Meeting withdrew its previous 

recommendation of 0.05 mg/kg for barley. 

Rye 

Two trials were performed with 2 × 0.125 kg ai/ha application rate. Grain samples taken 48–50 

days after the second application did not contain detectable parent residues (< 0.01, < 0.02 

mg/kg). 

Wheat 

Field trials were performed in France Germany and UK applying propiconazole in accordance 

with the GAP in France (2 × 0.12 kg ai/ha with 42 days PHI). The parent propiconazole 

residues in wheat grains were below the LOQ (< 0.01, < 0.02 mg/kg) in all samples (12). 

As the GAP for wheat rye and triticale are the same, and in both commodities the residues 

were below the LOQ, the Meeting decided to combine residues in wheat and rye. 

The Meeting estimated a maximum residue level of 0.02 mg/kg and an STMR of 

0.06 (3 × 0.02) mg/kg for wheat and rye and triticale. 

The Meeting withdrew its previous recommendation of 0.05 mg/kg for wheat and rye. 

Residues in animal feed 

Trials providing data on residues of parent compound 

Barley straw 

Following applications according to French GAP (2 × 0.125 kg ai/ha with a PHI of 42 days) the 
Propiconazole 122101 Summary of Analytical Chemistry and Residue Data DP# 400030

 Page 32 of 32 

residues in barley straw were: 0.03, < 0.04 (4), 0.05, 0.05, 0.07, 0.07, 0.12, 0.14, 0.15, 0.15, 0.22, 

0.3, 0.32, 0.36, 0.41, 0.42, 0.68, 0.83, and 0.97 mg/kg. 

Wheat straw 

Following applications according to French GAP (2 × 0.125 kg ai/ha with PHI of 42 days) the 

residues in wheat straw in ranked order, median underlined, were: < 0.04, < 0.04, < 0.04, 0.06, 

0.1, 0.13, 0.15, 0.19, 0.3, 0.3, 0.32, 0.41, 0.43, 0.49, 0.54, 0.58, 0.65, 0.77, 0.8, 0.81, 0.82, and 

0.89 mg/kg. 

The Meeting considered that the residue distribution in barley and wheat straw is the same and 

combined the two data sets. Residue found, in ranked order were: 0.03, < 0.04 (7), 0.05, 0.05, 

0.06, 0.07, 0.07, 0.1, 0.12, 0.13 0.14, 0.15, 0.15, 0.15, 0.19, 0.22, 0.3 (3), 0.32, 0.032, 0.36, 0.41, 

0.41, 0.42, 0.43, 0.49, 0.54, 0.58, 0.65, 0.68, 0.77, 0.8, 0.81, 0.82, 0.83, 0.89 and 0.97 mg/kg. 

The Meeting estimated a maximum residue level of 2 mg/kg for barley, rye, triticale and 

wheat straw. For cereal straw a conversion factor of 10 is applied to convert to total residue 

based on metabolism studies. The Meeting estimated a highest residue of 9.7 (10 × 0.97) and 

an STMR of 2.6 (10 × 0.26) mg/kg for barley, rye, triticale and wheat straw. 
Primary Evaluator 

Approved by 

urston G. Morton, Chemist 

Susan V. Hummel

i) ~ 

, Senior Scientist 

HEDIRABIV (7509P) 

Date: 2/27113 

Date: 2/27 I 13 

Note: This OER was originally prepared under contract by Versar, Inc. (6850 Versar Center, Springfield. VA 2215 I: submiued 

6/27112). The DER has been reviewed by the Health Efl""ects Division (HED) and revised to rdlect current Office of Pesticide 

Programs (OPP) policies. 

STUDY REPORTS: 

48681701 Hampton, M. (201 1) Azoxystrobin/Propiconazole SE (Al5909C) ~Magnitude of 

Residues in or on Rye: Final Report. Project Number: T008507-08, TK0003206. Unpublished 

study prepared by Syngenta Crop Protection, Carolina Ag Research and Easton Agri-Consulting. 

391 p. 

EXECUTIVE SUMMARY: 

Syngenta Crop Protection, LLC. has submitted field trial data for propiconazole on rye. Four 

field trials were conducted in the United States during the 2009 growing season in the North 

American Free Trade Agreement (NAFTA) Growing Zones 2 (SC; 1 trial), 5 (lA; 1 trial), and 7 

(ND and NE; 2 trials). The petitioner indicated that a fifth trial, conducted in Zone 5 (IA), was 

not included in the study because it was conducted with annual rye grass instead of cereal grain 

rye. The submission also includes data for azoxystrobin. Refer to 4868170 l.del for data 

pertaining to azoxystrobin. 

Each trial consisted of one untreated plot and two treated plots; separate plots were established 

for the harvest of forage and for the harvest of grain and straw. At each trial location, the treated 

plots received two foliar broadcast applications of a multiple active ingredient (MAl) suspocmulsion (SE) formulation (Quilt XcelTM) containing 1.02 lb ai/gal propiconazole and 1.18 lb 

ai/gal azoxystrobin. Applications were targeted at Feekes growth stage 5, and 7 days prior to 

harvest for the forage plots, and at 14 days prior to Feekes 10.54, and Feekes 10.54 for grain and 

straw plots. Only data pertaining to propiconazole are reviewed in this DER; therefore, the 

product will he referred to herein as the 1.02 lb ai/gal SE formulation. Each treated plot received 

two applications of propiconazole at 0.1104-0.1150 lb ai/ Napplication, for a total seasonal rate 

of 0.2216-0.2288 lb ail A. Applications were made at 13- to 16-day retreatment intervals (RTis) 

using ground equipment in spray volumes of2.01-23.37 gal/A. A nonionic surfactant (NIS) was 

added to the spray mixtures for all applications in three trials, and a crop oil concentrate (COC) 

was added to the spray mixtures in one trial. Samples of forage were harvested from all trials at 

preharvest intervals (PHis) of6-8 and 13-15 days; grain and straw were harvested at maturity 

(PHis of 34-50 days). Additional forage samples were ha.rvested at PHis of 0, 3, 7, and 2 1 days 

DP# 400030/MRID No. 4868170 l Page 1 of 16 
 Propiconazole/PC Code 122101/Syngenta Crop Protection, LLC 

 DACO 7.4.1/7.4.2/OPPTS 860.1500/OECD IIA 6.3.1, 6.3.2, 6.3.3 and IIIA 8.3.1, 8.3.2, 8.3.3 

 Crop Field Trial/ Residue Decline - Rye 

DP# 400030/MRID No. 48681701 Page 2 of 16

from one trial (in IA) to assess residue decline; additional grain and straw samples were collected 

14 and 7 days prior to, and 7 days after, maturity. 

Application rates in the submission were reported in terms of total lb ai/A for combined 

application of azoxystrobin and propiconazole (refer to pg. 10 of MRID 48681701). Individual 

application rates for azoxystrobin and propiconazole were calculated by the study reviewer based 

on the ratio of the active ingredients in the product: 1.18/2.2 for azoxystrobin or 1.02/2.2 for 

propiconazole. 

Samples were analyzed for residues of propiconazole (determined as propiconazole per se) using 

a high performance liquid chromatography method with tandem mass spectrometry detection 

(LC/MS/MS), Morse Laboratories Meth-180. The limit of quantitation (LOQ; determined as the 

lowest limit of method validation; LLMV) was 0.01 ppm. Samples were also analyzed for 

propiconazole and its metabolites convertible to 2,4-dichlorobenzoic acid (2,4-DCBA) using gas 

chromatography with mass selective detection (GC/MSD), Novartis Crop Protection method 

AG-626. This is a common moiety method in which all residues of concern are converted by 

base hydrolysis and oxidation to 2,4-DCBA, then determined as the 2,4-DCBA methyl ester, and 

reported in propiconazole equivalents. The LOQ (determined as the LLMV) was 0.05 ppm. 

Samples were analyzed for the triazole metabolites 1,2,4-triazole (T), triazole alanine (TA), and 

triazole acetic acid (TAA) using LC/MS/MS, Morse Laboratories Meth-160, Revision #2. The 

LOQs (determined as the LLMVs) were: 0.01 ppm for T in all matrices, 0.02, 0.06, and 0.01 

ppm for TA in rye forage, grain, and straw, respectively, and 0.01 ppm for TAA in forage and 

0.03 ppm in grain and straw. The methods were adequate for data collection based on acceptable 

concurrent recovery data. The fortification levels used in concurrent method recovery were 

adequate to bracket expected residue levels. Concurrent recoveries were corrected for apparent 

residues in controls; treated samples were not corrected for residues in controls. 

Samples were shipped from the field sites to a sample preparation facility, where they were 

homogenized prior to shipment to the analytical laboratory. Samples were stored frozen (<-10 

°C at the preparation facility and <-20 °C at the analytical laboratory) from collection to analysis 

for propiconazole per se and propiconazole and metabolites determined as 2,4-DCBA, 

respectively, for 61-91 days (2.0-3.0 months) and 97-209 days (3.2-6.9 months) for forage, 28-58 

days (0.9-1.9 months) and 102-155 days (3.4-5.1 months) for grain, and 28-58 days (0.9-1.9 

months) and 104-159 days (3.4-5.2 months) for straw. Sample storage durations prior to analysis 

for the triazole metabolites were 59-81 days (1.9-2.7 months) for forage, 23-123 days (0.8-4.0 

months) for grain, and 28-124 days (0.9-4.1 months) for straw. All samples were analyzed 

within 0-8 days of extraction. Adequate storage stability data are available to support the storage 

durations and conditions of samples from the submitted field trials. 

Following two foliar broadcast applications of the 1.02 lb ai/gal SE formulation of propiconazole 

at 0.2222-0.2263 lb ai/A, residues (and per trial averages) of propiconazole per se and 

propiconazole and metabolites determined as 2,4-DCBA, respectively, in/on forage were: 0.895-

1.62 (0.895-1.52) and 2.29-3.99 (2.37-3.75) ppm at the 6- to 8-day PHI; and 0.383-0.955 (0.403-

0.938) and 1.25-3.01 (1.33-2.97) ppm at the 13- to 15-day PHI. In/on grain and straw harvested 
 Propiconazole/PC Code 122101/Syngenta Crop Protection, LLC 

 DACO 7.4.1/7.4.2/OPPTS 860.1500/OECD IIA 6.3.1, 6.3.2, 6.3.3 and IIIA 8.3.1, 8.3.2, 8.3.3 

 Crop Field Trial/ Residue Decline - Rye 

DP# 400030/MRID No. 48681701 Page 3 of 16

at PHIs of 34-50 days following two applications at 0.2216-0.2288 lb ai/A, corresponding 

residues (and per trial averages) were: <0.01 and <0.05-0.160 (<0.05-0.144) ppm in/on grain, 

and 0.0384-0.650 (0.0428-0.551) and 0.657-4.94 (0.689-4.60) ppm in/on straw. 

For the triazole metabolites, residues of T were below the LOQ (<0.01 ppm) in/on all samples of 

rye forage, grain, and straw. Residues (and per trial averages) of TA and TAA, respectively, 

in/on forage were <0.02-0.0775 (<0.02-0.0673) and <0.01-0.0263 (<0.01-0.0224) ppm at the 6- 

to 8-day PHI; and <0.02-0.0945 (<0.0207-0.0875) and <0.01-0.0272 (<0.01-0.0260) ppm at the 

13- to 15-day PHI. Residues (and per trial averages) of TA and TAA, respectively, in/on grain 

and straw were: <0.06-0.615 (<0.06-0.565) and 0.0319-0.141 (0.0371-0.131) ppm in/on grain; 

and 0.0277-0.108 (0.0299-0.102) and <0.03-0.0595 (<0.03-0.0580) ppm in/on straw. 

The residue decline data indicate that residues of propiconazole per se and propiconazole and 

metabolites determined as 2,4-DCBA generally decreased with increasing PHI in/on rye forage 

and straw. Residues of propiconazole and metabolites determined as 2,4-DCBA in/on rye grain 

generally increased with increasing PHI, while residues of propiconazole per se were below the 

LOQ at all sampling intervals. For the triazole metabolites, residues of T were below the LOQ 

in/on all matrices at all sampling intervals; therefore, residue decline could not be assessed. 

Residues of TA in/on rye forage, grain, and straw generally increased with increasing PHI. 

Residues of TAA increased with increasing PHI in/on rye grain, but residues of TAA in rye 

forage and straw were near or below the LOQ at each sampling interval; therefore, residue 

decline could not be assessed. 

STUDY/WAIVER ACCEPTABILITY/DEFICIENCIES/CLARIFICATIONS: 

Under the conditions and parameters used in the study, the field trial residue data are classified 

as scientifically acceptable. The acceptability of this study for regulatory purposes is addressed 

in the forthcoming U.S. EPA Residue Chemistry Summary Document [DP# 400030]. 

COMPLIANCE:

Signed and dated Good Laboratory Practice (GLP), Quality Assurance, and Data Confidentiality 

statements were provided. No deviations from regulatory requirements were reported which 

would have an impact on the validity of the study. 

A. BACKGROUND INFORMATION

Propiconazole is a triazole-type fungicide that provides broad spectrum disease control through 

inhibition of sterol biosynthesis in fungi. It is registered to Syngenta Crop Protection for the 

control of fungal diseases on a variety of crops. 

The nomenclature of propiconazole, 1,2,4-triazole (T), triazole alanine (TA), and triazole acetic 

acid (TAA) are summarized in Table A.1, and the physicochemical properties of propiconazole 

are summarized in Table A.2. 
 Propiconazole/PC Code 122101/Syngenta Crop Protection, LLC 

 DACO 7.4.1/7.4.2/OPPTS 860.1500/OECD IIA 6.3.1, 6.3.2, 6.3.3 and IIIA 8.3.1, 8.3.2, 8.3.3 

 Crop Field Trial/ Residue Decline - Rye 

DP# 400030/MRID No. 48681701 Page 4 of 16

TABLE A.1. Nomenclature of Propiconazole and Triazoles.

Compound 

Common name Propiconazole 

Company experimental names CGA-64250 

IUPAC name 1-[2-(2,4_dichlorophenyl)-4-propyl-1,3-dioxolan-2-ylmethyl]-1H-1,2,4-triazole 

CAS name 1-[[2-(2,4-dichlorophenyl)-4-propyl-1,3-dioxolan-2-yl]methyl]-1H-1,2,4-triazole 

CAS # 60207-90-1 

End-use products/EP 

Suspo-emulsion (SE) formulation (Quilt XcelTM) containing 1.18 lb ai/gal azoxystrobin 

and 1.02 lb ai/gal propiconazole 

Compound 

Common name 2,4-DCBA 

Chemical name 2,4-dichlorobenzoic acid 

Compound 

Common name 1,2,4-Triazole (T) 

Chemical name 1H-1,2,4-triazole 

CAS registry number 288-88-0 

Compound 

Common name Triazole alanine or triazolylalanine (TA) 

Chemical name α-amino-1H-1,2,4-triazole-1-propanoic acid 

CAS registry number 114419-45-3 

Compound 

Common name Triazole acetic acid or triazolylacetic acid (TAA) 

Chemical name 1H-1,2,4-triazole-1-acetic acid 

N

N N

O

O

Cl

Cl

HN

N

N

N

N

N

HO

NH2

O

N

N

N

HO

O
 Propiconazole/PC Code 122101/Syngenta Crop Protection, LLC 

 DACO 7.4.1/7.4.2/OPPTS 860.1500/OECD IIA 6.3.1, 6.3.2, 6.3.3 and IIIA 8.3.1, 8.3.2, 8.3.3 

 Crop Field Trial/ Residue Decline - Rye 

DP# 400030/MRID No. 48681701 Page 5 of 16

TABLE A.1. Nomenclature of Propiconazole and Triazoles.

CAS registry number 28711-29-7 

TABLE A.2. Physicochemical Properties of Technical Grade Propiconazole.

Parameter Value Reference 

Boiling point 120°C at 1.9 Pa, >250°C at 101.325 kPa MRID No.:43698701 

pH 4.9 @ 25°C (1% aqueous dispersion) MRID No.:43698701 

Density 1.289 g/cm3 typical @ 20°C MRID No.: 43698701 

Water solubility (20°C) 0.10 g/L at 20°C MRID No.: 41720301 

Solvent solubility (temperature not specified)

Completely miscible in ethanol, acetone, 

toluene and n-octanol. n-hexane = 47 g/L MRID No.: 42030201 

Vapor pressure at 25°C 4.2 x 10-7 mm Hg @ 25°C MRID No.: 41720301 

Dissociation constant (pKa) 1.09 MRID No.: 43698701 

Octanol/water partition coefficient Log(KOW)

(25 °C) 3.72 @ pH 6.6 MRID No.: 43698701 

UV/visible absorption spectrum (8max, nm) Not available MRID No.: 40583703 

B. EXPERIMENTAL DESIGN

B.1. Study Site Information 

Four field trials were conducted in the United States during the 2009 growing season in the 

NAFTA Growing Zones 2 (SC; 1 trial), 5 (IA; 1 trial), and 7 (ND and NE; 2 trials). The 

petitioner indicated that a fifth trial, conducted in Zone 5 (IA), was not included in the study 

because it was conducted with annual ryegrass instead of cereal grain rye. 

Each trial consisted of one untreated plot and two treated plots; separate plots were established 

for the harvest of forage and for the harvest of grain and straw. At each trial location, the treated 

plots received two foliar broadcast applications of a 1.02 lb ai/gal SE formulation of 

propiconazole (Quilt XcelTM). Applications were targeted at Feekes growth stage 5, and 7 days 

prior to harvest for the forage plots, and at 14 days prior to Feekes 10.54, and Feekes 10.54 for 

grain and straw plots. Each treated plot received two applications of propiconazole at 0.1104-

0.1150 lb ai/A/application, for a total seasonal rate of 0.2216-0.2288 lb ai/A. Applications were 

made at 13- to 16-day RTIs using ground equipment in spray volumes of 2.01-23.37 gal/A. An 

NIS was added to the spray mixtures for all applications in three trials, and a COC was added to 

the spray mixtures in one trial. Samples of forage were harvested from all trials at PHIs of 6-8 

and 13-15 days; grain and straw were harvested at maturity (PHIs of 34-50 days). Additional 

forage samples were harvested at PHIs of 0, 3, 7, and 21 days from one trial (in IA) to assess 

residue decline; additional grain and straw samples were collected 14 and 7 days prior to, and 7 

days after, maturity. 

Maintenance pesticides and fertilizers were used as needed to produce a commercial quality 

crop. Monthly temperature ranges and total monthly precipitation were provided for each trial, 

as well as the historical averages. Irrigation was used to supplement rainfall as needed. The 

petitioner stated that actual temperature recordings were within average historical values, and 
 Propiconazole/PC Code 122101/Syngenta Crop Protection, LLC 

 DACO 7.4.1/7.4.2/OPPTS 860.1500/OECD IIA 6.3.1, 6.3.2, 6.3.3 and IIIA 8.3.1, 8.3.2, 8.3.3 

 Crop Field Trial/ Residue Decline - Rye 

DP# 400030/MRID No. 48681701 Page 6 of 16

actual average rainfall was within historical rainfall averages. In trial C33-9105 (NE), the first 

application to treated plot 2 (forage) was made at Feekes 5-7 (vs. 5) due to sporadic growth 

caused by the weather. Although variations in temperature and precipitation were reported, no 

abnormal weather events were indicated to have adversely impacted crop yields or crop growth 

and development at the remaining trial sites. 

Trial conditions are presented in Table B.1.1. The study use pattern is presented in Table B.1.2, 

and the crop varieties grown are identified in Table C.3. 

TABLE B.1.1 Trial Site Conditions.

Trial Identification: 

City, State; Year (Trial No.) 

Soil characteristics 

Type %OM pH CEC 

(meq/100 g) 

Elko, SC; 2009 (E11-9101) Loamy sand 1.1 6.8 3.1 

Bagley, IA; 2009 (C30-9102) Loam 2.8 7 18.2 

Carrington, ND; 2009 (C13-9104) Loam 3.9 7.0 27.2 

Grand Island, NE; 2009 (C33-9105) Loam 3.5 7.1 18.2 

TABLE B.1.2. Study Use Pattern.

Location 

(City, State; 

Year) Trial 

ID 

EP1 Plot Application Information Tank Mix/ 

Adjuvants Method; Timing 4 Volume 

(gal/A)

Rate2

(lb ai/A)

RTI3 

(days) 

Total 

Rate2 

(lb ai/A)

Elko, SC; 

2009 (E11-

9101) 

1.02 lb 

ai/gal SE 

2 

[Forage] 

1. Foliar broadcast; Feekes Stage 

5 

22.37 0.1112 - 0.2222 NIS 

2. Foliar broadcast; BBCH 33 21.88 0.1110 14 

3 

[Grain and 

Straw] 

1. Foliar broadcast; Feekes 10.0 21.92 0.1111 -- 0.2216 NIS 

2. Foliar broadcast; Feekes Stage 

10.54 

21.25 0.1104 14 

Bagley, IA; 

2009 (C30-

9102) 

1.02 lb 

ai/gal SE

2 

[Forage]

1. Foliar broadcast; Feekes 5 8.50 0.1127 -- 0.2263 NIS 

2. Foliar broadcast; 14 days prior 

to Feekes 10.54 

8.91 0.1136 13 

3 

[Grain and 

Straw] 

1. Foliar broadcast; 14 days prior 

to Feekes 10.54 

9.02 0.1150 -- 0.2288 NIS 

2. Foliar broadcast; Feekes 10.54 10.15 0.1138 14 

Carrington, 

ND; 2009 

(C13-9104) 

1.02 lb 

ai/gal SE 

2 

[Forage] 

1. Foliar broadcast; BBCH 30 2.03 0.1129 -- 0.2247 COC 

2. Foliar broadcast; Feekes 8 2.01 0.1117 14 

3 

[Grain and 

Straw] 

1. Foliar broadcast; Feekes 10.3 2.01 0.1117 -- 0.2235 COC 

2. Foliar broadcast; BBCH 71 2.01 0.1117 13 

Grand Island, 

NE; 2009 

(C33-9105) 

1.02 lb 

ai/gal SE 

2 

[Forage] 

1. Foliar broadcast; BBCH 32 19.83 0.1117 -- 0.2235 NIS 

2. Foliar broadcast; BBCH 51 20.13 0.1118 14 

3 

[Grain and 

Straw] 

1. Foliar broadcast; BBCH 59 20.17 0.1109 -- 0.2229 NIS 

2. Foliar broadcast; BBCH 71 20.38 0.1120 16 

1

 EP = End-use Product; a multiple active ingredient (MAI) suspo-emulsion (SE) formulation (Quilt XcelTM) containing 1.18 lb 

ai/gal azoxystrobin and 1.02 lb ai/gal propiconazole. 
 Propiconazole/PC Code 122101/Syngenta Crop Protection, LLC 

 DACO 7.4.1/7.4.2/OPPTS 860.1500/OECD IIA 6.3.1, 6.3.2, 6.3.3 and IIIA 8.3.1, 8.3.2, 8.3.3 

 Crop Field Trial/ Residue Decline - Rye 

DP# 400030/MRID No. 48681701 Page 7 of 16

2

 Application rates in the submission were reported in terms of total lb ai/A for combined application of azoxystrobin and 

propiconazole. Individual application rates for propiconazole were calculated by the study reviewer based on the ratio of the 

active ingredient in the product: reported rate X 1.02/2.2. 3

 RTI = Retreatment Interval. 

4

 NIS = non-ionic surfactant. COC = crop oil concentrate. 

TABLE B.1.3. Trial Numbers and Geographical Locations. 

NAFTA Growing Regions Rye 

Submitted Requested1 

Canada U.S. 

1 -- -- -- 

1A -- -- -- 

2 1 -- 1 

3 -- -- -- 

4 -- -- -- 

5 1 -- 2 

5A -- -- -- 

5B -- -- -- 

6 -- -- -- 

7 2 -- 2 

7A -- -- -- 

8 -- -- -- 

9 -- -- -- 

10 -- -- -- 

11 -- -- -- 

12 -- -- -- 

13 -- -- -- 

14 -- -- -- 

15 -- -- -- 

16 -- -- -- 

17 -- -- -- 

18 -- -- -- 

19 -- -- -- 

20 -- -- -- 

21 -- -- -- 

Total 4 5 1 As per OCSPP 860.1500, Table 5 for rye. 

B.2. Sample Handling and Preparation

Single control and duplicate treated samples of forage were harvested at PHIs of 6-8 and 13-15 

days; samples of grain (~3 lb) and straw (~2 lb) were harvested at maturity (34- to 50-day PHIs). 

Additional forage samples were harvested at PHIs of 0, 3, 7, and 21 days from one trial to assess 

residue decline; additional grain and straw samples were collected at 14 and 7 days prior to, and 

7 days after, maturity. The samples were placed in frozen storage at the field sites (interval 

between collection and freezing not reported). All samples were shipped frozen within 0-56 
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 Crop Field Trial/ Residue Decline - Rye 

DP# 400030/MRID No. 48681701 Page 8 of 16

days of collection by freezer truck or overnight courier to the preparation facility, Syngenta Crop 

Protection (Greensboro, NC), where they were maintained frozen (<-10 °C) prior to and 

following preparation. In preparation for analysis, any adhering soil and inedible portions of rye 

were removed from the samples by light brushing. Samples were homogenized by grinding in a 

Hobart food cutter in the presence of dry ice. Within 5-26 days of receipt at the preparation 

facility, samples were shipped frozen via FedEx to the analytical laboratory, Morse Laboratories 

(Sacramento, CA), where they were maintained frozen (~ -20 °C) prior to analysis. 

B.3. Analytical Methodology

Samples were analyzed for residues of propiconazole (determined as propiconazole per se) using 

LC/MS/MS, Morse Laboratories Meth-180 and for residues of propiconazole and its metabolites 

convertible to 2,4-DCBA (determined as 2,4-DCBA, expressed as propiconazole equivalents) 

using GC/MSD, Novartis Crop Protection method AG-626. Samples were analyzed for the 

triazole metabolites T, TA, and TAA using LC/MS/MS, Morse Laboratories Meth-160, Revision 

#2. Complete descriptions of the methods, including minor modifications, were included in the 

submission. 

For determination of residues of propiconazole per se, samples were extracted with 

methanol:water (80:20, v:v) and filtered. Water and saturated NaCl solution were added to an 

aliquot of the filtrate, which was then partitioned three times with hexane. The combined hexane 

extracts were evaporated to dryness, reconstituted in acetonitrile:water (30:70, v:v), and then 

analyzed using LC/MS/MS. The LOQ (determined as the LLMV) was 0.01 ppm; the limit of 

detection (LOD) was not reported. 

For determination of residues of propiconazole and metabolites convertible to 2,4-DCBA, 

samples were refluxed with methanol:ammonium hydroxide (80:20, v:v). An aliquot of the 

extract was evaporated to dryness. The residues were dissolved in aqueous NaOH and heated in 

the presence of potassium permanganate for oxidation of propiconazole and metabolites to 2,4-

DCBA. The sample was acidified with HCl and partitioned with hexane:ethyl ether (90:10, v:v). 

The organic phase was evaporated to dryness and derivatized with diazomethane to form the 

methyl ester of 2,4-DCBA. The derivatized extract was evaporated to dryness, reconstituted in 

hexane, and purified using an alumina solid phase extraction (SPE) cartridge. The sample was 

reduced to a known volume using nitrogen evaporation and then analyzed using GC/MSD. The 

LOQ (determined as the LLMV) was 0.05 ppm; the LOD was not reported. 

For determination of T, TA, and TAA, samples were extracted with methanol:water (80:20, v:v). 

Following the addition of Celite, the extracts were vacuum filtered, rinsed, and brought to 

volume with methanol:water (80:20, v:v). For determination of TAA, an aliquot of the extract 

was purified by SPE and then derivatized by HCl/butanol esterification. The TA aliquot 

underwent two derivatizations: an esterification using HCl/butanol and an acylation using 

heptafluorobutyric anhydride (HFBA). The T aliquot was directly derivatized with dansyl 

chloride to produce the dansyl derivative of 1,2,4-triazole and partitioned into ethyl acetate. All 

metabolite extracts were then evaporated to dryness, redissolved in acetonitrile:water (30:70, 
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 Crop Field Trial/ Residue Decline - Rye 

DP# 400030/MRID No. 48681701 Page 9 of 16

v:v), and analyzed using LC/MS/MS detection. The LOQs (determined as the LLMV) were: 

0.01 ppm for T in all matrices, 0.02, 0.06, and 0.01 ppm for TA in rye forage, grain, and straw, 

respectively, and 0.01 ppm for TAA in forage and 0.03 ppm in grain and straw. The LODs were 

not reported. 

The methods were validated in conjunction with the field trial samples. 

C. RESULTS AND DISCUSSION 

Sample storage conditions and durations are reported in Table C.2. Samples were shipped from 

the field sites to a sample preparation facility, where they were homogenized prior to shipment to 

the analytical laboratory. Samples were stored frozen (<-10 °C at the preparation facility and <-

20 °C at the analytical laboratory) from collection to analysis for propiconazole per se and 

propiconazole and metabolites determined as 2,4-DCBA, respectively, for 61-91 days (2.0-3.0 

months) and 97-209 days (3.2-6.9 months) for forage, 28-58 days (0.9-1.9 months) and 102-155 

days (3.4-5.1 months) for grain, and 28-58 days (0.9-1.9 months) and 104-159 days (3.4-5.2 

months) for straw. Sample storage durations prior to analysis for the triazole metabolites were 

59-81 days (1.9-2.7 months) for forage, 23-123 days (0.8-4.0 months) for grain, and 28-124 days 

(0.9-4.1 months) for straw. All samples were analyzed within 0-8 days of extraction. 

Acceptable storage stability data for propiconazole are available indicating that residues of 

propiconazole and metabolites convertible to 2,4-DCBA are stable during frozen storage for up 

to: 38 months in/on grass forage and straw (DP# 210742, 3/15/95, M. Rodriguez); and for up to 

36 months in/on wheat grain (DP# 240856, 2/23/05, T. Morton). In addition, acceptable data 

have been submitted indicating that residues of propiconazole per se are stable during frozen 

storage for up to 24 months in/on barley grain and 30 months in/on soybean seed (refer to 

48681707.der). Acceptable storage stability data for the triazole metabolites are available (DP# 

363016, 1/12/12, D. Drew; 47606601.der) indicating that residues of T, TA, and TAA are stable 

during frozen storage in/on wheat grain and straw, and residues of TA and TAA are stable in/on 

wheat forage for up to 4 years; residues of T in wheat forage are relatively stable for up to ~4 or 

~12 months, but decline thereafter. Additional storage stability data for the triazole metabolites 

(DP# 388246, 5/28/08, M. Doherty) indicate that residues of TAA are stable in/on wheat grain, 

forage, hay, and straw for up to 13 months, and that residues of TA are stable in/on wheat grain, 

forage, and hay, for up to 13 months. These data are adequate to support the storage durations 

and conditions of samples from the submitted field trials. These data are adequate to support the 

storage durations and conditions of samples from the submitted field trials. 

Concurrent method recovery data for the GC/MSD and LC/MS/MS methods are presented in 

Table C.1. Samples were fortified with propiconazole at 0.01-3.5 ppm for determination of 

propiconazole per se, and at 0.05-10 ppm for determination of propiconazole and metabolites 

convertible to 2,4-DCBA. Samples were fortified with T, TA, and TAA, respectively, at 0.01-

0.1, 0.01-1.0, and 0.01-0.4 ppm. The methods were adequate for data collection based on 

acceptable concurrent recovery data. Recoveries were generally within the acceptable range of 

70-120%. The fortification levels used in concurrent method recovery were adequate to bracket 

expected residue levels. Apparent residues of propiconazole per se and metabolite T were below 
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 Crop Field Trial/ Residue Decline - Rye 

DP# 400030/MRID No. 48681701 Page 10 of 16

the LOQ in/on all samples of untreated rye. Quantifiable apparent residues of propiconazole and 

metabolites determined as 2,4-DCBA were observed in/on one sample of untreated forage (0.176 

ppm). Quantifiable apparent residues of TA were observed in/on four samples of untreated 

forage (0.0286-0.0456 ppm) and one sample of untreated grain (0.0675 ppm), and quantifiable 

apparent residues of TAA were observed in/on three samples of untreated forage (0.0126-0.0234 

ppm) and one sample of untreated grain (0.0500 ppm). The petitioner attributed the occurrence 

of residues of TA and TAA in/on untreated samples to the widespread use of triazoles and the 

non-specific nature of the common moiety method of analysis. Concurrent recoveries were 

corrected for apparent residues in controls; treated samples were not corrected for residues in 

controls. 

Residue data from the rye field trials are reported in Tables C.3.1 (propiconazole) and C.3.2 

(triazole metabolites), and the residue data for rye are summarized in Table C.4. Following two 

foliar broadcast applications of the 1.02 lb ai/gal SE formulation of propiconazole at 0.2222-

0.2263 lb ai/A, residues of propiconazole per se and propiconazole and metabolites determined 

as 2,4-DCBA, respectively, in/on forage were: 0.895-1.62 (0.895-1.52) and 2.29-3.99 (2.37-

3.75) ppm at the 6- to 8-day PHI; and 0.383-0.955 (0.403-0.938) and 1.25-3.01 (1.33-2.97) ppm 

at the 13- to 15-day PHI. In/on grain and straw harvested at PHIs of 34-50 days following two 

applications at 0.2216-0.2288 lb ai/A, corresponding residues (and per trial averages) were: 

<0.01 and <0.05-0.160 (<0.05-0.144) ppm in/on grain, and 0.0384-0.650 (0.0428-0.551) and 

0.657-4.94 (0.689-4.60) ppm in/on straw. 

For the triazole metabolites, residues of T were below the LOQ (<0.01 ppm) in/on all samples of 

rye forage, grain, and straw. Residues (and per trial averages) of TA and TAA, respectively, 

in/on forage were <0.02-0.0775 (<0.02-0.0673) and <0.01-0.0263 (<0.01-0.0224) ppm at the 6- 

to 8-day PHI; and <0.02-0.0945 (<0.0207-0.0875) and <0.01-0.0272 (<0.01-0.0260) ppm at the 

13- to 15-day PHI. Residues (and per trial averages) of TA and TAA, respectively, in/on grain 

and straw were: <0.06-0.615 (<0.06-0.565) and 0.0319-0.141 (0.0371-0.131) ppm in/on grain; 

and 0.0277-0.108 (0.0299-0.102) and <0.03-0.0595 (<0.03-0.0580) ppm in/on straw. 

The residue decline data indicate that residues of propiconazole per se and propiconazole and 

metabolites determined as 2,4-DCBA generally decreased with increasing PHI in/on rye forage 

and straw. Residues of propiconazole and metabolites determined as 2,4-DCBA in/on rye grain 

generally increased with increasing PHI, while residues of propiconazole per se were below the 

LOQ at all sampling intervals. For the triazole metabolites, residues of T were below the LOQ 

in/on all matrices at all sampling intervals; therefore, residue decline could not be assessed. 

Residues of TA in/on rye forage, grain, and straw generally increased with increasing PHI. 

Residues of TAA increased with increasing PHI in/on rye grain, but residues of TAA in rye 

forage and straw were near or below the LOQ at each sampling interval; therefore, residue 

decline could not be assessed. 
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 Crop Field Trial/ Residue Decline - Rye 

DP# 400030/MRID No. 48681701 Page 11 of 16

TABLE C.1. Summary of Concurrent Recoveries of Propiconazole and the Triazole Metabolites from 

Rye.

Matrix Analyte Spike Level 

(ppm) 

Sample Size 

(n) 

Recoveries 

(%)1

Mean ± Std. Dev. 

(%)2,3

LC/MS/MS Meth-180

Rye Forage Propiconazole 0.01 3 72, 89, 94 85 ± 12 

0.1 3 75, 87, 91 84 ± 8.3 

3.5 1 93 93 

Rye Grain 0.01 3 106, 104, 97 102 ± 4.7 

0.1 3 92, 95, 98 95 ± 3.0 

Rye Straw 0.01 3 89, 99, 89 92 ± 5.8 

0.1 2 96, 87 92 

1.0 1 73 73 

GC/MSD method AG-626

Rye Forage Propiconazole and 

metabolites 

determined as 2,4-

DCBA 

0.05 4 78, 91, 108, 95 93 ± 12 

0.5 2 86, 87 86 

5.0 1 74 74 

10 1 80 80 

Rye Grain 0.05 2 72, 73 72 

0.5 3 80, 96, 65 80 ± 16 

Rye Straw 0.05 2 71, 85 78 

0.5 2 70, 86 78 

5.0 1 90 90 

LC/MS/MS Meth-160 

Rye Forage T 0.01 3 89, 86, 100 92 ± 7.4 

0.1 3 82, 82, 106 90 ± 14 

TA 0.02 3 91, 81, 104 92 ± 12 

0.2 3 86, 92, 100 93 ± 7.0 

TAA 0.01 3 106, 105, 108 106 ± 1.5 

0.1 3 104, 112, 108 108 ± 4.0 

Rye Grain T 0.01 3 86, 91, 94 90 ± 4.0 

0.1 3 80, 83, 103 89 ± 13 

TA 0.06 3 99, 73, 73 82 ± 15 

0.1 1 91 91 

0.6 3 96, 76, 77 83 ± 11 

1.0 1 84 84 

TAA 0.03 1 102 102 

0.04 2 106, 84 95 

0.3 1 98 98 

0.4 2 95, 86 90 

Rye Straw T 0.01 3 81, 79, 81 80 ± 1.2 

0.1 3 78, 74, 85 79 ± 5.6 

TA 0.01 1 119 119 

0.05 3 94, 114, 98 102 ± 11 

0.5 3 96, 99, 93 96 ± 3.0 

TAA 0.03 3 105, 104, 97 102 ± 4.4 

0.3 3 97, 101, 97 98 ± 2.3 
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DP# 400030/MRID No. 48681701 Page 12 of 16

1

 Concurrent recoveries were corrected for apparent residues in control samples. 2

 Standard deviations are calculated only for fortification levels having ≥3 samples. 3

 Means and standard deviations were calculated by the petitioner. 

TABLE C.2. Summary of Storage Conditions.

Matrix Analyte Storage Temperature 

(°C) 

Actual Storage Duration1 Limit of Demonstrated Storage 

Stability 

Propiconazole 

Forage Propiconazole Frozen at field sites; 

-10 at preparation 

facility; 

-20 at analytical 

laboratory 

61-91 days (2.0-3.0 months) Residues of propiconazole and 

metabolites convertible to 2,4-

DCBA are stable during frozen 

storage for up to: 38 months in/on 

grass forage and straw2; and for up 

to 36 months in/on wheat grain3

. 

Residues of propiconazole per se

are stable during frozen storage for 

up to 24 months in/on barley grain 

and 30 months in/on soybean seed4

.

Propiconazole 

and Metabolites 

97-209 days (3.2-6.9 months) 

Grain Propiconazole 28-58 days (0.9-1.9 months) 

Propiconazole 

and Metabolites 

102-155 days (3.4-5.1 months) 

Straw Propiconazole 28-58 days (0.9-1.9 months) 

Propiconazole 

and Metabolites 

104-159 days (3.4-5.2 months) 

Triazole metabolites 

Forage T Frozen at field sites; 

-10 at preparation 

facility; 

-20 at analytical 

laboratory 

59-80 days (1.9-2.6 months) Residues of T, TA, and TAA are 

stable during frozen storage in/on 

wheat grain and straw, and residues 

of TA and TAA are stable in/on 

wheat forage for up to 4 years; 

residues of T in wheat forage are 

relatively stable for up to ~4 or ~12 

months, but decline thereafter.5

Residues of TAA are stable in/on 

wheat grain, forage, hay, and straw 

for up to 13 months, and residues 

of TA are stable in/on wheat grain, 

forage, and hay, for up to 13 

months.6 

TA 59-80 days (1.9-2.6 months) 

TAA 59-81 days (1.9-2.7 months) 

Grain T 26-123 days (0.9-4.0 months) 

TA 23-122 days (0.8-4.0 months) 

TAA 27-123 days (0.9-4.0 months) 

Straw T 28-123 days (0.9-4.0 months) 

TA 30-124 days (1.0-4.1 months) 

TAA 28-123 days (0.9-4.0 months) 

1

 Interval from harvest to analysis. Extracts were stored 0-8 days prior to analysis. 2

 DP# 210742, 3/15/95, M. Rodriguez. 

3

 DP# 240856, 2/23/05, T. Morton. 

4

 Refer to 48681707.der. 

5

 DP# 363016, 1/12/12, D. Drew; 47606601.der. 

6 DP# 388246, 5/28/08, M. Doherty. 
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 Crop Field Trial/ Residue Decline - Rye 

DP# 400030/MRID No. 48681701 Page 13 of 16

TABLE C.3.1 Residue Data for Propiconazole from Rye Field Trials with Propiconazole.

Trial ID 

(City, State; 

Year) 

Zone Winter Rye 

Variety 

Commodity Total 

Rate1

 (lb 

ai/A) 

PHI2

(days)

Residues (ppm)3 

[Average]

Propiconazole Propiconazole and 

Metabolites 

Elko, SC; 2009 

(E11-9101) 

2 Wrens 

Abruzzi 

Fo rage 0.2222 7 1.13, 1.14 [1.14] 2.52, 2.29 [2.41] 

14 0.510, 0.450 [0.480] 1.62, 1.56 [1.59] 

Grain 0.2216 44 <0.01, <0.01 [<0.01] 0.160, 0.128 [0.144] 

Straw 44 0.180, 0.229 [0.205] 1.79, 1.48 [1.64] 

Bagley, IA; 

2009 (C30-

9102) 

5 Not reported Forage 0.2263 0 2.88 3.31 

3 2.48 3.71 

7 0.895 3.28 

14 0.383, 0.493 [0.438] 2.26, 2.67 [2.47] 

21 0.342 1.99 

Grain 0.2288 28 <0.01 <0.05 

35 <0.01 <0.05 

42 <0.01, <0.01 [<0.01] 0.0665, 0.0698 [0.0682] 

49 <0.01 0.0751 

Straw 28 0.233 1.92 

35 0.0822 0.837 

42 0.0384, 0.0472 [0.0428] 0.657, 0.720 [0.689] 

49 0.0403 0.650 

Carrington, 

ND; 2009 

(C13-9104) 

5 Rymin Forage 0.2247 6 1.00, 1.13 [1.07] 2.39, 2.34 [2.37] 

15 0.394, 0.411 [0.403] 1.25, 1.40 [1.33] 

Grain 0.2235 50 <0.01, <0.01 [<0.01] <0.05, <0.05 [<0.05] 

Straw 50 0.113, 0.115 [0.114] 0.938, 0.876 [0.907] 

Grand Island, 

NE; 2009 

(C33-9105) 

7 Not reported Forage 0.2235 8 1.42, 1.62 [1.52] 3.50, 3.99 [3.75] 

13 0.920, 0.955 [0.938] 2.92, 3.01 [2.97] 

Grain 0.2229 34 <0.01, <0.01 [<0.01] 0.0597, 0.0952 [0.0775] 

Straw 34 0.452, 0.650 [0.551] 4.26, 4.94 [4.60] 1

 Application rates in the submission were reported in terms of total lb ai/A for combined application of azoxystrobin and 

propiconazole. Individual application rates for propiconazole were calculated by the study reviewer based on the ratio of the 

active ingredient in the product: reported rate X 1.02/2.2. 2

 For the decline trial, the target PHIs are bolded. 3

 Residues were determined as propiconazole per se (LOQ = 0.01 ppm) and as propiconazole and metabolites convertible to 2,4-

DCBA (determined as 2,4-DCBA; LOQ = 0.05 ppm). LODs were not reported. Per trial averages were calculated by the study 

reviewer using the LOQ for values reported as <LOQ. 
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 Crop Field Trial/ Residue Decline - Rye 

DP# 400030/MRID No. 48681701 Page 14 of 16

TABLE C.3.2 Residue Data for Triazole Metabolites from Rye Field Trials with Propiconazole.

Trial ID 

(City, State; Year) 

Zone Winter Rye 

Variety 

Commodity Total 

Rate1

 (lb 

ai/A) 

PHI2

(days)

Residues (ppm)3 

[Average]

T TA TAA 

Elko, SC; 2009 

(E11-9101) 

2 Wrens 

Abruzzi 

Forage 0.2222 7 ND, ND 

[<0.01] 

<0.02, <0.02 

[<0.02] 

<0.01, <0.01 

[<0.01] 

14 ND, ND 

[<0.01] 

0.0214, <0.02 

[<0.0207] 

<0.01, <0.01 

[<0.01] 

Grain 0.2216 44 <0.01, <0.01 

[<0.01] 

<0.06, <0.06 

[<0.06] 

0.0795, 0.0850 

[0.0823] 

Straw 44 <0.01, <0.01 

[<0.01] 

0.0970, 0.106 

[0.102] 

0.0565, 0.0595 

[0.0580] 

Bagley, IA; 2009 

(C30-9102) 

5 Not reported Forage 0.2263 0 ND 0.0249 <0.01 

3 ND 0.0368 <0.01 

7 ND 0.0373 0.0102 

14 ND, ND 

[<0.01] 

0.0266, 0.0353 

[0.0310] 

<0.01, <0.01 

[<0.01] 

21 ND 0.0615 0.0102 

Grain 0.2288 28 ND 0.207 0.0625 

35 <0.01 0.220 0.0835 

42 <0.01, <0.01 

[<0.01] 

0.184, 0.176 

[0.180] 

0.0695, 0.0715 

[0.0705] 

49 <0.01 0.303 0.110 

Straw 28 <0.01 0.0243 <0.03 

35 <0.01 0.0283 <0.03 

42 <0.01, <0.01 

[<0.01] 

0.0277, 0.0320 

[0.0299] 

<0.03, <0.03 

[<0.03] 

49 <0.01 0.0294 0.0306 

Carrington, ND; 

2009 (C13-9104) 

5 Rymin Forage 0.2247 6 ND, ND 

[<0.01] 

0.0294, 0.0383 

[0.0339] 

<0.01, <0.01 

[<0.01] 

15 ND, ND 

[<0.01] 

0.0312, 0.0320 

[0.0316] 

0.0139, 0.0118 

[0.0129] 

Grain 0.2235 50 <0.01, <0.01 

[<0.01] 

0.138, 0.100 

[0.119] 

0.0422, 0.0319 

[0.0371] 

Straw 50 <0.01, <0.01 

[<0.01] 

0.0620, 0.0408 

[0.0514] 

<0.03, <0.03 

[<0.03] 

Grand Island, NE; 

2009 (C33-9105) 

7 Not reported Forage 0.2235 8 ND, ND 

[<0.01] 

0.0775, 0.0570 

[0.0673] 

0.0263, 0.0184 

[0.0224] 

13 ND, ND 

[<0.01] 

0.0805, 0.0945 

[0.0875] 

0.0248, 0.0272 

[0.0260] 

Grain 0.2229 34 <0.01, <0.01 

[<0.01] 

0.515, 0.615 

[0.565] 

0.120, 0.141 

[0.131] 

Straw 34 <0.01, <0.01 

[<0.01] 

0.0710, 0.108 

[0.0895] 

0.0318, 0.0396 

[0.0357] 1

 Application rates in the submission were reported in terms of total lb ai/A for combined application of azoxystrobin and 

propiconazole. Individual application rates for propiconazole were calculated by the study reviewer based on the ratio of the 

active ingredient in the product: reported rate X 1.02/2.2. 2

 For the decline trial the target PHIs are bolded. 3

 The LOQs were: 0.01 ppm for T in all matrices, 0.02, 0.06, and 0.01 ppm for TA in rye forage, grain, and straw, respectively,

and 0.01 ppm for TAA in forage and 0.03 ppm in grain and straw. The LODs were not reported. ND = not detected, as reported 

by the petitioner. Per trial averages were calculated by the study reviewer using the LOQ for values reported as <LOQ. 
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 Crop Field Trial/ Residue Decline - Rye 

DP# 400030/MRID No. 48681701 Page 15 of 16

TABLE C.4. Summary of Residue Data from Rye Crop Field Trials with Propiconazole.

Commodity Analyte Total App. 

Rate 

(lb ai/A) 

PHI 

(days)

Residue Levels (ppm)1

n Sample 

Min. 

Sample 

Max. 

LAFT2 HAFT2 Median Mean Std. 

Dev. 

Rye Forage Propiconazole 0.2222-

0.2263 

6-8 4 0.895 1.62 0.895 1.52 1.11 1.16 0.263 

Propiconazole and 

Metabolites 

4 2.29 3.99 2.37 3.75 2.85 2.95 0.677 

T 4 <0.01 <0.01 <0.01 <0.01 0.01 0.01 N/A 

TA 4 <0.02 0.0775 <0.02 0.0673 0.0356 0.0396 0.0199

TAA 4 <0.01 0.0263 <0.01 0.0224 0.0101 0.0132 0.006 

Propiconazole 13-15 4 0.383 0.955 0.403 0.938 0.459 0.565 0.251 

Propiconazole and 

Metabolites 

4 1.25 3.01 1.33 2.97 2.03 2.09 0.763 

T 4 <0.01 <0.01 <0.01 <0.01 0.01 0.01 N/A 

TA 4 <0.02 0.0945 <0.0207 0.0875 0.0313 0.0427 0.0303

TAA 4 <0.01 0.0272 <0.01 0.0260 0.0115 0.0147 0.0076

Rye Grain Propiconazole 0.2216-

0.2288 

34-50 4 <0.01 <0.01 <0.01 <0.01 0.01 0.01 N/A 

Propiconazole and 

Metabolites 

4 <0.05 0.160 <0.05 0.144 0.0729 0.0849 0.0410

T 4 <0.01 <0.01 <0.01 <0.01 0.01 0.01 N/A 

TA 4 <0.06 0.615 <0.06 0.565 0.150 0.231 0.228 

TAA 4 0.0319 0.141 0.0371 0.131 0.0764 0.0802 0.0389

Rye Straw Propiconazole 34-50 4 0.0384 0.650 0.0428 0.551 0.160 0.228 0.225 

Propiconazole and 

Metabolites 

4 0.657 4.94 0.689 4.60 1.27 1.96 1.81 

T 4 <0.01 <0.01 <0.01 <0.01 0.01 0.01 N/A 

TA 4 0.0277 0.108 0.0299 0.102 0.0705 0.0682 0.0334

TAA 4 <0.03 0.0595 <0.03 0.0580 0.0329 0.0384 0.0133 1

 Except for sample min/max, values reflect per trial averages; n = no. of field trials. For calculation of median, mean, and 

standard deviation, the LOQ was used for any results reported as <LOQ in Table C.3. N/A = Not applicable. 2

 LAFT = lowest average field trial; HAFT = highest average field trial. 

D. CONCLUSION 

The submitted rye field trial data are adequate. Following two foliar broadcast applications of 

the 1.02 lb ai/gal SE formulation of propiconazole at 0.2222-0.2263 lb ai/A, residues of 

propiconazole per se and propiconazole and metabolites determined as 2,4-DCBA, respectively, 

in/on forage were: 0.895-1.62 (0.895-1.52) and 2.29-3.99 (2.37-3.75) ppm at the 6- to 8-day 

PHI; and 0.383-0.955 (0.403-0.938) and 1.25-3.01 (1.33-2.97) ppm at the 13- to 15-day PHI. 

In/on grain and straw harvested at PHIs of 34-50 days following two applications at 0.2216-

0.2288 lb ai/A, corresponding residues (and per trial averages) were: <0.01 and <0.05-0.160 

(<0.05-0.144) ppm in/on grain, and 0.0384-0.650 (0.0428-0.551) and 0.657-4.94 (0.689-4.60) 

ppm in/on straw. 

For the triazole metabolites, residues of T were below the LOQ (<0.01 ppm) in/on all samples of 

rye forage, grain, and straw. Residues (and per trial averages) of TA and TAA, respectively, 

in/on forage were <0.02-0.0775 (<0.02-0.0673) and <0.01-0.0263 (<0.01-0.0224) ppm at the 6- 
 Propiconazole/PC Code 122101/Syngenta Crop Protection, LLC 

 DACO 7.4.1/7.4.2/OPPTS 860.1500/OECD IIA 6.3.1, 6.3.2, 6.3.3 and IIIA 8.3.1, 8.3.2, 8.3.3 

 Crop Field Trial/ Residue Decline - Rye 

DP# 400030/MRID No. 48681701 Page 16 of 16

to 8-day PHI; and <0.02-0.0945 (<0.0207-0.0875) and <0.01-0.0272 (<0.01-0.0260) ppm at the 

13- to 15-day PHIs. Residues (and per trial averages) of TA and TAA, respectively, in/on grain 

and straw were: <0.06-0.615 (<0.06-0.565) and 0.0319-0.141 (0.0371-0.131) ppm in/on grain; 

and 0.0277-0.108 (0.0299-0.102) and <0.03-0.0595 (<0.03-0.0580) ppm in/on straw. 

The residue decline data indicate that residues of propiconazole per se and propiconazole and 

metabolites determined as 2,4-DCBA generally decreased with increasing PHI in/on rye forage 

and straw. Residues of propiconazole and metabolites determined as 2,4-DCBA in/on rye grain 

generally increased with increasing PHI, while residues of propiconazole per se were below the 

LOQ at all sampling intervals. For the triazole metabolites, residues of T were below the LOQ 

in/on all matrices at all sampling intervals; therefore, residue decline could not be assessed. 

Residues of TA in/on rye forage, grain, and straw generally increased with increasing PHI. 

Residues of TAA increased with increasing PHI in/on rye grain, but residues of TAA in rye 

forage and straw were near or below the LOQ at each sampling interval; therefore, residue 

decline could not be assessed. 

Acceptable methods were used for residue quantitation, and the study is supported by adequate 

storage stability data. 

E. REFERENCES 

DP# 210742, 3/15/95, M. Rodriguez. 

DP# 240856, 2/23/05, T. Morton. 

DP# 388246, 5/28/08, M. Doherty. 

DP# 363016, 1/12/12, D. Drew; 47606601.der. 

F. DOCUMENT TRACKING

RDI: T. Morton(2/27/2013); S. Hummel (2/27/2013) 

Petition Number: 2F7975 

DP Barcode(s): 400030 

PC Code: 122101 

Template Version June 2005.
+I Propiconazole/PC Code 122101/Syngenta Crop Protection, LLC 

=== I DACO 7.4.117.4.2/0PPTS 860.1500/0ECD IIA 6.3.1, 6.3.2, 6.3.3 and IliA 8.3.1, 8.3.2, 8.3.3 

Crop Field Trial/ Residue Decli - Barley 

Primary Evaluator 

Approved by 

Thurston G. Morton, Chemist 

HED/RABIV 75~~P) IJ 

Susan 

~v.V. Hummel, ~ 

Senior Scientist 

HED/RABIV (7509P) 

Date: 2/27/13 

Date: 2/27/13 

Note: This DER was originally prepared under contract by Versar, Inc. (6850 Versar Center, Springfield, Y A 22 I 5 I; submitted 

6/27/l l ). The DER has been reviewed by the Health Effects Division (HED) and revised to reflect current Office of Pesticide 

Programs (OPP) policies. 

STUDY REPORTS: 

48681702 Hampton, M. (2011) Azoxystrobin!Propiconazole SE (A15909C)- Magnitude ofthe 

Residues in or on Barley: Final Report. Project Number: TK0003212, T004408/08. 

Unpublished study prepared by Syngenta Crop Protection, Dragon Run Ag Services, Inc. and 

Agvise Research. 487 p. 

EXECUTIVE SUMMARY: 

Syngenta Crop Protection, LLC. has submitted field trial data for propiconazole on barley. Nine 

field trials were conducted in the United States during the 2009-2010 growing seasons in the 

North American Free Trade Agreement (NAFTA) Growing Zones 2 (VA; 1 trial), 5 (ND and 

MN; 2 trials), 7 (SD, NO and NE; 3 trials), 9 (CO; 1 trial), 10 (CA; 1 trial), and 11 (ID; 1 trial). 

The submission also includes data for azoxystrobin. Refer to 48681702.de 1 for data pertaining 

to azoxystrobin. 

Each trial consisted of one untreated plot and two treated plots; separate plots were established 

for the harvest of hay and for the harvest of grain and straw. At each trial location, the treated 

plots received two foliar broadcast applications of a multiple active ingredient (MAl) suspoemulsion (SE) formulation (Quilt XcelTM) containing 1.02 lb ailgal propiconazole and 1.18 lb 

ai/gal azoxystrobin. Applications were targeted at Feekes growth stage 5, and 7 days prior to 

harvest for the hay plots, and at 14 days prior to Feekes l 0.54, and Feekes 10.54 for grain and 

straw plots. Only data pertaining to propiconazole will be reviewed in this DER; therefore, the 

product will be referred to herein as the 1.02 lb ai/gal SE formulation. Each plot was treated at 

0.1084-0.1160 lb ail A/application, for a total seasonal rate of 0.2188-0.23 11 lb ai/ A. 

Applications were made at 12- to 15-day retreatment intervals (RTis) using ground equipment in 

spray volumes of 1.95-30.75 gal/A. A nonionic surfactant (NIS) was added to the spray mixture 

for each of the applications in eight trials, and a crop oil concentrate (COC) was added to the 

spray mixture in one trial. Samples of hay were harvested from all trials at preharvest intervals 

(PHis) of 7 and 14 days; grain and straw samples were harvested at maturity (PHis of 16-49 

days). Additional hay samples were harvested at PHis of 0, 3, 7, and 21 days from one trial (in 

NO) to assess residue decline; additional grain and straw samples were collected at 14 and 7 

DP# 400030/MRID No. 48681702 Page 1 of 19 
 Propiconazole/PC Code 122101/Syngenta Crop Protection, LLC 

 DACO 7.4.1/7.4.2/OPPTS 860.1500/OECD IIA 6.3.1, 6.3.2, 6.3.3 and IIIA 8.3.1, 8.3.2, 8.3.3 

 Crop Field Trial/ Residue Decline - Barley 

 

DP# 400030/MRID No. 48681702 Page 2 of 19

days prior to, and 7 days after, maturity. Hay samples were dried to approximately 10-20% 

moisture content; drying intervals were not reported. 

Application rates in the submission were reported in terms of total lb ai/A for combined 

application of azoxystrobin and propiconazole (refer to pg. 11 of MRID 48681702). Individual 

application rates for azoxystrobin and propiconazole were calculated by the study reviewer based 

on the ratio of the active ingredients in the product: 1.18/2.2 for azoxystrobin or 1.02/2.2 for 

propiconazole. 

Samples were analyzed for residues of propiconazole (determined as propiconazole per se) using 

a high performance liquid chromatography method with tandem mass spectrometry detection 

(LC/MS/MS), Morse Laboratories Meth-180. The limit of quantitation (LOQ; determined as the 

lowest limit of method validation; LLMV) was 0.01 ppm. Samples were also analyzed for 

propiconazole and its metabolites convertible to 2,4-dichlorobenzoic acid (2,4-DCBA) using gas 

chromatography with mass selective detection (GC/MSD), Novartis Crop Protection method 

AG-626. This is a common moiety method in which all residues of concern are converted by 

base hydrolysis and oxidation to 2,4-DCBA, then determined as the 2,4-DCBA methyl ester, and 

reported in propiconazole equivalents. The LOQ (determined as the LLMV) was 0.05 ppm. 

Samples were analyzed for the triazole metabolites 1,2,4-triazole (T), triazole alanine (TA), and 

triazole acetic acid (TAA) using LC/MS/MS, Morse Laboratories Meth-160, Revision #2. The 

LOQs (determined as the LLMVs) were: 0.01 ppm for T in all matrices, 0.05, 0.06, and 0.01 

ppm for TA in barley hay, grain, and straw, respectively, and 0.02 ppm for TAA in hay and grain 

and 0.01 ppm in straw. The methods were adequate for data collection based on acceptable 

concurrent recovery data. The fortification levels used in concurrent method recovery were 

adequate to bracket expected residue levels. Concurrent recoveries were corrected for apparent 

residues in controls; treated samples were not corrected for residues in controls. 

Samples were shipped from the field sites to a sample preparation facility, where they were 

homogenized prior to shipment to the analytical laboratory. Samples were stored frozen (<-10 

°C at the preparation facility and <-20 °C at the analytical laboratory) from collection to analysis 

for propiconazole per se and propiconazole and metabolites determined as 2,4-DCBA, 

respectively, for 72-367 days (2.4-12.1 months) and 121-546 days (4.0-18.0 months) for hay, 58-

322 days (1.9-10.6 months) and 92-379 days (3.0-12.5 months) for grain, and 56-317 days (1.8-

10.4 months) and 101-490 days (3.3-16.1 months) for straw. Sample storage durations prior to 

analysis for the triazole metabolites were 80-388 days (2.6-12.8 months) for hay, 55-336 days 

(1.8-11.1 months) for grain, and 54-294 days (1.8-9.7 months) for straw. All samples were 

analyzed within 0-16 days of extraction. Adequate storage stability data are available to support 

the storage durations and conditions of samples from the submitted field trials. 

Following two foliar broadcast applications of the 1.02 lb ai/gal SE formulation of propiconazole 

at 0.2188-0.2311 lb ai/A, residues (and per trial averages) of propiconazole per se and 

propiconazole and metabolites determined as 2,4-DCBA, respectively, in/on hay were: 0.436-

4.46 (0.436-4.19) and 2.08-13.1 (2.08-11.9) ppm at the 7-day PHI; and 0.157-2.10 (0.175-1.72) 

and 1.73-6.61 (1.78-5.87) ppm at the 14-day PHI. In/on grain and straw harvested at PHIs of 16-
 Propiconazole/PC Code 122101/Syngenta Crop Protection, LLC 

 DACO 7.4.1/7.4.2/OPPTS 860.1500/OECD IIA 6.3.1, 6.3.2, 6.3.3 and IIIA 8.3.1, 8.3.2, 8.3.3 

 Crop Field Trial/ Residue Decline - Barley 

 

DP# 400030/MRID No. 48681702 Page 3 of 19

49 days following two applications at 0.2213-0.2290 lb ai/A, corresponding residues (and per 

trial averages) were: <0.01-1.30 (<0.01-1.12) and <0.05-2.22 (<0.05-2.12) ppm in/on grain, and 

0.0770-5.20 (0.0821-4.99) and 0.891-10.3 (0.918-10.1) ppm in/on straw. 

For the triazole metabolites, residues of T were below the LOQ (<0.01 ppm) in/on all samples of 

barley hay, grain, and straw. Residues (and per trial averages) of TA and TAA, respectively, 

in/on hay were <0.05-0.210 (<0.056-0.197) and <0.02-0.065 (<0.02-0.061) ppm at the 7-day 

PHI; and <0.05-0.184 (<0.05-0.180) and <0.02-0.077 (<0.02-0.077) ppm at the 14-day PHI. 

Residues (and per trial averages) of TA and TAA, respectively, in/on grain and straw were: 

<0.06-0.274 (<0.06-0.247) and <0.02-0.118 (<0.02-0.107) ppm in/on grain; and <0.01-0.024 

(<0.01-0.023) and <0.01-0.042 (<0.01-0.038) ppm in/on straw. 

The residue decline data indicate that residues of propiconazole per se and propiconazole and 

metabolites determined as 2,4-DCBA generally decreased with increasing PHI in/on barley hay. 

Residues of propiconazole and metabolites determined as 2,4-DCBA in/on grain increased 

slightly with increasing PHI; residues of propiconazole per se were below the LOQ at all 

sampling intervals. Residues of propiconazole per se and propiconazole and metabolites 

determined as 2,4-DCBA in straw were variable, but increased slightly from the 33- to the 54-

day PHI. For the triazole metabolites, residues of T were below the LOQ in/on all matrices at all 

sampling intervals; therefore, residue decline could not be assessed. Residues of TA in/on hay 

generally decreased with increasing PHI; residues of TAA increased slightly through the 14-day 

PHI, but were below the LOQ (<0.02 ppm) at the 21-day PHI. Residues of TA and TAA 

increased with increasing PHI in/on grain and straw. 

STUDY/WAIVER ACCEPTABILITY/DEFICIENCIES/CLARIFICATIONS: 

Under the conditions and parameters used in the study, the field trial residue data are classified 

as scientifically acceptable. The acceptability of this study for regulatory purposes is addressed 

in the forthcoming U.S. EPA Residue Chemistry Summary Document [DP# 400030]. 

COMPLIANCE:

Signed and dated Good Laboratory Practice (GLP), Quality Assurance, and Data Confidentiality 

statements were provided. No deviations from regulatory requirements were reported which 

would have an impact on the validity of the study. 

A. BACKGROUND INFORMATION

Propiconazole is a triazole-type fungicide that provides broad spectrum disease control through 

inhibition of sterol biosynthesis in fungi. It is registered to Syngenta Crop Protection for the 

control of fungal diseases on a variety of crops. 
 Propiconazole/PC Code 122101/Syngenta Crop Protection, LLC 

 DACO 7.4.1/7.4.2/OPPTS 860.1500/OECD IIA 6.3.1, 6.3.2, 6.3.3 and IIIA 8.3.1, 8.3.2, 8.3.3 

 Crop Field Trial/ Residue Decline - Barley 

 

DP# 400030/MRID No. 48681702 Page 4 of 19

The nomenclature of propiconazole, 1,2,4-triazole (T), triazole alanine (TA), and triazole acetic 

acid (TAA) are summarized in Table A.1, and the physicochemical properties of propiconazole 

are summarized in Table A.2. 

TABLE A.1. Nomenclature of Propiconazole and Triazoles.

Compound 

Common name Propiconazole 

Company experimental names CGA-64250 

IUPAC name 1-[2-(2,4_dichlorophenyl)-4-propyl-1,3-dioxolan-2-ylmethyl]-1H-1,2,4-triazole 

CAS name 1-[[2-(2,4-dichlorophenyl)-4-propyl-1,3-dioxolan-2-yl]methyl]-1H-1,2,4-triazole 

CAS # 60207-90-1 

End-use products/EP 

Suspo-emulsion (SE) formulation (Quilt XcelTM) containing 1.18 lb ai/gal azoxystrobin 

and 1.02 lb ai/gal propiconazole 

Compound 

Common name 2,4-DCBA 

Chemical name 2,4-dichlorobenzoic acid 

Compound 

Common name 1,2,4-Triazole (T) 

Chemical name 1H-1,2,4-triazole 

CAS registry number 288-88-0 

Compound 

Common name Triazole alanine or triazolylalanine (TA) 

Chemical name α-amino-1H-1,2,4-triazole-1-propanoic acid 

CAS registry number 114419-45-3 

N

N N

O

O

Cl

Cl

HN

N

N

N

N

N

HO

NH2

O
 Propiconazole/PC Code 122101/Syngenta Crop Protection, LLC 

 DACO 7.4.1/7.4.2/OPPTS 860.1500/OECD IIA 6.3.1, 6.3.2, 6.3.3 and IIIA 8.3.1, 8.3.2, 8.3.3 

 Crop Field Trial/ Residue Decline - Barley 

 

DP# 400030/MRID No. 48681702 Page 5 of 19

TABLE A.1. Nomenclature of Propiconazole and Triazoles.

Compound 

Common name Triazole acetic acid or triazolylacetic acid (TAA) 

Chemical name 1H-1,2,4-triazole-1-acetic acid 

CAS registry number 28711-29-7 

TABLE A.2. Physicochemical Properties of Technical Grade Propiconazole.

Parameter Value Reference 

Boiling point 120°C at 1.9 Pa, >250°C at 101.325 kPa MRID No.:43698701 

pH 4.9 @ 25°C (1% aqueous dispersion) MRID No.:43698701 

Density 1.289 g/cm3 typical @ 20°C MRID No.: 43698701 

Water solubility (20°C) 0.10 g/L at 20°C MRID No.: 41720301 

Solvent solubility (temperature not specified)

Completely miscible in ethanol, acetone, 

toluene and n-octanol. n-hexane = 47 g/L MRID No.: 42030201 

Vapor pressure at 25°C 4.2 x 10-7 mm Hg @ 25°C MRID No.: 41720301 

Dissociation constant (pKa) 1.09 MRID No.: 43698701 

Octanol/water partition coefficient Log(KOW)

(25 °C) 3.72 @ pH 6.6 MRID No.: 43698701 

UV/visible absorption spectrum (8max, nm) Not available MRID No.: 40583703 

B. EXPERIMENTAL DESIGN

B.1. Study Site Information 

Nine field trials were conducted in the United States during the 2009-2010 growing seasons in 

the NAFTA Growing Zones 2 (VA; 1 trial), 5 (ND and MN; 2 trials), 7 (SD, ND and NE; 3 

trials), 9 (CO; 1 trial), 10 (CA; 1 trial), and 11 (ID; 1 trial). 

Each trial consisted of one untreated plot and two treated plots; separate plots were established 

for the harvest of hay and for the harvest of grain and straw. At each trial location, the treated 

plots received two foliar broadcast applications of a 1.02 lb ai/gal SE formulation of 

propiconazole (Quilt XcelTM). Applications were targeted at Feekes growth stage 5, and 7 days 

prior to harvest for the hay plots, and at 14 days prior to Feekes 10.54, and Feekes 10.54 for 

grain and straw plots. Each treated plot received two applications of propiconazole at 0.1084-

0.1160 lb ai/A/application, for a total seasonal rate of 0.2188-0.2311 lb ai/A. Applications were 

made at 12- to 15-day RTIs using ground equipment in spray volumes of 1.95-30.75 gal/A. An 

NIS was added to the spray mixture for each of the applications in eight trials, and a COC was 

added to the spray mixture in one trial. Samples of hay were harvested from all trials at PHIs of 

7 and 14 days; grain and straw samples were harvested at maturity (PHIs of 16-49 days). 

Additional hay samples were harvested at PHIs of 0, 3, 7, and 21 days from one trial (in ND) to 

assess residue decline; additional grain and straw samples were collected at 14 and 7 days prior 

to, and 7 days after, maturity. Hay samples were dried to approximately 10-20% moisture 

content; drying intervals were not reported. 

N

N

N

HO

O
 Propiconazole/PC Code 122101/Syngenta Crop Protection, LLC 

 DACO 7.4.1/7.4.2/OPPTS 860.1500/OECD IIA 6.3.1, 6.3.2, 6.3.3 and IIIA 8.3.1, 8.3.2, 8.3.3 

 Crop Field Trial/ Residue Decline - Barley 

 

DP# 400030/MRID No. 48681702 Page 6 of 19

Maintenance pesticides and fertilizers were used as needed to produce a commercial quality 

crop. Monthly temperature ranges and total monthly precipitation were provided for each trial, 

as well as the historical averages. Irrigation was used to supplement rainfall as needed. The 

petitioner stated that actual temperature recordings were within average historical values, and 

actual average rainfall was within historical rainfall averages. In trial C33-9066 (NE), cool, wet 

conditions slowed crop development. As a result, the first application to treated plot 3 (grain and 

straw) was made between mid-to-late boot, and the second application was made at the end of 

heading, rather than at Feekes 10.54. In trial W15-9070 (ID), the barley matured faster than 

expected; therefore, the second application to treated plot 3 (grain and straw) was made at Feekes 

11.2, soft dough ripening stage, rather than 10.54. Although variations in temperature and 

precipitation were reported, no abnormal weather events were indicated to have adversely 

impacted crop yields or crop growth and development at the remaining trial sites. 

Trial conditions are presented in Table B.1.1. The study use pattern is presented in Table B.1.2, 

and the crop varieties grown are identified in Table C.3. 

TABLE B.1.1 Trial Site Conditions.

Trial Identification: 

City, State; Year (Trial No.) 

Soil characteristics 

Type %OM pH CEC 

(meq/100 g) 

Suffolk, VA; 2010 (E07-9061) Sandy loam 1.5 5.7 3.0 

Northwood, ND; 2009 (C13-9062) Loam 4.7 6.9 19.8 

Geneva, MN; 2009 (C09-9063) Sandy clay loam 3.7 6.3 23.4 

Gann Valley, SD; 2009 (C16-9064) Clay 3.1 7.1 38.9 

Carrington, ND; 2009 (C13-9065) Sandy loam 2.7 6.9 24.0 

Grand Island, NE; 2009 (C33-9066) Loam 3.54 7.14 18.21 

Ault, CO; 2009 (W12-9067) Sandy loam 1.4 7.1 29.7 

Porterville, CA; 2010 (W32-9068) Sandy loam 0.8 8.5 9.1 

Rupert, ID; 2010 (W15-9070) Loam 1.4 8.1 32.0 
 Propiconazole/PC Code 122101/Syngenta Crop Protection, LLC 

 DACO 7.4.1/7.4.2/OPPTS 860.1500/OECD IIA 6.3.1, 6.3.2, 6.3.3 and IIIA 8.3.1, 8.3.2, 8.3.3 

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DP# 400030/MRID No. 48681702 Page 7 of 19

TABLE B.1.2. Study Use Pattern.

Location 

(City, State; 

Year) Trial 

ID 

EP1 Plot Application Information Tank Mix/ 

Adjuvants4

Method; Timing Volume 

(gal/A)

Rate 

(lb ai/A)2

RTI3 

(days) 

Total 

Rate 

(lb ai/A)2

Suffolk, 

VA; 2010 

(E07-9061) 

1.02 lb 

ai/gal SE 

2 

[Hay] 

1. Foliar broadcast; Feekes GS 5 11.82 0.1140 -- 0.2280 NIS 

2. Foliar broadcast; Feekes GS 5.2 11.89 0.1140 14 

3 

[Grain and 

Straw] 

1. Foliar broadcast; BBCH 55 12.37 0.1123 -- 0.2264 NIS 

2. Foliar broadcast; BBCH 71 12.59 0.1141 14 

Northwood, 

ND; 2009 

(C13-9062) 

1.02 lb 

ai/gal SE

2 

[Hay] 

1. Foliar broadcast; BBCH 22 20.14 0.1122 -- 0.2236 NIS 

2. Foliar broadcast; BBCH 52 20.06 0.1114 14 

3 

[Grain and 

Straw] 

1. Foliar broadcast; BBCH 39 20.15 0.1119 -- 0.2231 NIS 

2. Foliar broadcast; BBCH 71 20.01 0.1111 15 

Geneva, 

MN; 2009 

(C09-9063) 

1.02 lb 

ai/gal SE 

2 

[Hay] 

1. Foliar broadcast; Feekes 5 15.87 0.1124 -- 0.2257 NIS 

2. Foliar broadcast; Feekes 7 16.39 0.1133 14 

3 

[Grain and 

Straw] 

1. Foliar broadcast; Feekes 9 17.85 0.1123 -- 0.2254 NIS 

2. Foliar broadcast; Feekes 10.54 18.77 0.1131 15 

Gann 

Valley, SD; 

2009 (C16-

9064) 

1.02 lb 

ai/gal SE 

2 

[Hay] 

1. Foliar broadcast; BBCH 21-31 20.30 0.1104 -- 0.2229 NIS 

2. Foliar broadcast; BBCH 43-49 20.34 0.1125 12 

3 

[Grain and 

Straw] 

1. Foliar broadcast; BBCH 43-49 20.30 0.1123 -- 0.2238 NIS 

2. Foliar broadcast; BBCH 71-73 20.89 0.1115 15 

Carrington, 

ND; 2009 

(C13-9065) 

1.02 lb 

ai/gal SE 

2 

[Hay] 

1. Foliar broadcast; BBCH 16 1.98 0.1103 -- 0.2188 COC 

2. Foliar broadcast; BBCH 59 1.95 0.1086 14 

3 

[Grain and 

Straw] 

1. Foliar broadcast; BBCH 37 2.01 0.1119 -- 0.2238 COC 

2. Foliar broadcast; BBCH 69 2.01 0.1119 14 

Grand 

Island, NE; 

2009 (C33-

9066) 

1.02 lb 

ai/gal SE 

2 

[Hay] 

1. Foliar broadcast; BBCH 30 20.90 0.1154 -- 0.2239 NIS 

2. Foliar broadcast; BBCH 26 20.13 0.1084 14 

3 

[Grain and 

Straw] 

1. Foliar broadcast; BBCH 43 20.06 0.1108 -- 0.2213 NIS 

2. Foliar broadcast; BBCH 59 20.00 0.1105 14 

Ault, CO; 

2009 (W12-

9067) 

1.02 lb 

ai/gal SE 

2 

[Hay] 

1. Foliar broadcast; Feekes 5 16.17 0.1100 -- 0.2229 NIS 

2. Foliar broadcast; Feekes 10 16.60 0.1129 14 

3 

[Grain and 

Straw] 

1. Foliar broadcast; Feekes 10.3 18.26 0.1160 -- 0.2290 NIS 

2. Foliar broadcast; Feekes 10.54 17.80 0.1130 14 

Porterville, 

CA; 2010 

(W32-

9068) 

1.02 lb 

ai/gal SE 

2 

[Hay] 

1. Foliar broadcast; Feekes 5 28.78 0.1107 -- 0.2266 NIS 

2. Foliar broadcast; Feekes 7 30.44 0.1159 14 

3 

[Grain and 

Straw] 

1. Foliar broadcast; Feekes 10.53 30.75 0.1129 -- 0.2253 NIS 

2. Foliar broadcast; Feekes 10.54 30.38 0.1124 14 

Rupert, ID; 

2010 (W15-

9070) 

1.02 lb 

ai/gal SE 

2 

[Hay] 

1. Foliar broadcast; BBCH 30 16.23 0.1159 -- 0.2311 NIS 

2. Foliar broadcast; BBCH 55 16.78 0.1153 14 

3 

[Grain and 

Straw] 

1. Foliar broadcast; BBCH 55-59 18.18 0.1106 -- 0.2221 NIS 

2. Foliar broadcast; BBCH 85 12.71 0.1115 14 
 Propiconazole/PC Code 122101/Syngenta Crop Protection, LLC 

 DACO 7.4.1/7.4.2/OPPTS 860.1500/OECD IIA 6.3.1, 6.3.2, 6.3.3 and IIIA 8.3.1, 8.3.2, 8.3.3 

 Crop Field Trial/ Residue Decline - Barley 

 

DP# 400030/MRID No. 48681702 Page 8 of 19

1

 EP = End-use Product; a multiple active ingredient (MAI) suspo-emulsion (SE) formulation (Quilt XcelTM) containing 1.18 lb 

ai/gal azoxystrobin and 1.02 lb ai/gal propiconazole. 

2

 Application rates in the submission were reported in terms of total lb ai/A for combined application of azoxystrobin and 

propiconazole. Individual application rates for propiconazole were calculated by the study reviewer based on the ratio of the 

active ingredient in the product: reported rate X 1.02/2.2. 3

 RTI = Retreatment Interval. 

4

 NIS = non-ionic surfactant. COC = crop oil concentrate. 

TABLE B.1.3. Trial Numbers and Geographical Locations. 

NAFTA Growing Regions Barley 

Submitted Requested1 

Canada U.S. 

1 -- -- 12/12

2 1 -- 

3 -- -- -- 

4 -- -- -- 

5 2 -- 3/2 

5A -- -- -- 

5B -- -- -- 

6 -- -- -- 

7 3 -- 4/3 

7A -- -- -- 

8 -- -- -- 

9 1 -- 1/1 

10 1 -- 1/1 

11 1 -- 2/1 

12 -- -- -- 

13 -- -- -- 

14 -- -- -- 

15 -- -- -- 

16 -- -- -- 

17 -- -- -- 

18 -- -- -- 

19 -- -- -- 

20 -- -- -- 

21 -- -- -- 

Total 9 12/9 1 As per OCSPP 860.1500, Table 5 for barley. The second number reflects a 25% reduction in the number of trials allowed for 

the crop as a representative commodity in support of a crop group/subgroup tolerance or when application results in no 

quantifiable residues. 

2 Either region is acceptable. 

B.2. Sample Handling and Preparation

Single control and duplicate treated samples of hay (~2 lb) were harvested at PHIs of 7 and 14 

das; grain (~3 lb) and straw (~2 lb) were harvested at maturity (16- to 49-day PHIs). Additional 

hay samples were harvested at PHIs of 0, 3, 7, and 21 days from one trial to assess residue 

decline; additional grain and straw samples were collected at 14 and 7 days prior to, and 7 days 
 Propiconazole/PC Code 122101/Syngenta Crop Protection, LLC 

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 Crop Field Trial/ Residue Decline - Barley 

 

DP# 400030/MRID No. 48681702 Page 9 of 19

after, maturity. Hay samples were dried to approximately 10-20% moisture content; drying 

intervals were not reported. The samples were placed in frozen storage at the field sites (interval 

between collection and freezing not reported). All samples were shipped frozen within 1-36 

days of collection by freezer truck or overnight courier to the preparation facility, Syngenta Crop 

Protection (Greensboro, NC), where they were maintained frozen (<-10 °C) prior to and 

following preparation. In preparation for analysis, any adhering soil and inedible portions of 

barley were removed by light brushing. Samples were homogenized by grinding in a Hobart 

food cutter in the presence of dry ice. Within 12-306 days of receipt at the preparation facility, 

samples were shipped frozen via FedEx to the analytical laboratory, Morse Laboratories 

(Sacramento, CA), where they were maintained frozen (~ -20 °C) prior to analysis. 

B.3. Analytical Methodology

Samples were analyzed for residues of propiconazole (determined as propiconazole per se) using 

LC/MS/MS, Morse Laboratories Meth-180 and for residues of propiconazole and its metabolites 

convertible to 2,4-DCBA (determined as 2,4-DCBA, expressed as propiconazole equivalents) 

using GC/MSD, Novartis Crop Protection method AG-626. Samples were analyzed for the 

triazole metabolites T, TA, and TAA using LC/MS/MS, Morse Laboratories Meth-160, Revision 

#2. Complete descriptions of the methods, including minor modifications, were included in the 

submission. 

For determination of residues of propiconazole per se, samples were extracted with 

methanol:water (80:20, v:v) and filtered. Water and saturated NaCl solution were added to an 

aliquot of the filtrate, which was then partitioned three times with hexane. The combined hexane 

extracts were evaporated to dryness, reconstituted in acetonitrile:water (30:70, v:v), and then 

analyzed using LC/MS/MS. The LOQ (determined as the LLMV) was 0.01 ppm; the limit of 

detection (LOD) was not reported. 

For determination of residues of propiconazole and metabolites convertible to 2,4-DCBA, 

samples were refluxed with methanol:ammonium hydroxide (80:20, v:v). An aliquot of the 

extract was evaporated to dryness. The residues were dissolved in aqueous NaOH and heated in 

the presence of potassium permanganate for oxidation of propiconazole and metabolites to 2,4-

DCBA. The sample was acidified with HCl and partitioned with hexane:ethyl ether (90:10, v:v). 

The organic phase was evaporated to dryness and derivatized with diazomethane to form the 

methyl ester of 2,4-DCBA. The derivatized extract was evaporated to dryness, reconstituted in 

hexane, and purified using an alumina solid phase extraction (SPE) cartridge. The sample was 

reduced to a known volume using nitrogen evaporation and then analyzed using GC/MSD. The 

LOQ (determined as the LLMV) was 0.05 ppm; the LOD was not reported. 

For determination of T, TA, and TAA, samples were extracted with methanol:water (80:20, v:v). 

Following the addition of Celite, the extracts were vacuum filtered, rinsed, and brought to 

volume with methanol:water (80:20, v:v). For determination of TAA, an aliquot of the extract 

was purified by SPE and then derivatized by HCl/butanol esterification. The TA aliquot 

underwent two derivatizations: an esterification using HCl/butanol and an acylation using 
 Propiconazole/PC Code 122101/Syngenta Crop Protection, LLC 

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 Crop Field Trial/ Residue Decline - Barley 

 

DP# 400030/MRID No. 48681702 Page 10 of 19

heptafluorobutyric anhydride (HFBA). The T aliquot was directly derivatized with dansyl 

chloride to produce the dansyl derivative of 1,2,4-triazole and partitioned into ethyl acetate. All 

metabolite extracts were then evaporated to dryness, redissolved in acetonitrile:water (30:70, 

v:v), and analyzed using LC/MS/MS detection. The LOQs (determined as the LLMV) were: 

0.01 ppm for T in all matrices, 0.05, 0.06, and 0.01 ppm for TA in barley hay, grain, and straw, 

respectively, and 0.02 ppm for TAA in hay and grain and 0.01 ppm in straw. The LODs were 

not reported. 

The methods were validated in conjunction with the field trial samples. 

C. RESULTS AND DISCUSSION 

Sample storage conditions and durations are reported in Table C.2. Samples were shipped from 

the field sites to a sample preparation facility, where they were homogenized prior to shipment to 

the analytical laboratory. Samples were stored frozen (<-10 °C at the preparation facility and <-

20 °C at the analytical laboratory) from collection to analysis for propiconazole and 

propiconazole and metabolies, respectively, for 72-367 days (2.4-12.1 months) and 121-546 days 

(4.0-18.0 months) for hay, 58-322 days (1.9-10.6 months) and 92-379 days (3.0-12.5 months) for 

grain, and 56-317 days (1.8-10.4 months) and 101-490 days (3.3-16.1 months) for straw. Sample 

storage durations prior to analysis for the triazole metabolites were 80-388 days (2.6-12.8 

months) for hay, 55-336 days (1.8-11.1 months) for grain, and 54-294 days (1.8-9.7 months) for 

straw. All samples were analyzed within 0-16 days of extraction. Acceptable storage stability 

data for propiconazole are available indicating that residues of propiconazole and metabolites 

convertible to 2,4-DCBA are stable during frozen storage for up to: 38 months in/on grass 

forage and straw (DP# 210742, 3/15/95, M. Rodriguez); and for up to 36 months in/on wheat 

grain (DP# 240856, 2/23/05, T. Morton). In addition, acceptable data have been submitted 

indicating that residues of propiconazole per se are stable during frozen storage for up to 24 

months in/on barley grain and 30 months in/on soybean seed (refer to 48681707.der, currently 

under review). Acceptable storage stability data for the triazole metabolites are available (DP# 

363016, 1/12/12, D. Drew; 47606601.der) indicating that residues of T, TA, and TAA are stable 

during frozen storage in/on wheat grain and straw, and residues of TA and TAA are stable in/on 

wheat forage for up to 4 years; residues of T in wheat forage are relatively stable for up to ~4 or 

~12 months, but decline thereafter. Additional storage stability data for the triazole metabolites 

(DP# 388246, 5/28/08, M. Doherty) indicate that residues of TAA are stable in/on wheat grain, 

forage, hay, and straw for up to 13 months, and that residues of TA are stable in/on wheat grain, 

forage, and hay, for up to 13 months. These data are adequate to support the storage durations 

and conditions of samples from the submitted field trials. 

Concurrent method recovery data for the GC/MSD and LC/MS/MS methods are presented in 

Table C.1. Samples were fortified at 0.01-10 ppm with propiconazole, at 0.05-20 ppm with 

propiconazole and metabolites, at 0.01-0.1 ppm with T, at 0.01-0.6 ppm with TA, and at 0.01-0.2 

ppm with TAA. The methods were adequate for data collection based on acceptable concurrent 

recovery data. Recoveries were within the acceptable range of 70-120%. The fortification levels 

used in concurrent method recovery were adequate to bracket expected residue levels. Apparent 
 Propiconazole/PC Code 122101/Syngenta Crop Protection, LLC 

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 Crop Field Trial/ Residue Decline - Barley 

 

DP# 400030/MRID No. 48681702 Page 11 of 19

residues of propiconazole and metabolite T were below the LOQ in/on all samples of untreated 

barley. Quantifiable apparent residues of propiconazole and metabolites were observed in/on 

three samples of untreated hay (0.0528-0.0915 ppm) and one sample of straw (0.0694 ppm). 

Quantifiable apparent residues of TA were observed in/on six samples of untreated hay (0.0525-

0.167 ppm), four samples of grain (0.0810-0.247 ppm), and two samples of straw (0.0140-0.0153 

ppm). Quantifiable apparent residues of TAA were observed in/on eight samples of untreated 

hay (0.0224-0.0603 ppm), five samples of grain (0.0208-0.0780 ppm), and four samples of straw 

(0.0126-0.0250 ppm). The petitioner attributed the occurrence of residues of TA and TAA in/on 

untreated samples to the widespread use of triazoles and the non-specific nature of the common 

moiety method of analysis. Concurrent recoveries were corrected for apparent residues in 

controls; treated samples were not corrected for residues in controls. 

Residue data from the barley field trials are reported in Tables C.3.1 (propiconazole) and C.3.2 

(triazole metabolites), and the residue data for barley are summarized in Table C.4. Following 

two foliar broadcast applications of the 1.02 lb ai/gal SE formulation of propiconazole at 0.2188-

0.2311 lb ai/A, residues (and per trial averages of propiconazole) per se and propiconazole and 

metabolites determined as 2,4-DCBA, respectively, in/on hay were: 0.436-4.46 (0.436-4.19) and 

2.08-13.1 (2.08-11.9) ppm at the 7-day PHI; and 0.157-2.10 (0.175-1.72) and 1.73-6.61 (1.78-

5.87) ppm at the 14-day PHI. In/on grain and straw harvested at PHIs of 16-49 days following 

two applications at 0.2213-0.2290 lb ai/A, corresponding residues (and per trial averages) were: 

<0.01-1.30 (<0.01-1.12) and <0.05-2.22 (<0.05-2.12) ppm in/on grain, and 0.0770-5.20 (0.0821-

4.99) and 0.891-10.3 (0.918-10.1) ppm in/on straw. 

For the triazole metabolites, residues of T were below the LOQ (<0.01 ppm) in/on all samples of 

barley hay, grain, and straw. Residues (and per trial averages) of TA and TAA, respectively, 

in/on hay were <0.05-0.210 (<0.056-0.197) and <0.02-0.065 (<0.02-0.061) ppm at the 7-day 

PHI; and <0.05-0.184 (<0.05-0.180) and <0.02-0.077 (<0.02-0.077) ppm at the 14-day PHI. 

Residues (and per trial averages) of TA and TAA, respectively, in/on grain and straw were: 

<0.06-0.274 (<0.06-0.247) and <0.02-0.118 (<0.02-0.107) ppm in/on grain; and <0.01-0.024 

(<0.01-0.023) and <0.01-0.042 (<0.01-0.038) ppm in/on straw. 

The residue decline data indicate that residues of propiconazole per se and propiconazole and 

metabolites determined as 2,4-DCBA generally decreased with increasing PHI in/on barley hay. 

Residues of propiconazole and metabolites determined as 2,4-DCBA in/on grain increased 

slightly with increasing PHI; residues of propiconazole per se were below the LOQ at all 

sampling intervals. Residues of propiconazole per se and propiconazole and metabolites 

determined as 2,4-DCBA in straw were variable, but increased slightly from the 33- to the 54-

day PHI. For the triazole metabolites, residues of T were below the LOQ in/on all matrices at all 

sampling intervals; therefore, residue decline could not be assessed. Residues of TA in/on hay 

generally decreased with increasing PHI; residues of TAA increased slightly through the 14-day 

PHI, but were below the LOQ (<0.02 ppm) at the 21-day PHI. Residues of TA and TAA 

increased with increasing PHI in/on grain and straw. 
 Propiconazole/PC Code 122101/Syngenta Crop Protection, LLC 

 DACO 7.4.1/7.4.2/OPPTS 860.1500/OECD IIA 6.3.1, 6.3.2, 6.3.3 and IIIA 8.3.1, 8.3.2, 8.3.3 

 Crop Field Trial/ Residue Decline - Barley 

 

DP# 400030/MRID No. 48681702 Page 12 of 19

TABLE C.1. Summary of Concurrent Recoveries of Propiconazole and its Triazole Metabolites from 

Barley.

Matrix Analyte Spike 

Level 

(ppm) 

Sample 

Size 

(n) 

Recoveries 

(%)1

Mean ± Std. Dev. 

(%)2,3

LC/MS/MS Meth-180

Barley Hay Propiconazole 0.01 6 88, 92, 79, 100, 96, 80 89 ± 8.5 

0.1 3 85, 87, 89 87 ± 2.0 

10 3 83, 86, 77 82 ± 4.6 

Barley Grain 0.01 3 98, 92, 97 96 ± 3.2 

0.1 2 95, 89 92 

0.5 1 98 98 

1.0 1 85 85 

2.0 1 91 91 

Barley Straw 0.01 3 97, 95, 104 99 ± 4.7 

0.1 2 96, 97 96 

10 1 92 92 

GC/MSD method AG-626

Barley Hay Propiconazole and 

metabolites 

determined as 2,4-

DCBA 

0.05 8 79, 74, 100, 114, 77, 81, 88, 103 90 ± 15 

0.5 7 76, 91, 82, 100, 83, 83, 86 86 ± 7.7 

2.5 1 99 99 

10 1 91 91 

20 1 82 82 

Barley Grain 0.05 5 94, 92, 79, 70, 115 90 ± 17 

0.5 5 75, 72, 70, 74, 70 72 ± 2.3 

5.0 1 102 102 

Barley Straw 0.05 3 74, 74, 80 76 ± 3.5 

0.5 3 119, 84, 72 92 ± 24 

12.5 1 94 94 

LC/MS/MS Meth-160

Barley Hay T 0.01 7 99, 80, 99, 72, 101, 75, 79 86 ± 13 

0.1 7 88, 83, 99, 75, 106, 70, 86 87 ± 13 

TA 0.05 7 87, 94, 93, 87, 102, 88, 103 93 ± 6.8 

0.5 7 90, 93, 96, 95, 99, 97, 98 95 ± 3.1 

TAA 0.02 7 90, 79, 112, 82, 109, 96, 95 95 ± 12 

0.2 7 83, 92, 107, 95, 104, 93, 103 97 ± 8.4 

Barley Grain T 0.01 4 89, 94, 86, 92 90 ± 3.5 

0.1 4 86, 96, 79, 98 90 ± 8.9 

TA 0.06 4 97, 87, 80, 93 89 ± 7.4 

0.6 4 89, 92, 83, 86 88 ± 3.9 

TAA 0.02 4 90, 100, 88, 87 91 ± 6.0 

0.2 4 80, 99, 85, 83 87 ± 8.4 

Barley Straw T 0.01 4 87, 101, 75, 106 92 ± 14 

0.1 4 87, 90, 74, 107 90 ± 14 

TA 0.01 4 81, 90, 101, 105 94 ± 11 

0.1 4 81, 90, 91, 97 90 ± 6.6 
 Propiconazole/PC Code 122101/Syngenta Crop Protection, LLC 

 DACO 7.4.1/7.4.2/OPPTS 860.1500/OECD IIA 6.3.1, 6.3.2, 6.3.3 and IIIA 8.3.1, 8.3.2, 8.3.3 

 Crop Field Trial/ Residue Decline - Barley 

 

DP# 400030/MRID No. 48681702 Page 13 of 19

TABLE C.1. Summary of Concurrent Recoveries of Propiconazole and its Triazole Metabolites from 

Barley.

Matrix Analyte Spike 

Level 

(ppm) 

Sample 

Size 

(n) 

Recoveries 

(%)1

Mean ± Std. Dev. 

(%)2,3

TAA 0.01 4 82, 95, 101, 87 91 ± 8.4 

0.1 4 83, 83, 92, 95 88 ± 6.2 1

 Concurrent recoveries were corrected for apparent residues in control samples. 2

 Standard deviations are calculated only for fortification levels having ≥3 samples. 3

 Means and standard deviations were calculated by the petitioner. 

TABLE C.2. Summary of Storage Conditions.

Matrix Analyte Storage Temperature 

(°C) 

Actual Storage Duration1 Limit of Demonstrated Storage 

Stability 

Propiconazole 

Hay Propiconazole Frozen at field sites; 

-10 at preparation 

facility; 

-20 at analytical 

laboratory 

72-367 days (2.4-12.1 months) Residues of propiconazole and 

metabolites convertible to 2,4-

DCBA are stable during frozen 

storage for up to: 38 months in/on 

grass forage and straw2; and for up 

to 36 months in/on wheat grain3

. 

Residues of propiconazole per se

are stable during frozen storage for 

up to 24 months in/on barley grain 

and 30 months in/on soybean seed4.

Propiconazole 

and Metabolites 

121-546 days (4.0-18.0 months) 

Grain Propiconazole 58-322 days (1.9-10.6 months) 

Propiconazole 

and Metabolites 

92-379 days (3.0-12.5 months) 

Straw Propiconazole 56-317 days (1.8-10.4 months) 

Propiconazole 

and Metabolites 

101-490 days (3.3-16.1 months) 

Triazole metabolites 

Hay T Frozen at field sites; 

-10 at preparation 

facility; 

-20 at analytical 

laboratory 

80-377 days (2.6-12.4 months) Residues of T, TA, and TAA are 

stable during frozen storage in/on 

wheat grain and straw, and residues 

of TA and TAA are stable in/on 

wheat forage for up to 4 years; 

residues of T in wheat forage are 

relatively stable for up to ~4 or ~12 

months, but decline thereafter.5

Residues of TAA are stable in/on 

wheat grain, forage, hay, and straw 

for up to 13 months, and residues 

of TA are stable in/on wheat grain, 

forage, and hay, for up to 13 

months.6 

TA 91-388 days (3.0-12.8 months) 

TAA 84-378 days (2.8-12.4 months) 

Grain T 56-329 days (1.8-10.8 months) 

TA 55-336 days (1.8-11.1 months) 

TAA 56-330 days (1.8-10.9 months) 

Straw T 54-294 days (1.8-9.7 months) 

TA 55-293 days (1.8-9.6 months) 

TAA 54-294 days (1.8-9.7 months) 

1

 Interval from harvest to analysis. Extracts were stored 0-16 days prior to analysis. 

2

 DP# 210742, 3/15/95, M. Rodriguez. 

3

 DP# 240856, 2/23/05, T. Morton. 

4

 Refer to 48681707.der, currently under review. 

5

 DP# 363016, 1/12/12, D. Drew; 47606601.der. 

6 DP# 388246, 5/28/08, M. Doherty. 
 Propiconazole/PC Code 122101/Syngenta Crop Protection, LLC 

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 Crop Field Trial/ Residue Decline - Barley 

 

DP# 400030/MRID No. 48681702 Page 14 of 19

TABLE C.3.1 Residue Data for Propiconazole from Barley Field Trials with Propiconazole.

Trial ID 

(City, State; Year) 

Zone Crop; 

Variety 

Commodity Total Rate 

(lb ai/A)1

PHI 

(days)2

Residues (ppm)3 [Average]

Propiconazole Propiconazole and 

Metabolites 

Suffolk, VA; 2010 

(E07-9061) 

2 Winter 

Barley; 

Nomini 

Hay 0.2280 7 1.90, 1.49 [1.70] 5.02, 3.52 [4.27] 

14 0.419, 0.516 [0.468] 1.73, 1.82 [1.78] 

Grain 0.2264 30 0.144, 0.137 [0.141] 0.589, 0.765 [0.677] 

Straw 30 2.97, 3.06 [3.02] 9.80, 10.3 [10.1] 

Northwood, ND; 

2009 (C13-9062) 

5 Malting 

Barley; 

Pinnacle 

Hay 0.2236 0 5.98 7.75 

3 2.02 3.77 

7 0.436 2.08 

14 0.375, 0.299 [0.337] 2.54, 2.83 [2.69] 

21 0.127 1.66 

Grain 0.2231 

33 <0.01 <0.05 

40 <0.01 0.0555 

47 <0.01, <0.01 [<0.01] 0.0530, 0.0659 [0.0595]

54 <0.01 0.0585 

Straw 0.2231 33 0.125 1.31 

40 0.0796 0.992 

47 0.124, 0.116 [0.120] 0.944, 0.891 [0.918] 

54 0.145 1.35 

Geneva, MN; 

2009 (C09-9063) 

5 Spring 

Barley; 

Rawson 

Hay 0.2257 7 0.904, 0.724 [0.814] 2.28, 2.83 [2.56] 

14 0.157, 0.193 [0.175] 2.21, 2.95 [2.58] 

Grain 0.2254 44 0.0106, <0.01 

[<0.0103] 

0.188, 0.570 

[0.379] 

Straw 44 0.194, 0.168 [0.181] 1.99, 1.93 [1.96] 

Gann Valley, SD; 

2009 (C16-9064) 

7 Malting 

Barley; 

Lacey 

Hay 0.2229 7 2.12, 1.74 [1.93] 9.81, 10.2 [10.0] 

14 0.546, 0.588 [0.567] 5.92, 5.29 [5.61] 

Grain 0.2238 33 <0.01, <0.01 [<0.01] 0.130, 0.133 [0.132] 

Straw 33 0.716, 0.722 [0.719] 3.05, 2.74 [2.90] 

Carrington, ND; 

2009 (C13-9065) 

7 Malting 

Barley; 

Pinnacle 

Hay 0.2188 7 0.848, 0.616 [0.732] 2.85, 2.64 [2.75] 

14 0.476, 0.490 [0.483] 2.84, 2.85 [2.85] 

Grain 0.2238 48 <0.01, <0.01 [<0.01] 0.0601, 0.0716 [0.0659]

Straw 48 0.250, 0.240 [0.245] 1.80, 1.41 [1.61] 

Grand Island, NE; 

2009 (C33-9066) 

7 Spring 

Barley; 

Baronesse 

Hay 0.2239 7 4.46, 3.92 [4.19] 11.0, 11.7 [11.4] 

14 1.09, 1.05 [1.07] 2.94, 2.59 [2.77] 

Grain 0.2213 29 <0.01, <0.01 [<0.01] <0.05, <0.05 [<0.05] 

Straw 29 0.0872, 0.0770 

[0.0821] 

1.62, 1.31 

[1.47] 

Ault, CO; 2009 

(W12-9067) 

9 Malting 

Barley; 

Moravian 

37 

Hay 0.2229 7 2.42, 2.11 [2.27] 4.35, 3.59 [3.97] 

14 1.05, 1.01 [1.03] 3.40, 3.18 [3.29] 

Grain 0.2290 25 0.175, 0.215 [0.195] 0.425, 0.516 [0.471] 

Straw 25 5.20, 4.78 [4.99] 10.2, 8.91 [9.56] 

Porterville, CA; 

2010 (W32-9068) 

10 Winter 

Barley; 

UC937 

Hay 0.2266 7 2.88, 3.19 [3.04] 10.7, 13.1 [11.9] 

14 1.34, 2.10 [1.72] 5.13, 6.61 [5.87] 

Grain 0.2253 49 0.933, 1.30 [1.12] 2.02, 2.22 [2.12] 

Straw 49 3.89, 3.77 [3.83] 5.79, 5.70 [5.75] 
 Propiconazole/PC Code 122101/Syngenta Crop Protection, LLC 

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 Crop Field Trial/ Residue Decline - Barley 

 

DP# 400030/MRID No. 48681702 Page 15 of 19

TABLE C.3.1 Residue Data for Propiconazole from Barley Field Trials with Propiconazole.

Trial ID 

(City, State; Year) 

Zone Crop; 

Variety 

Commodity Total Rate 

(lb ai/A)1

PHI 

(days)2

Residues (ppm)3 [Average]

Propiconazole Propiconazole and 

Metabolites 

Rupert, ID; 2010 

(W15-9070) 

11 Malting 

Barley; 

Ida-Gold II 

Hay 0.2311 7 0.691, 0.879 [0.785] 5.63, 6.77 [6.20] 

14 0.183, 0.189 [0.186] 4.32, 4.26 [4.29] 

Grain 0.2221 16 0.0203, 0.0190 

[0.0197] 

0.273, 0.237 

[0.255] 

Straw 16 0.289, 0.285 [0.287] 3.76, 3.42 [3.59] 1

 Application rates in the submission were reported in terms of total lb ai/A for combined application of azoxystrobin and 

propiconazole. Individual application rates for propiconazole were calculated by the study reviewer based on the ratio of the 

active ingredient in the product: reported rate X 1.02/2.2. 

2

 For the decline trial, the target PHIs are bolded. 3

 Residues were determined as propiconazole per se (LOQ = 0.01 ppm) and as propiconazole and metabolites convertible to 2,4-

DCBA (determined as 2,4-DCBA; LOQ = 0.05 ppm). LODs were not reported. Per trial averages were calculated by the study 

reviewer using the LOQ for values reported as <LOQ. 

TABLE C.3.2 Residue Data for Triazole Metabolites from Barley Field Trials with Propiconazole.

Trial ID 

(City, State; Year) 

Zone Crop; 

Variety 

Commodity Total Rate 

(lb ai/A)1

PHI 

(days)2

Residues (ppm)3 

[Average]

T TA TAA 

Suffolk, VA; 2010 

(E07-9061) 

2 Winter 

Barley; 

Nomini 

Hay 0.2280 7 <0.01, <0.01 

[<0.01] 

0.117, 0.110 

[0.114] 

0.0650, 0.0560 

[0.0605] 

14 ND, ND 

[<0.01] 

0.0920, 0.0655 

[0.0788] 

0.0358, 0.0338 

[0.0348] 

Grain 0.2264 30 ND, ND 

[<0.01] 

0.0610, 0.0775 

[0.0693] 

0.0476, 0.0580 

[0.0528] 

Straw 30 <0.01, <0.01 

[<0.01] 

<0.01, <0.01 

[<0.01] 

0.0379, 0.0303 

[0.0341] 

Northwood, ND; 

2009 (C13-9062) 

5 Malting 

Barley; 

Pinnacle 

Hay 0.2236 0 <0.01 0.0715 0.0200 

3 ND 0.0705 0.0214 

7 ND 0.0740 0.0224 

14 <0.01, <0.01 

[<0.01] 

0.0685, 0.0520 

[0.0603] 

0.0304, 0.0281 

[0.0293] 

21 <0.01 <0.05 <0.02 

Grain 0.2231 33 ND 0.0960 0.0454 

40 ND 0.106 0.0500 

47 <0.01, <0.01 

[<0.01] 

0.125, 0.126 

[0.126] 

0.0505, 0.0510 

[0.0508] 

54 <0.01 0.136 0.0565 

Straw 0.2231 33 <0.01 <0.01 <0.01 

40 <0.01 <0.01 <0.01 

47 <0.01, <0.01 

[<0.01] 

0.0140, <0.01 

[<0.0120] 

0.0136, 0.0114 

[0.0125] 

54 <0.01 0.0182 0.0228 
 Propiconazole/PC Code 122101/Syngenta Crop Protection, LLC 

 DACO 7.4.1/7.4.2/OPPTS 860.1500/OECD IIA 6.3.1, 6.3.2, 6.3.3 and IIIA 8.3.1, 8.3.2, 8.3.3 

 Crop Field Trial/ Residue Decline - Barley 

 

DP# 400030/MRID No. 48681702 Page 16 of 19

TABLE C.3.2 Residue Data for Triazole Metabolites from Barley Field Trials with Propiconazole.

Trial ID 

(City, State; Year) 

Zone Crop; 

Variety 

Commodity Total Rate 

(lb ai/A)1

PHI 

(days)2

Residues (ppm)3 

[Average]

T TA TAA 

Geneva, MN; 

2009 (C09-9063) 

5 Spring 

Barley; 

Rawson 

Hay 0.2257 7 ND, ND 

[<0.01] 

0.0635, 0.0580 

[0.0608] 

<0.02, <0.02 

[<0.02] 

14 ND, ND 

[<0.01] 

0.0720, 0.0575 

[0.0648] 

0.0402, 0.0327 

[0.0365] 

Grain 0.2254 44 <0.01, <0.01 

[<0.01] 

0.106, 0.102 

[0.104] 

0.0302, 0.0282 

[0.0292] 

Straw 44 <0.01, <0.01 

[<0.01] 

0.0152, 0.0176 

[0.0164] 

0.0111, 0.0134 

[0.0123] 

Gann Valley, SD; 

2009 (C16-9064) 

7 Malting 

Barley; 

Lacey 

Hay 0.2229 7 <0.01, <0.01 

[<0.01] 

0.0565, 0.0625 

[0.0595] 

<0.02, 0.0204 

[<0.0202] 

14 ND, ND 

[<0.01] 

<0.05, <0.05 

[<0.05] 

<0.02, <0.02 

[<0.02] 

Grain 0.2238 33 ND, ND 

[<0.01] 

0.0630, 0.0640 

[0.0635] 

<0.02, <0.02 

[<0.02] 

Straw 33 <0.01, <0.01 

[<0.01] 

0.0107, <0.01 

[<0.0104] 

0.0113, 0.0112 

[0.0113] 

Carrington, ND; 

2009 (C13-9065) 

7 Malting 

Barley; 

Pinnacle 

Hay 0.2188 7 <0.01, <0.01 

[<0.01] 

0.0620, <0.05 

[<0.0560] 

0.0218, <0.02 

[<0.0209] 

14 <0.01, <0.01 

[<0.01] 

<0.05, 0.0520 

[<0.0510] 

0.0202, 0.0257 

[0.0230] 

Grain 0.2238 48 ND, ND 

[<0.01] 

<0.06, 0.0855 

[<0.0728] 

<0.02, 0.0242 

[<0.0221] 

Straw 48 <0.01, <0.01 

[<0.01] 

0.0179, 0.0206 

[0.0193] 

0.0134, 0.0134 

[0.0134] 

Grand Island, NE; 

2009 (C33-9066) 

7 Spring 

Barley; 

Baronesse 

Hay 0.2239 7 <0.01, ND 

[<0.01] 

0.210, 0.184 

[0.197] 

0.0615, 0.0580 

[0.0598] 

14 ND, ND 

[<0.01] 

0.184, 0.176 

[0.180] 

0.0770, 0.0760 

[0.0765] 

Grain 0.2213 29 ND, ND 

[<0.01] 

0.274, 0.220 

[0.247] 

0.118, 0.0955 

[0.107] 

Straw 29 <0.01, <0.01 

[<0.01] 

0.0224, 0.0233 

[0.0229] 

0.0345, 0.0421 

[0.0383] 

Ault, CO; 2009 

(W12-9067) 

9 Malting 

Barley; 

Moravian 37 

Hay 0.2229 7 ND, ND 

[<0.01] 

0.0685, 0.0715 

[0.0700] 

0.0298, 0.0319 

[0.0309] 

14 ND, ND 

[<0.01] 

0.0930, 0.0640 

[0.0785] 

0.0436, 0.0352 

[0.0394] 

Grain 0.2290 25 ND, ND 

[<0.01] 

<0.06, <0.06 

[<0.06] 

<0.02, <0.02 

[<0.02] 

Straw 25 <0.01, <0.01 

[<0.01] 

0.0239, 0.0184 

[0.0212] 

0.0282, 0.0230 

[0.0256] 

Porterville, CA; 

2010 (W32-9068) 

10 Winter 

Barley; 

UC937 

Hay 0.2266 7 <0.01, <0.01 

[<0.01] 

0.104, 0.106 

[0.105] 

<0.02, <0.02 

[<0.02] 

14 <0.01, <0.01 

[<0.01] 

0.131, 0.162 

[0.147] 

0.0226, 0.0282 

[0.0254] 

Grain 0.2253 49 ND, <0.01 

[<0.01] 

<0.06, <0.06 

[<0.06] 

<0.02, <0.02 

[<0.02] 

Straw 49 <0.01, <0.01 

[<0.01] 

<0.01, <0.01 

[<0.01] 

0.0160, 0.0148 

[0.0154] 
 Propiconazole/PC Code 122101/Syngenta Crop Protection, LLC 

 DACO 7.4.1/7.4.2/OPPTS 860.1500/OECD IIA 6.3.1, 6.3.2, 6.3.3 and IIIA 8.3.1, 8.3.2, 8.3.3 

 Crop Field Trial/ Residue Decline - Barley 

 

DP# 400030/MRID No. 48681702 Page 17 of 19

TABLE C.3.2 Residue Data for Triazole Metabolites from Barley Field Trials with Propiconazole.

Trial ID 

(City, State; Year) 

Zone Crop; 

Variety 

Commodity Total Rate 

(lb ai/A)1

PHI 

(days)2

Residues (ppm)3 

[Average]

T TA TAA 

Rupert, ID; 2010 

(W15-9070) 

11 Malting 

Barley; IdaGold II 

Hay 0.2311 7 ND, ND 

[<0.01] 

0.0625, 0.0675 

[0.0650] 

0.0448, 0.0478 

[0.0463] 

14 ND, ND 

[<0.01] 

<0.05, <0.05 

[<0.05] 

0.0298, 0.0382 

[0.0340] 

Grain 0.2221 16 ND, <0.01 

[<0.01] 

<0.06, <0.06 

[<0.06] 

<0.02, <0.02 

[<0.02] 

Straw 16 <0.01, <0.01 

[<0.01] 

<0.01, <0.01 

[<0.01] 

<0.01, <0.01 

[<0.01] 1

 Application rates in the submission were reported in terms of total lb ai/A for combined application of azoxystrobin and 

propiconazole. Individual application rates for propiconazole were calculated by the study reviewer based on the ratio of the 

active ingredient in the product: reported rate X 1.02/2.2. 

2

 For the decline trial, the target PHIs are bolded. 3

 The LOQs (determined as the LLMVs) were: 0.01 ppm for T in all matrices, 0.05, 0.06, and 0.01 ppm for TA in barley hay, 

grain, and straw, respectively, and 0.02 ppm for TAA in hay and grain and 0.01 ppm in straw. Per trial averages were calculated 

by the study reviewer using the LOQ for values reported as <LOQ. 

 
 Propiconazole/PC Code 122101/Syngenta Crop Protection, LLC 

 DACO 7.4.1/7.4.2/OPPTS 860.1500/OECD IIA 6.3.1, 6.3.2, 6.3.3 and IIIA 8.3.1, 8.3.2, 8.3.3 

 Crop Field Trial/ Residue Decline - Barley 

 

DP# 400030/MRID No. 48681702 Page 18 of 19

TABLE C.4. Summary of Residue Data from Barley Crop Field Trials with Propiconazole.

Commodity Analyte Total App. 

Rate 

(lb ai/A) 

PHI 

(days)

Residue Levels (ppm)1

n Sample 

Min. 

Sample 

Max. 

LAFT2 HAFT2 Median Mean Std. 

Dev. 

Barley Hay Propiconazole 0.2188-

0.2311 

7 9 0.436 4.46 0.436 4.19 1.70 1.77 1.25 

Propiconazole and 

Metabolites 

9 2.08 13.1 2.08 11.9 4.27 6.13 3.95 

T 9 <0.01 <0.01 <0.01 <0.01 0.01 0.01 N/A 

TA 9 <0.05 0.210 <0.056 0.197 0.070 0.089 0.045 

TAA 9 <0.02 0.065 <0.02 0.061 0.022 0.033 0.017 

Propiconazole 14 9 0.157 2.10 0.175 1.72 0.483 0.671 0.509 

Propiconazole and 

Metabolites 

9 1.73 6.61 1.78 5.87 2.85 3.53 1.42 

T 9 <0.01 <0.01 <0.01 <0.01 0.01 0.01 N/A 

TA 9 <0.05 0.184 <0.05 0.180 0.065 0.084 0.047 

TAA 9 <0.02 0.077 <0.02 0.077 0.034 0.035 0.017 

Barley 

Grain 

Propiconazole 0.2213-

0.2290 

16-49 9 <0.01 1.30 <0.01 1.12 0.0103 0.170 0.363 

Propiconazole and 

Metabolites 

9 <0.05 2.22 <0.05 2.12 0.255 0.468 0.656 

T 9 <0.01 <0.01 <0.01 <0.01 0.01 0.01 N/A 

TA 9 <0.06 0.274 <0.06 0.247 0.069 0.096 0.061 

TAA 9 <0.02 0.118 <0.02 0.107 0.022 0.038 0.029 

Barley 

Straw 

Propiconazole 16-49 9 0.0770 5.20 0.0821 4.99 0.287 1.50 1.91 

Propiconazole and 

Metabolites 

9 0.891 10.3 0.918 10.1 2.90 4.21 3.50 

T 9 <0.01 <0.01 <0.01 <0.01 0.01 0.01 N/A 

TA 9 <0.01 0.024 <0.01 0.023 0.012 0.015 0.005 

TAA 9 <0.01 0.042 <0.01 0.038 0.013 0.019 0.011 1

 Except for sample min/max, values reflect per trial averages; n = no. of field trials. For calculation of median, mean, and 

standard deviation, the LOQ was used for any results reported as <LOQ in Table C.3. N/A = Not applicable. 2

 LAFT = lowest average field trial; HAFT = highest average field trial. 

D. CONCLUSION 

The submitted barley field trial data are adequate. Following two foliar broadcast applications of 

the 1.02 lb ai/gal SE formulation of propiconazole at 0.2188-0.2311 lb ai/A, residues (and per 

trial averages of propiconazole) per se and propiconazole and metabolites determined as 2,4-

DCBA, respectively, in/on hay were: 0.436-4.46 (0.436-4.19) and 2.08-13.1 (2.08-11.9) ppm at 

the 7-day PHI; and 0.157-2.10 (0.175-1.72) and 1.73-6.61 (1.78-5.87) ppm at the 14-day PHI. 

In/on grain and straw harvested at PHIs of 16-49 days following two applications at 0.2213-

0.2290 lb ai/A, corresponding residues (and per trial averages) were: <0.01-1.30 (<0.01-1.12) 

and <0.05-2.22 (<0.05-2.12) ppm in/on grain, and 0.0770-5.20 (0.0821-4.99) and 0.891-10.3 

(0.918-10.1) ppm in/on straw. 

For the triazole metabolites, residues of T were below the LOQ (<0.01 ppm) in/on all samples of 

barley hay, grain, and straw. Residues (and per trial averages) of TA and TAA, respectively, 
 Propiconazole/PC Code 122101/Syngenta Crop Protection, LLC 

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 Crop Field Trial/ Residue Decline - Barley 

 

DP# 400030/MRID No. 48681702 Page 19 of 19

in/on hay were <0.05-0.210 (<0.056-0.197) and <0.02-0.065 (<0.02-0.061) ppm at the 7-day 

PHI; and <0.05-0.184 (<0.05-0.180) and <0.02-0.077 (<0.02-0.077) ppm at the 14-day PHI. 

Residues (and per trial averages) of TA and TAA, respectively, in/on grain and straw were: 

<0.06-0.274 (<0.06-0.247) and <0.02-0.118 (<0.02-0.107) ppm in/on grain; and <0.01-0.024 

(<0.01-0.023) and <0.01-0.042 (<0.01-0.038) ppm in/on straw. 

The residue decline data indicate that residues of propiconazole per se and propiconazole and 

metabolites determined as 2,4-DCBA generally decreased with increasing PHI in/on barley hay. 

Residues of propiconazole and metabolites determined as 2,4-DCBA in/on grain increased 

slightly with increasing PHI; residues of propiconazole per se were below the LOQ at all 

sampling intervals. Residues of propiconazole per se and propiconazole and metabolites 

determined as 2,4-DCBA in straw were variable, but increased slightly from the 33- to the 54-

day PHI. For the triazole metabolites, residues of T were below the LOQ in/on all matrices at all 

sampling intervals; therefore, residue decline could not be assessed. Residues of TA in/on hay 

generally decreased with increasing PHI; residues of TAA increased slightly through the 14-day 

PHI, but were below the LOQ (<0.02 ppm) at the 21-day PHI. Residues of TA and TAA 

increased with increasing PHI in/on grain and straw. 

Acceptable methods were used for residue quantitation, and the study is supported by adequate 

storage stability data. 

E. REFERENCES 

DP# 210742, 3/15/95, M. Rodriguez. 

DP# 240856, 2/23/05, T. Morton. 

DP# 388246, 5/28/08, M. Doherty. 

DP# 363016, 1/12/12, D. Drew; 47606601.der. 

F. DOCUMENT TRACKING

RDI: T. Morton(2/27/2013); S. Hummel (2/27/2013) 

Petition Number: 2F7975 

DP Barcode(s): 400030 

PC Code: 122101 

Template Version June 2005.
~ Propiconazole/PC Code I 2210 1/Syngenta Crop Protection, LLC ., ~ 

==: t DACO 7.4.1/7.4.2/0 PPTS 860.1500/0 ECD IIA 6.3 .I, 6.3.2, 6.3.3 and 111A 8.3.1 , 8.3.2, 8 . .1 • .1 

Crop Field Trial/ Residue Decline ~ Oats 

Primary Evaluator Date: 2/27/13 

Approved by Date: 2/27/13 

Note: This DER was originally prepared under contract by Versar, Inc. ( 6850 Versar Center, Springfield, VA 22 I 51 ; submitted 

6/27/ 12}. The DER has been reviewed by the Health Effects Division (HED) and revised to reflect current Office of Pesticide 

l>rograms (OPP) policies. 

STUDY REPORTS: 

48681703 Hampton, M. (20 I l) Azoxystrobin/Propiconazole SE (A 15909C) - Magnitude of the 

Residues in or on Oats: Final Report. Project Number: TK0003209, T005494/08. Unpublished 

study prepared by Syngenta Crop Protection. 683 p. 

EXECUTIVE SUMMARY: 

Syngenta Crop Protection, LLC. has submitted field trial data for azoxystrobin on oats. Twelve 

field trials were conducted in the United States during the 2009-2010 growing seasons in the 

North American Free Trade Agreement (NAFT A) Growing Zones 1 (PA; 1 trial), 2 (SC; 1 trial), 

5 (ND, MN, and IA; 6 trials), 6 (TX; l trial), 7 (SD and ND; 2 trials), and 8 (CO; 1 trial). The 

submission also includes data for azoxystrobin. Refer to 48681703 .de 1 for data pertaining to 

azoxystrobin. 

Two trial pairs or sets (trials C 12-9086 and C 12-908 7, and trials C 13-9083, C 13-9088, and C 13-

9091) were each conducted by the same principal field investigator (PFI). All trials reflected use 

of different tank mixes for all applications. Trial C 13-9091 was conducted in a different NAFT A 

Zone; thus, HED concludes that this trial may be counted as a separate trial for purposes of 

860.1500 data requirements. Careful examination of the field trial records for the remaining trials 

indicates that the only difference between trials C 12-9086 and C 12-9087 was a >20-mile 

separation between trial locations, and the only differences between trials C12-9083 and C12-

9088 were 5- to 11-day off-set in application dates and a > 25% difference in spray volume ( 20 

gal/A vs. 2 gallA). HED has concluded that the differences between trials C12-9086 and C12-

9087 are insufficient to classify them as separate trials; therefore, these trials constitute a single 

trial with replicate samples for purposes of 860.1500 data requirements. Trials C13-9083 and 

C 13-9088 would not normally satisfy the Chern SAC criteria for differentiation of field trials; 

however, because of the appreciable differences in spray volumes (~20 vs. -2 gallA) and the 

variation in residue results between the two trials, HED concludes that these trials may be 

counted as separate trials. The adjustment in trial numbers results in a total of 11 field trials. 

with five trials conducted in NAFT A Zone 5. 

DP# 400030/MRID No. 48681 703 Page I of26 
 Propiconazole/PC Code 122101/Syngenta Crop Protection, LLC 

 DACO 7.4.1/7.4.2/OPPTS 860.1500/OECD IIA 6.3.1, 6.3.2, 6.3.3 and IIIA 8.3.1, 8.3.2, 8.3.3 

 Crop Field Trial/ Residue Decline - Oats 

DP# 400030/MRID No. 48681703 Page 2 of 26

Each trial consisted of one untreated plot and two treated plots; separate plots were established 

for the harvest of forage and hay and for the harvest of grain and straw. At each trial location, 

the treated plots received two foliar broadcast applications of a multiple active ingredient (MAI) 

suspo-emulsion (SE) formulation (Quilt XcelTM) containing 1.18 lb ai/gal azoxystrobin and 1.02 

lb ai/gal propiconazole. Applications were targeted at Feekes growth stage 5, and 7 days prior to 

harvest for the forage and hay plots, and at 14 days prior to Feekes 10.54, and Feekes 10.54 for 

grain and straw plots. Only data pertaining to propiconazole are reviewed in this DER; 

therefore, the product will be referred to herein as the 1.02 lb ai/gal SE formulation. Each treated 

plot received two applications of propiconazole at 0.1062-0.1180 lb ai/A/application, for a total 

seasonal rate of 0.2156-0.2331 lb ai/A. Applications were made at 11- to 17-day retreatment 

intervals (RTIs) using ground equipment in spray volumes of 1.97-31.39 gal/A. A nonionic 

surfactant (NIS) was added to the spray mixtures for all applications in eleven trials, and a crop 

oil concentrate (COC) was added to the spray mixtures in one trial. Samples of forage and hay 

were harvested from all trials at preharvest intervals (PHIs) of 7 and 14 days; grain and straw 

were harvested at maturity (PHIs of 25-48 days). Additional forage and hay samples were 

harvested at PHIs of 0, 3, 7, and 21 days from one trial (in ND) to assess residue decline; 

additional grain and straw samples were collected 14 and 7 days prior to, and 7 days after, 

maturity. The petitioner noted that no 0-day decline samples were collected for hay and that the 

3-day samples were actually collected at a 5-day PHI. Hay samples were dried to approximately 

10-20% moisture content; drying intervals were not reported. 

Application rates in the submission were reported in terms of total lb ai/A for combined 

application of azoxystrobin and propiconazole (refer to pg. 11 of MRID 48681703). Individual 

application rates for azoxystrobin and propiconazole were calculated by the study reviewer based 

on the ratio of the active ingredients in the product: 1.18/2.2 for azoxystrobin or 1.02/2.2 for 

propiconazole. 

Samples were analyzed for residues of propiconazole (determined as propiconazole per se) using 

a high performance liquid chromatography method with tandem mass spectrometry detection 

(LC/MS/MS), Morse Laboratories Meth-180. The limit of quantitation (LOQ; determined as the 

lowest limit of method validation; LLMV) was 0.01 ppm. Samples were also analyzed for 

propiconazole and its metabolites convertible to 2,4-dichlorobenzoic acid (2,4-DCBA) using gas 

chromatography with mass selective detection (GC/MSD), Novartis Crop Protection method 

AG-626. This is a common moiety method in which all residues of concern are converted by 

base hydrolysis and oxidation to 2,4-DCBA, then determined as the 2,4-DCBA methyl ester, and 

reported in propiconazole equivalents. The LOQ (determined as the LLMV) was 0.05 ppm. 

Samples were analyzed for the triazole metabolites 1,2,4-triazole (T), triazole alanine (TA), and 

triazole acetic acid (TAA) using LC/MS/MS, Morse Laboratories Meth-160, Revision #2. The 

LOQs (determined as the LLMVs) were: 0.01 ppm for T in all matrices, 0.01 ppm for TA in oat 

forage and straw, 0.1 ppm in oat hay, and 0.04 ppm in oat grain, and 0.01 ppm for TAA in 

forage, hay, and straw and 0.02 ppm in grain. The methods were adequate for data collection 

based on acceptable concurrent recovery data. The fortification levels used in concurrent method 

recovery were adequate to bracket expected residue levels. Concurrent recoveries were 
 Propiconazole/PC Code 122101/Syngenta Crop Protection, LLC 

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 Crop Field Trial/ Residue Decline - Oats 

DP# 400030/MRID No. 48681703 Page 3 of 26

corrected for apparent residues in controls; treated samples were not corrected for residues in 

controls. 

Samples were shipped from the field sites to a sample preparation facility, where they were 

homogenized prior to shipment to the analytical laboratory. Samples were stored frozen (<-10 

°C at the preparation facility and <-20 °C at the analytical laboratory) from collection to analysis 

for propiconazole and propiconazole and metabolites, respectively, for 77-356 days (2.5-11.7 

months) and 124-538 days (4.1-17.7 months) for forage, 78-358 days (2.6-11.8 months) and 110-

543 days (3.6-17.9 months) for hay, 64-330 days (2.1-10.9 months) and 180-359 days (5.9-11.8 

months) for grain, and 59-341 days (1.9-11.2 months) and 182-498 days (6.0-16.4 months) for 

straw. Sample storage durations prior to analysis for the triazole metabolites were 78-375 days 

(2.6-12.3 months) for forage, 97-393 days (3.2-12.9 months) for hay, 29-371 days (1.0-12.2 

months) for grain, and 30-357 days (1.0-11.7 months) for straw. All samples were analyzed 

within 0-33 days of extraction. Adequate storage stability data are available to support the 

storage durations and conditions of samples from the submitted field trials. 

Following two foliar broadcast applications of the 1.02 lb ai/gal SE formulation of propiconazole 

at 0.2156-0.2290 lb ai/A, residues (and per trial averages of propiconazole) per se and 

propiconazole and metabolites determined as 2,4-DCBA, respectively, in/on forage were: 0.135-

1.26 (0.154-1.17) and 0.431-2.46 (0.499-2.31) ppm at the 7-day PHI; and 0.0316-0.480 (0.0404-

0.449) and 0.303-1.51 (0.389-1.39) ppm at the 14-day PHI; corresponding residues in/on hay 

were: 0.110-4.46 (0.184-4.26) and 0.629-8.54 (0.798-8.00) ppm at the 7-day PHI; and 0.0620-

2.69 (0.0680-1.98) and 0.559-5.69 (0.592-4.41) ppm at the 14-day PHI. In/on grain and straw 

harvested at PHIs of 25-48 days following two applications at 0.2188-0.2331 lb ai/A, 

corresponding residues (and per trial averages) were: <0.01-0.386 (<0.01-0.368) and 0.0630-

1.61 (0.0649-1.56) ppm in/on grain, and 0.0172-2.40 (0.0191-1.21) and 0.291-6.07 (0.302-5.10) 

ppm in/on straw. 

For the triazole metabolites, residues of T were below the LOQ (<0.01 ppm) in/on all samples of 

oat forage, hay, grain, and straw. Residues (and per trial averages) of TA and TAA, respectively, 

in/on forage were 0.0178-0.146 (0.0184-0.128) and <0.01-0.0344 (<0.01-0.0328) ppm at the 7-

day PHI; and 0.0189-0.212 (0.0236-0.212) and <0.01-0.0433 (<0.01-0.0431) ppm at the 14-day 

PHI. Residues (and per trial averages) of TA and TAA, respectively, in/on hay were <0.1-0.334 

(<0.1-0.325) and <0.01-0.0645 (<0.01-0.0633) ppm at the 7-day PHI; and <0.1-0.387 (<0.1-

0.373) and <0.01-0.110 (<0.01-0.107) ppm at the 14-day PHI. Residues (and per trial averages) 

of TA and TAA, respectively, in/on grain and straw were: 0.0480-0.362 (0.0498-0.353) and 

<0.02-0.117 (<0.02-0.115) ppm in/on grain; and <0.01-0.0438 (<0.01-0.0435) and <0.01-0.0261 

(<0.01-0.0247) ppm in/on straw. 

The residue decline data indicate that residues of propiconazole per se and propiconazole and 

metabolites determined as 2,4-DCBA generally decreased with increasing PHI in/on oat forage 

and hay. Residues of propiconazole per se and propiconazole and metabolites determined as 2,4-

DCBA in/on grain and straw generally increased with increasing PHI. For the triazole 

metabolites, residues of T were below the LOQ in/on all matrices at all sampling intervals; 
 Propiconazole/PC Code 122101/Syngenta Crop Protection, LLC 

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 Crop Field Trial/ Residue Decline - Oats 

DP# 400030/MRID No. 48681703 Page 4 of 26

therefore, residue decline could not be assessed. Residues of TA in/on forage generally 

decreased with increasing PHI; residues of TAA generally increased with increasing PHI. 

Residues of TA and TAA generally decreased with increasing PHI in/on hay; residues of TA and 

TAA were variable in/on grain but increased slightly from the initial to the final PHI. Residues 

of TA were below the LOQ at all sampling intervals in/on straw; therefore, residue decline was 

not assessed. Residues of TAA in/on straw were below the LOQ through the 18-day PHI, but 

increased to 0.022 ppm at the 32-day PHI. 

STUDY/WAIVER ACCEPTABILITY/DEFICIENCIES/CLARIFICATIONS: 

Under the conditions and parameters used in the study, the field trial residue data are classified 

as scientifically acceptable. The acceptability of this study for regulatory purposes is addressed 

in the forthcoming U.S. EPA Residue Chemistry Summary Document [DP# 400030]. 

COMPLIANCE:

Signed and dated Good Laboratory Practice (GLP), Quality Assurance, and Data Confidentiality 

statements were provided. No deviations from regulatory requirements were reported which 

would have an impact on the validity of the study. 

A. BACKGROUND INFORMATION

Propiconazole is a triazole-type fungicide that provides broad spectrum disease control through 

inhibition of sterol biosynthesis in fungi. It is registered to Syngenta Crop Protection for the 

control of fungal diseases on a variety of crops. 

The nomenclature of propiconazole, 1,2,4-triazole (T), triazole alanine (TA), and triazole acetic 

acid (TAA) are summarized in Table A.1, and the physicochemical properties of propiconazole 

are summarized in Table A.2. 

TABLE A.1. Nomenclature of Propiconazole and Triazoles.

Compound 

Common name Propiconazole 

Company experimental names CGA-64250 

IUPAC name 1-[2-(2,4_dichlorophenyl)-4-propyl-1,3-dioxolan-2-ylmethyl]-1H-1,2,4-triazole 

CAS name 1-[[2-(2,4-dichlorophenyl)-4-propyl-1,3-dioxolan-2-yl]methyl]-1H-1,2,4-triazole 

N

N N

O

O

Cl

Cl
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 Crop Field Trial/ Residue Decline - Oats 

DP# 400030/MRID No. 48681703 Page 5 of 26

TABLE A.1. Nomenclature of Propiconazole and Triazoles.

CAS # 60207-90-1 

End-use products/EP 

Suspo-emulsion (SE) formulation (Quilt XcelTM) containing 1.18 lb ai/gal azoxystrobin 

and 1.02 lb ai/gal propiconazole 

Compound 

Common name 2,4-DCBA 

Chemical name 2,4-dichlorobenzoic acid 

Compound 

Common name 1,2,4-Triazole (T) 

Chemical name 1H-1,2,4-triazole 

CAS registry number 288-88-0 

Compound 

Common name Triazole alanine or triazolylalanine (TA) 

Chemical name α-amino-1H-1,2,4-triazole-1-propanoic acid 

CAS registry number 114419-45-3 

Compound 

Common name Triazole acetic acid or triazolylacetic acid (TAA) 

Chemical name 1H-1,2,4-triazole-1-acetic acid 

CAS registry number 28711-29-7 

TABLE A.2. Physicochemical Properties of Technical Grade Propiconazole.

Parameter Value Reference 

Boiling point 120°C at 1.9 Pa, >250°C at 101.325 kPa MRID No.:43698701 

pH 4.9 @ 25°C (1% aqueous dispersion) MRID No.:43698701 

Density 1.289 g/cm3 typical @ 20°C MRID No.: 43698701 

Water solubility (20°C) 0.10 g/L at 20°C MRID No.: 41720301 

Solvent solubility (temperature not specified)

Completely miscible in ethanol, acetone, 

toluene and n-octanol. n-hexane = 47 g/L MRID No.: 42030201 

Vapor pressure at 25°C 4.2 x 10-7 mm Hg @ 25°C MRID No.: 41720301 

Dissociation constant (pKa) 1.09 MRID No.: 43698701 

Octanol/water partition coefficient Log(KOW)

(25 °C) 3.72 @ pH 6.6 MRID No.: 43698701 

UV/visible absorption spectrum (8max, nm) Not available MRID No.: 40583703 

HN

N

N

N

N

N

HO

NH2

O

N

N

N

HO

O
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 Crop Field Trial/ Residue Decline - Oats 

DP# 400030/MRID No. 48681703 Page 6 of 26

B. EXPERIMENTAL DESIGN

B.1. Study Site Information 

Twelve field trials were conducted in the United States during the 2009-2010 growing seasons in 

the NAFTA Growing Zones 1 (PA; 1 trial), 2 (SC; 1 trial), 5 (ND, MN, and IA; 6 trials), 6 (TX; 

1 trial), 7 (SD and ND; 2 trials), and 8 (CO; 1 trial). 

Two trial pairs or sets (trials C12-9086 and C12-9087, and trials C13-9083, C13-9088, and C13-

9091) were each conducted by the same principal field investigator (PFI). All trials reflected use 

of different tank mixes for all applications. Trial C13-9091 was conducted in a different NAFTA 

Zone; thus, HED concludes that this trial may be counted as a separate trial for purposes of 

860.1500 data requirements. Careful examination of the field trial records for the remaining trials 

indicates that the only difference between trials C12-9086 and C12-9087 was a >20-mile 

separation between trial locations, and the only differences between trials C12-9083 and C12-

9088 were 5- to 11-day off-set in application dates and a >25% difference in spray volume (~20 

gal/A vs. 2 gal/A). HED has concluded that the differences between trials C12-9086 and C12-

9087 are insufficient to classify them as separate trials; therefore, these trials constitute a single 

trial with replicate samples for purposes of 860.1500 data requirements. Trials C13-9083 and 

C13-9088 would not normally satisfy the ChemSAC criteria for differentiation of field trials; 

however, because of the appreciable differences in spray volumes (~20 vs. ~2 gal/A) and the 

variation in residue results between the two trials, HED concludes that these trials may be 

counted as separate trials. 

Each trial consisted of one untreated plot and two treated plots; separate plots were established 

for the harvest of forage and hay and for the harvest of grain and straw. At each trial location, 

the treated plots received two foliar broadcast applications of a 1.02 lb ai/gal SE formulation of 

azoxystrobin (Quilt XcelTM). Applications were targeted at Feekes growth stage 5, and 7 days 

prior to harvest for the forage and hay plots, and at 14 days prior to Feekes 10.54, and Feekes 

10.54 for grain and straw plots. Each treated plot received two applications of propiconazole at 

0.1062-0.1180 lb ai/A/application, for a total seasonal rate of 0.2156-0.2331 lb ai/A. 

Applications were made at 11- to 17-day RTIs using ground equipment in spray volumes of 

1.97-31.39 gal/A. An NIS was added to the spray mixtures for all applications in eleven trials, 

and a COC was added to the spray mixtures in one trial. Samples of forage and hay were 

harvested from all trials at PHIs of 7 and 14 days; grain and straw were harvested at maturity 

(PHIs of 25-48 days). Additional forage and hay samples were harvested at PHIs of 0, 3, 7, and 

21 days from one trial (in ND) to assess residue decline; additional grain and straw samples 

were collected 14 and 7 days prior to, and 7 days after, maturity. The petitioner noted that no 0-

day decline samples were collected for hay and that the 3-day samples were actually collected at 

a 5-day PHI. Hay samples were dried to approximately 10-20% moisture content; drying 

intervals were not reported. 
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 Crop Field Trial/ Residue Decline - Oats 

DP# 400030/MRID No. 48681703 Page 7 of 26

Maintenance pesticides and fertilizers were used as needed to produce a commercial quality 

crop. Monthly temperature ranges and total monthly precipitation were provided for each trial, 

as well as the historical averages. Irrigation was used to supplement rainfall as needed. The 

petitioner stated that actual temperature recordings were within average historical values, and 

actual average rainfall was within historical rainfall averages. In trial E04-9081 (PA), the second 

application to treated plot 3 (grain and straw) was made at Feekes stages 10.54-11.1 (vs. 10.54); 

however, the majority of the plot was in the correct growth stage. In trial E11-9082 (SC), the 

second application to treated plot 3 (grain and straw) was made at Feekes Growth Stage 10.3 (vs. 

10.54). In trial C13-9088 (ND), the second application to treated plot 3 was made at BBCH 75 

(vs. Feekes 10.54, which corresponds to BBCH 71) due to faster growth caused by weather. In 

trial C13-9091 (ND), the second application to treated plot 3 was made at BBCH 69 due to 

delayed maturation caused by the weather. In Trial C16-9090, the first application to treated plot 

2 (forage and hay) occurred at BBCH 23, rather than at BBCH 30, which corresponds to Feekes 

Growth Stage 5. Although variations in temperature and precipitation were reported, no 

abnormal weather events were indicated to have adversely impacted crop yields or crop growth 

and development at the remaining trial sites. 

Trial conditions are presented in Table B.1.1. The study use pattern is presented in Table B.1.2, 

and the crop varieties grown are identified in Table C.3. 

TABLE B.1.1 Trial Site Conditions.

Trial Identification: 

City, State; Year (Trial No.) 

Soil characteristics 

Type %OM pH CEC 

(meq/100 g) 

Germansville, PA; 2009 (E04-9081) Loam 2.4 6.5 9.7 

Elko, SC; 2010 (E11-9082) Loamy sand 1.1 6.8 3.1 

Northwood, ND; 2009 (C13-9083) Loam 4.7 6.9 19.8 

Geneva, MN; 2009 (C09-9084) Sandy clay loam 4.1 6.1 28.6 

Bagley, IA; 2009 (C30-9085) Clay loam 3.4 7.2 26.0 

Ayr, ND; 2009 (C12-9086) Loam 4.7 6.6 18.1 

Gardner, ND; 2009 (C12-9087) Clay loam 3.2 7.6 29.8 

Northwood, ND; 2009 (C13-9088) Sandy clay loam 4.7 6.9 27.5 

Uvalde, TX; 2010 (W07-9089) Clay 2.5 8.0 43.4 

White Lake, SD; 2009 (C16-9090) Clay loam 3.4 7.0 29.2 

Carrington, ND; 2009 (C13-9091) Sandy loam 2.7 6.9 24.0 

Ault, CO; 2009 (W12-9092) Sandy loam 1.2 6.9 33.2 
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 Crop Field Trial/ Residue Decline - Oats 

DP# 400030/MRID No. 48681703 Page 8 of 26

TABLE B.1.2. Study Use Pattern.

Location (City, 

State; Year) 

Trial ID1

EP2 Plot Application Information Tank Mix/ 

Adjuvants5

Method; Timing Volume 

(gal/A)

Rate3

(lb ai/A)

RTI4 

(days) 

Total 

Rate3 

(lb ai/A)

Germansville, 

PA; 2009 

(E04-9081) 

1.02 lb 

ai/gal SE 

2 

[Forage and 

Hay] 

1. Foliar broadcast; Feekes Scale 

5 

30.32 0.1136 -- 0.2290 NIS 

2. Foliar broadcast; Feekes Scale 

7 

30.67 0.1154 11 

3 

[Grain and 

Straw] 

1. Foliar broadcast; Feekes Scale 

10.5 

30.58 0.1150 -- 0.2331 NIS 

2. Foliar broadcast; Feekes 

10.54-11.1 

31.39 0.1180 11 

Elko, SC; 

2010 (E11-

9082) 

1.02 lb 

ai/gal SE

2 

[Forage and 

Hay]

1. Foliar broadcast; Feekes Stage 

5 

22.35 0.1108 -- 0.2217 NIS 

2. Foliar broadcast; BBCH 32 21.93 0.1109 13 

3 

[Grain and 

Straw] 

1. Foliar broadcast; Feekes Stage 

10.0 

21.89 0.1111 -- 0.2219 NIS 

2. Foliar broadcast; Feekes Stage 

10.3 

21.29 0.1108 13 

Northwood, 

ND; 2009 

(C13-9083) 

1.02 lb 

ai/gal SE 

2 

[Forage and 

Hay] 

1. Foliar broadcast; BBCH 22 20.21 0.1122 -- 0.2230 NIS 

2. Foliar broadcast; BBCH 55 19.87 0.1108 14 

3 

[Grain and 

Straw] 

1. Foliar broadcast; BBCH 39 19.68 0.1097 -- 0.2213 NIS 

2. Foliar broadcast; BBCH 71 20.03 0.1116 15 

Geneva, MN; 

2009 (C09-

9084) 

1.02 lb 

ai/gal SE 

2 [Forage 

and Hay] 

1. Foliar broadcast; Feekes 5 15.77 0.1117 -- 0.2248 NIS 

2. Foliar broadcast; Feekes 7 16.36 0.1131 14 

3 

[Grain and 

Straw] 

1. Foliar broadcast; Feekes 9 17.57 0.1105 -- 0.2225 NIS 

2. Foliar broadcast; Feekes 10.54 18.57 0.1119 15 

Bagley, IA; 

2009 (C30-

9085) 

1.02 lb 

ai/gal SE 

2 

[Forage and 

Hay] 

1. Foliar broadcast; Feekes 5 10.29 0.1094 -- 0.2156 NIS 

2. Foliar broadcast; 14 days after 

Feekes 5 

9.15 0.1062 14 

3 

[Grain and 

Straw] 

1. Foliar broadcast; 14 days prior 

to Feekes 10.54 

10.41 0.1062 -- 0.2188 NIS 

2. Foliar broadcast; Feekes 10.54 8.17 0.1127 14 

Ayr, ND; 2009 

(C12-9086) 

1.02 lb 

ai/gal SE 

2 

[Forage and 

Hay] 

1. Foliar broadcast; BBCH 31 10.15 0.1131 -- 0.2253 NIS 

2. Foliar broadcast; BBCH 49 15.21 0.1122 13 

3 

[Grain and 

Straw] 

1. Foliar broadcast; BBCH 52 15.09 0.1110 -- 

0.2232 

NIS 

2. Foliar broadcast; BBCH 70 15.24 0.1122 14 

Gardner, ND; 

2009 (C12-

9087) 

1.02 lb 

ai/gal SE 

2 

[Forage and 

Hay] 

1. Foliar broadcast; BBCH 31 10.07 0.1118 -- 0.2259 NIS 

2. Foliar broadcast; BBCH 49 15.44 0.1141 13 

3 

[Grain and 

Straw] 

1. Foliar broadcast; BBCH 52 15.15 0.1119 -- 0.2284 NIS 

2. Foliar broadcast; BBCH 70 15.77 0.1165 13 
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 Crop Field Trial/ Residue Decline - Oats 

DP# 400030/MRID No. 48681703 Page 9 of 26

TABLE B.1.2. Study Use Pattern.

Location (City, 

State; Year) 

Trial ID1

EP2 Plot Application Information Tank Mix/ 

Adjuvants5

Method; Timing Volume 

(gal/A)

Rate3

(lb ai/A)

RTI4 

(days) 

Total 

Rate3 

(lb ai/A)

Northwood, 

ND; 2009 

(C13-9088) 

1.02 lb 

ai/gal SE 

2 

[Forage and 

Hay] 

1. Foliar broadcast; BBCH 30 1.99 0.1108 -- 0.2205 NIS 

2. Foliar broadcast; BBCH 71 1.97 0.1097 17 

3 

[Grain and 

Straw] 

1. Foliar broadcast; BBCH 43 2.00 0.1114 -- 0.2216 NIS 

2. Foliar broadcast; BBCH 75 1.98 0.1103 15 

Uvalde, TX; 

2010 (W07-

9089) 

1.02 lb 

ai/gal SE 

2 

[Forage and 

Hay] 

1. Foliar broadcast; BBCH 30 15.81 0.1118 -- 0.2269 NIS 

2. Foliar broadcast; BBCH 33 16.64 0.1151 14 

3 

[Grain and 

Straw] 

1. Foliar broadcast; BBCH 60 22.81 0.1128 -- 0.2250 NIS 

2. Foliar broadcast; BBCH 71 18.71 0.1122 14 

White Lake, 

SD; 2009 

(C16-9090) 

1.02 lb 

ai/gal SE 

2 

[Forage and 

Hay] 

1. Foliar broadcast; BBCH 23 21.35 0.1127 -- 0.2255 NIS 

2. Foliar broadcast; BBCH 43 18.87 0.1128 14 

3 

[Grain and 

Straw] 

1. Foliar broadcast; BBCH 43 18.70 0.1116 -- 0.2248 NIS 

2. Foliar broadcast; BBCH 71 19.90 0.1132 17 

Carrington, 

ND; 2009 

(C13-9091) 

1.02 lb 

ai/gal SE 

2 

[Forage and 

Hay] 

1. Foliar broadcast; BBCH 16 20.22 0.1127 -- 0.2244 COC 

2. Foliar broadcast; BBCH 55 20.04 0.1117 14 

3 

[Grain and 

Straw] 

1. Foliar broadcast; BBCH 37 19.77 0.1095 -- 0.2201 COC 

2. Foliar broadcast; BBCH 69 19.86 0.1107 14 

Ault, CO; 2009 

(W12-9092) 

1.02 lb 

ai/gal SE 

2 

[Forage and 

Hay] 

1. Foliar broadcast; Feekes 5 16.76 0.1140 -- 0.2273 NIS 

2. Foliar broadcast; Feekes 10 16.67 0.1134 14 

3 

[Grain and 

Straw] 

1. Foliar broadcast; Feekes 10.2 17.67 0.1101 -- 0.2252 NIS 

2. Foliar broadcast; Feekes 10.54 18.14 0.1151 14 

1

 HED has concluded that trials C12-9086 and C12-9087 constitute a single trial with replicate samples for purposes of 860.1500

data requirements. 

2

 EP = End-use Product; a multiple active ingredient (MAI) suspo-emulsion (SE) formulation (Quilt XcelTM) containing 1.18 lb 

ai/gal azoxystrobin and 1.02 lb ai/gal propiconazole. 

3

 Application rates in the submission were reported in terms of total lb ai/A for combined application of azoxystrobin and 

propiconazole. Individual application rates for propiconazole were calculated by the study reviewer based on the ratio of the 

active ingredient in the product: reported rate X 1.02/2.2. 4

 RTI = Retreatment Interval. 

5

 NIS = non-ionic surfactant. COC = crop oil concentrate. 
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 Crop Field Trial/ Residue Decline - Oats 

DP# 400030/MRID No. 48681703 Page 10 of 26

TABLE B.1.3. Trial Numbers and Geographical Locations. 

NAFTA Growing Regions Oats 

Submitted Requested1 

Canada U.S. 

1 1 -- 1/1 

1A -- -- -- 

2 1 -- 1/1 

3 -- -- -- 

4 -- -- -- 

5 52 -- 9/6 

5A -- -- -- 

5B -- -- -- 

6 1 -- 1/1 

7 2 -- 3/2 

7A -- -- -- 

8 1 -- 1/1 

9 -- -- -- 

10 -- -- -- 

11 -- -- -- 

12 -- -- -- 

13 -- -- -- 

14 -- -- -- 

15 -- -- -- 

16 -- -- -- 

17 -- -- -- 

18 -- -- -- 

19 -- -- -- 

20 -- -- -- 

21 -- -- -- 

Total 112 16/12 1 As per OCSPP 860.1500, Table 5 for oats. The second number reflects a 25% reduction in the number of trials allowed for the 

crop as a representative commodity in support of a crop group/subgroup tolerance or when application results in no quantifiable

residues. 

2

 HED has concluded that trials C12-9086 and C12-9087 constitute a single trial with replicate samples for purposes of 860.1500

data requirements. 

B.2. Sample Handling and Preparation

Single control and duplicate treated samples of forage (~3 lb) and hay (~2 lb) were harvested at 

PHIs of 7 and 14 days; samples of grain (~3 lb) and straw (~2 lb) were harvested at maturity (25- 

to 48-day PHIs). Additional forage and hay samples were harvested at PHIs of 0, 3, 7, and 21 

days from one trial to assess residue decline; additional grain and straw samples were collected 

at 14 and 7 days prior to, and 7 days after, maturity. Hay samples were dried to approximately 

10-20% moisture content; drying intervals were not reported. The samples were placed in frozen 

storage at the field sites (interval between collection and freezing not reported). All samples 

were shipped frozen within 0-56 days of collection by freezer truck or overnight courier to the 
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 Crop Field Trial/ Residue Decline - Oats 

DP# 400030/MRID No. 48681703 Page 11 of 26

preparation facility, Syngenta Crop Protection (Greensboro, NC), where they were maintained 

frozen (<-10 °C) prior to and following preparation. In preparation for analysis, any adhering 

soil and inedible portions of oats were removed from the samples by light brushing. Samples 

were homogenized by grinding in a Hobart food cutter in the presence of dry ice. Within 12-299 

days of receipt at the preparation facility, samples were shipped frozen via FedEx to the 

analytical laboratory, Morse Laboratories (Sacramento, CA), where they were maintained frozen 

(~ -20 °C) prior to analysis. 

B.3. Analytical Methodology

Samples were analyzed for residues of propiconazole (determined as propiconazole per se) using 

a LC/MS/MS method, Morse Laboratories Meth-180. Samples were also analyzed for 

propiconazole and its metabolites convertible to 2,4-dichlorobenzoic acid (2,4-DCBA) using gas 

GC/MSD, Novartis Crop Protection method AG-626. This is a common moiety method in 

which all residues of concern are converted by base hydrolysis and oxidation to 2,4-DCBA, then 

determined as the 2,4-DCBA methyl ester, and reported in propiconazole equivalents. Samples 

were analyzed for the triazole metabolites T, TA, and TAA using LC/MS/MS, Morse 

Laboratories Meth-160, Revision #2. 

For determination of residues of propiconazole per se, samples were extracted with 

methanol:water (80:20, v:v) and filtered. Water and saturated NaCl solution were added to an 

aliquot of the filtrate, which was then partitioned three times with hexane. The combined hexane 

extracts were evaporated to dryness, reconstituted in acetonitrile:water (30:70, v:v), and then 

analyzed using LC/MS/MS. The LOQ (determined as the LLMV) was 0.01 ppm; the limit of 

detection (LOD) was not reported. 

For determination of residues of propiconazole and metabolites convertible to 2,4-DCBA, 

samples were refluxed with methanol:ammonium hydroxide (80:20, v:v). An aliquot of the 

extract was evaporated to dryness. The residues were dissolved in aqueous NaOH and heated in 

the presence of potassium permanganate for oxidation of propiconazole and metabolites to 2,4-

DCBA. The sample was acidified with HCl and partitioned with hexane:ethyl ether (90:10, v:v). 

The organic phase was evaporated to dryness and derivatized with diazomethane to form the 

methyl ester of 2,4-DCBA. The derivatized extract was evaporated to dryness, reconstituted in 

hexane, and purified using an alumina solid phase extraction (SPE) cartridge. The sample was 

reduced to a known volume using nitrogen evaporation and then analyzed using GC/MSD. The 

LOQ (determined as the LLMV) was 0.05 ppm; the LOD was not reported. 

For determination of T, TA, and TAA, samples were extracted with methanol:water (80:20, v:v). 

Following the addition of Celite, the extracts were vacuum filtered, rinsed, and brought to 

volume with methanol:water (80:20, v:v). For determination of TAA, an aliquot of the extract 

were purified by SPE and then derivatized by HCl/butanol esterification. The TA aliquot 

underwent two derivatizations: an esterification using HCl/butanol and an acylation using 

heptafluorobutyric anhydride (HFBA). The T aliquot was directly derivatized with dansyl 

chloride to produce the dansyl derivative of 1,2,4-triazole and partitioned into ethyl acetate. All 
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 Crop Field Trial/ Residue Decline - Oats 

DP# 400030/MRID No. 48681703 Page 12 of 26

metabolite extracts were then evaporated to dryness, redissolved in acetonitrile:water (30:70, 

v:v), and analyzed using LC/MS/MS detection. The LOQs (determined as the LLMVs) were: 

0.01 ppm for T in all matrices, 0.01 ppm for TA in oat forage and straw, 0.1 ppm in oat hay, and 

0.04 ppm in oat grain, and 0.01 ppm for TAA in forage, hay, and straw and 0.02 ppm in grain. 

The LODs were not reported. 

The methods were validated in conjunction with the field trial samples. 

C. RESULTS AND DISCUSSION 

Sample storage conditions and durations are reported in Table C.2. Samples were shipped from 

the field sites to a sample preparation facility, where they were homogenized prior to shipment to 

the analytical laboratory. Samples were stored frozen (<-10 °C at the preparation facility and <-

20 °C at the analytical laboratory) from collection to analysis for propiconazole and 

propiconazole and metabolites, respectively, for 77-356 days (2.5-11.7 months) and 124-538 

days (4.1-17.7 months) for forage, 78-358 days (2.6-11.8 months) and 110-543 days (3.6-17.9 

months) for hay, 64-330 days (2.1-10.9 months) and 180-359 days (5.9-11.8 months) for grain, 

and 59-341 days (1.9-11.2 months) and 182-498 days (6.0-16.4 months) for straw. Sample 

storage durations prior to analysis for the triazole metabolites were 78-375 days (2.6-12.3 

months) for forage, 97-393 days (3.2-12.9 months) for hay, 29-371 days (1.0-12.2 months) for 

grain, and 30-357 days (1.0-11.7 months) for straw. All samples were analyzed within 0-33 days 

of extraction. Acceptable storage stability data for propiconazole are available indicating that 

residues of propiconazole and metabolites convertible to 2,4-DCBA are stable during frozen 

storage for up to: 38 months in/on grass forage and straw (DP# 210742, 3/15/95, M. Rodriguez); 

and for up to 36 months in/on wheat grain (DP# 240856, 2/23/05, T. Morton). In addition, 

acceptable data have been submitted indicating that residues of propiconazole per se are stable 

during frozen storage for up to 24 months in/on barley grain and 30 months in/on soybean seed 

(refer to 48681707.der, currently under review). Acceptable storage stability data for the triazole 

metabolites are available (DP# 363016, 1/12/12, D. Drew; 47606601.der) indicating that residues 

of T, TA, and TAA are stable during frozen storage in/on wheat grain and straw, and residues of 

TA and TAA are stable in/on wheat forage for up to 4 years; residues of T in wheat forage are 

relatively stable for up to ~4 or ~12 months, but decline thereafter. Additional storage stability 

data for the triazole metabolites (DP# 388246, 5/28/08, M. Doherty) indicate that residues of 

TAA are stable in/on wheat grain, forage, hay, and straw for up to 13 months, and that residues 

of TA are stable in/on wheat grain, forage, and hay, for up to 13 months. These data are 

adequate to support the storage durations and conditions of samples from the submitted field 

trials. 

Concurrent method recovery data for the GC/MSD and LC/MS/MS methods are presented in 

Table C.1. Samples were fortified at 0.01-10.0 ppm with propiconazole, at 0.05-20 ppm with 

propiconazole and metabolites, at 0.01-0.1 ppm with T, at 0.01-5.0 ppm with TA, and at 0.01-1.0 

ppm with TAA. The methods were adequate for data collection based on acceptable concurrent 

recovery data. Recoveries were within the acceptable range of 70-120%. The fortification levels 

used in concurrent method recovery were adequate to bracket expected residue levels. Apparent 
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 Crop Field Trial/ Residue Decline - Oats 

DP# 400030/MRID No. 48681703 Page 13 of 26

residues of propiconazole and metabolite T were at or below the LOQ in/on all samples of 

untreated oats. Quantifiable apparent residues of propiconazole were observed in/on one sample 

of hay (0.0107 ppm). Quantifiable apparent residues of propiconazole and metabolites 

determined as 2,4-DCBA were observed in/on four samples of untreated forage (0.05-0.13 ppm), 

one sample of hay (0.08 ppm), and one sample of grain (0.05 ppm). Quantifiable apparent 

residues of TA were observed in/on twenty-one samples of untreated forage (0.01-0.14 ppm), 

nine samples of hay (0.11-0.25 ppm), nine samples of grain (0.05-0.36 ppm), and three samples 

of straw (0.01-0.02 ppm). Quantifiable apparent residues of TAA were observed in/on eight 

samples of untreated forage (0.01-0.04 ppm), thirteen samples of hay (0.01-0.07 ppm), eight 

samples of grain (0.04-0.11 ppm), and six samples of straw (0.01-0.04 ppm). The petitioner 

attributed the occurrence of residues of TA and TAA in/on untreated samples to the widespread 

use of triazoles and the non-specific nature of the common moiety method of analysis. 

Concurrent recoveries were corrected for apparent residues in controls; treated samples were not 

corrected for residues in controls. 

Residue data from the oats field trials are reported in Tables C.3.1 (propiconazole) and C.3.2 

(triazole metabolites), and the residue data for oats are summarized in Table C.4. Following two 

foliar broadcast applications of the 1.02 lb ai/gal SE formulation of propiconazole at 0.2156-

0.2290 lb ai/A, residues (and per trial averages of propiconazole) per se and propiconazole and 

metabolites determined as 2,4-DCBA, respectively, in/on forage were: 0.135-1.26 (0.154-1.17) 

and 0.431-2.46 (0.499-2.31) ppm at the 7-day PHI; and 0.0316-0.480 (0.0404-0.449) and 0.303-

1.51 (0.389-1.39) ppm at the 14-day PHI; corresponding residues in/on hay were: 0.110-4.46 

(0.184-4.26) and 0.629-8.54 (0.798-8.00) ppm at the 7-day PHI; and 0.0620-2.69 (0.0680-1.98) 

and 0.559-5.69 (0.592-4.41) ppm at the 14-day PHI. In/on grain and straw harvested at PHIs of 

25-48 days following two applications at 0.2188-0.2331 lb ai/A, corresponding residues (and per 

trial averages) were: <0.01-0.386 (<0.01-0.368) and 0.0630-1.61 (0.0649-1.56) ppm in/on grain, 

and 0.0172-2.40 (0.0191-1.21) and 0.291-6.07 (0.302-5.10) ppm in/on straw. 

For the triazole metabolites, residues of T were below the LOQ (<0.01 ppm) in/on all samples of 

oat forage, hay, grain, and straw. Residues (and per trial averages) of TA and TAA, respectively, 

in/on forage were 0.0178-0.146 (0.0184-0.128) and <0.01-0.0344 (<0.01-0.0328) ppm at the 7-

day PHI; and 0.0189-0.212 (0.0236-0.212) and <0.01-0.0433 (<0.01-0.0431) ppm at the 14-day 

PHI. Residues (and per trial averages) of TA and TAA, respectively, in/on hay were <0.1-0.334 

(<0.1-0.325) and <0.01-0.0645 (<0.01-0.0633) ppm at the 7-day PHI; and <0.1-0.387 (<0.1-

0.373) and <0.01-0.110 (<0.01-0.107) ppm at the 14-day PHI. Residues (and per trial averages) 

of TA and TAA, respectively, in/on grain and straw were: 0.0480-0.362 (0.0498-0.353) and 

<0.02-0.117 (<0.02-0.115) ppm in/on grain; and <0.01-0.0438 (<0.01-0.0435) and <0.01-0.0261 

(<0.01-0.0247) ppm in/on straw. 

The residue decline data indicate that residues of propiconazole per se and propiconazole and 

metabolites determined as 2,4-DCBA generally decreased with increasing PHI in/on oat forage 

and hay. Residues of propiconazole per se and propiconazole and metabolites determined as 2,4-

DCBA in/on grain and straw generally increased with increasing PHI. For the triazole 

metabolites, residues of T were below the LOQ in/on all matrices at all sampling intervals; 
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 Crop Field Trial/ Residue Decline - Oats 

DP# 400030/MRID No. 48681703 Page 14 of 26

therefore, residue decline could not be assessed. Residues of TA in/on forage generally 

decreased with increasing PHI; residues of TAA generally increased with increasing PHI. 

Residues of TA and TAA generally decreased with increasing PHI in/on hay; residues of TA and 

TAA were variable in/on grain but increased slightly from the initial to the final PHI. Residues 

of TA were below the LOQ at all sampling intervals in/on straw; therefore, residue decline was 

not assessed. Residues of TAA in/on straw were below the LOQ through the 18-day PHI, but 

increased to 0.022 ppm at the 32-day PHI. 

TABLE C.1. Summary of Concurrent Recoveries of Propiconazole and its Triazole Metabolites from 

Oats.

Matrix Analyte Spike 

Level 

(ppm) 

Sample 

Size 

(n) 

Recoveries 

(%)1

Mean ± Std. Dev. 

(%)2,3

LC/MS/MS Meth-180

Oat Forage Propiconazole 0.01 7 82, 79, 87, 74, 76, 78, 84 80 ± 4.6 

0.1 7 75, 90, 87, 90, 72, 82, 86 83 ± 7.2 

3.0 1 89 89 

Oat Hay 0.01 7 94, 93, 86, 89, 99, 89, 89 91 ± 4.3 

0.1 7 92, 94, 83, 81, 91, 77, 76 85 ± 7.4 

5.0 1 99 99 

10.0 1 89 89 

Oat Grain 0.01 4 88, 117, 74, 101 95 ± 18 

0.1 3 93, 98, 70 87 ± 15 

0.5 1 109 109 

Oat Straw 0.01 4 96, 106, 86, 87 94 ± 9.3 

0.1 3 92, 98, 82 91 ± 8.1 

5.0 1 86 86 

GC/MSD method AG-626

Oat Forage Propiconazole and 

metabolites 

determined as 2,4-

DCBA 

0.05 9 102, 73, 80, 106, 112, 91, 107, 119, 97 99 ± 15 

0.5 6 71, 76, 96, 87, 99, 74 84 ± 12 

2.5 2 102, 95 98 

5.0 1 95 95 

Oat Hay 0.05 7 85, 94, 72, 77, 108, 102, 79 88 ± 14 

0.5 3 110, 76, 70 85 ± 22 

2.5 5 84, 76, 83, 93, 85 84 ± 6.1 

10 1 88 88 

20 1 80 80 

Oat Grain 0.05 5 118, 83, 96, 104, 81 96 ± 15 

0.5 4 91, 81, 80, 95 87 ± 7.4 

5.0 1 92 92 

Oat Straw 0.05 5 96, 82, 89, 73, 104 89 ± 12 

0.5 2 81, 83 82 

2.5 2 90, 84 87 

10 1 73 73 
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 Crop Field Trial/ Residue Decline - Oats 

DP# 400030/MRID No. 48681703 Page 15 of 26

TABLE C.1. Summary of Concurrent Recoveries of Propiconazole and its Triazole Metabolites from 

Oats.

Matrix Analyte Spike 

Level 

(ppm) 

Sample 

Size 

(n) 

Recoveries 

(%)1

Mean ± Std. Dev. 

(%)2,3

LC/MS/MS Meth-160

Oat Forage T 0.01 8 89, 77, 75, 88, 97, 95, 90, 106 90 ± 10 

0.1 8 92, 84, 77, 75, 90, 93, 93, 90 87 ± 7.2 

TA 0.01 1 90 90 

0.05 4 102, 101, 86, 110 100 ± 10 

0.2 4 96, 111, 101, 88 99 ± 9.6 

0.5 4 100, 100, 97, 108 101 ± 4.7 

2.0 4 94, 91, 94, 95 94 ± 1.7 

TAA 0.01 4 108, 115, 92, 111 106 ± 10 

0.04 4 93, 101, 99, 108 100 ± 6.2 

0.1 4 107, 109, 106, 103 106 ± 2.5 

0.4 4 97, 98, 98, 116, 102 ± 9.2 

Oat Hay T 0.01 9 101, 78, 98, 89, 80, 81, 106, 79, 81 88 ± 11 

0.1 9 101, 83, 94, 80, 71, 92, 107, 70, 84 87 ± 13 

TA 0.1 3 109, 99, 96 101 ± 6.8 

0.15 5 96, 92, 91, 95, 81 91 ± 6.0 

0.5 1 81 81 

1.0 3 110, 100, 104 105 ± 5.0 

1.5 5 91, 91, 89, 92, 89 90 ± 1.3 

5.0 1 81 81 

TAA 0.01 8 95, 105, 107, 112, 116, 99, 96, 112 105 ± 7.9 

0.07 1 101 101 

0.1 9 103, 95, 95, 104, 102, 112, 102, 98, 104 102 ± 5.3 

0.7 1 102 102 

1.0 1 99 99 

Oat Grain T 0.01 5 87, 87, 87, 99, 110 94 ± 10 

0.1 5 87, 93, 81, 93, 120 95 ± 15 

TA 0.04 1 108 108 

0.06 1 96 96 

0.1 3 89, 103, 110 101 ± 11 

0.4 1 91 91 

0.6 1 91 91 

1.0 3 85, 91, 97 91 ± 6.0 

TAA 0.02 1 109 109 

0.04 3 95, 93, 111 100 ± 9.9 

0.1 1 91 91 

0.2 1 100 100 

0.4 3 92, 94, 97 94 ± 2.5 

1.0 1 87 87 
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 Crop Field Trial/ Residue Decline - Oats 

DP# 400030/MRID No. 48681703 Page 16 of 26

TABLE C.1. Summary of Concurrent Recoveries of Propiconazole and its Triazole Metabolites from 

Oats.

Matrix Analyte Spike 

Level 

(ppm) 

Sample 

Size 

(n) 

Recoveries 

(%)1

Mean ± Std. Dev. 

(%)2,3

Oat Straw T 0.01 5 109, 89, 78, 90, 98 93 ± 12 

0.1 5 83, 80, 72, 92, 113 88 ± 16 

TA 0.01 1 83 83 

0.04 4 96, 93, 92, 89 92 ± 2.9 

0.1 1 93 93 

0.4 4 90, 100, 100, 102 98 ± 5.4 

TAA 0.01 5 99, 108, 105, 95, 97 101 ± 5.5 

0.1 5 96, 107, 106, 113, 94 103 ± 8.0 1

 Concurrent recoveries were corrected for apparent residues in control samples. 2

 Standard deviations are calculated only for fortification levels having ≥3 samples. 3

 Means and standard deviations were calculated by the petitioner 

TABLE C.2. Summary of Storage Conditions.

Matrix Analyte Storage Temperature 

(°C) 

Actual Storage Duration1 Limit of Demonstrated Storage 

Stability 

Propiconazole 

Forage Propiconazole Frozen at field sites; 

-10 at preparation 

facility; 

-20 at analytical 

laboratory 

77-356 days (2.5-11.7 months) Residues of propiconazole and 

metabolites convertible to 2,4-

DCBA are stable during frozen 

storage for up to: 38 months in/on 

grass forage and straw2

; and for up 

to 36 months in/on wheat grain3

. 

Residues of propiconazole per se

are stable during frozen storage for 

up to 24 months in/on barley grain 

and 30 months in/on soybean seed4.

Propiconazole 

and Metabolites 

124-538 days (4.1-17.7 months) 

Hay Propiconazole 78-358 days (2.6-11.8 months) 

Propiconazole 

and Metabolites 

110-543 days (3.6-17.9 months) 

Grain Propiconazole 64-330 days (2.1-10.9 months) 

Propiconazole 

and Metabolites 

180-359 days (5.9-11.8 months) 

Straw Propiconazole 59-341 days (1.9-11.2 months) 

Propiconazole 

and Metabolites 

182-498 days (6.0-16.4 months) 

Triazole metabolites 

Forage T Frozen at field sites; 

-10 at preparation 

facility; 

-20 at analytical 

laboratory 

80-375 days (2.6-12.3 months) Residues of T, TA, and TAA are 

stable during frozen storage in/on 

wheat grain and straw, and residues 

of TA and TAA are stable in/on 

wheat forage for up to 4 years; 

residues of T in wheat forage are 

relatively stable for up to ~4 or ~12 

months, but decline thereafter.5

Residues of TAA are stable in/on 

wheat grain, forage, hay, and straw 

for up to 13 months, and residues 

of TA are stable in/on wheat grain, 

forage, and hay, for up to 13 

months.6 

TA 78-373 days (2.6-12.3 months) 

TAA 80-375 days (2.6-12.3 months) 

Hay T 97-383 days (3.2-12.6 months) 

TA 99-381 days (3.3-12.5 months) 

TAA 97-393 days (3.2-12.9 months) 

Grain T 29-349 days (1.0-11.5 months) 

TA 29-345 days (1.0-11.3 months) 

TAA 49-371 days (1.6-12.2 months) 

Straw T 31-351 days (1.0-11.5 months) 

TA 30-353 days (1.0-11.6 months) 

TAA 43-357 days (1.4-11.7 months) 1

 Interval from harvest to analysis. Extracts were stored 0-33 days prior to analysis. 

2

 DP# 210742, 3/15/95, M. Rodriguez. 

3

 DP# 240856, 2/23/05, T. Morton. 
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 Crop Field Trial/ Residue Decline - Oats 

DP# 400030/MRID No. 48681703 Page 17 of 26

4

 Refer to 48681707.der, currently under review. 

5

 DP# 363016, 1/12/12, D. Drew; 47606601.der. 

6 DP# 388246, 5/28/08, M. Doherty. 

TABLE C.3.1 Residue Data for Propiconazole from Oat Field Trials with Propiconazole.

Trial ID 

(City, State; 

Year)1

Zone Oat Variety Commodity Total 

Rate2 

(lb ai/A) 

PHI3

(days)

Residues (ppm)4

 [Average]

Propiconazole Propiconazole and 

Metabolites 

Germansville, 

PA; 2009 (E04-

9081) 

1 Armor Forage 0.2290 7 1.24, 1.09 [1.17] 1.75, 1.82 [1.79] 

14 0.420, 0.422 [0.421] 1.20, 1.37 [1.29] 

Hay 7 2.02, 2.07 [2.05] 4.47, 5.17 [4.82] 

14 1.30, 1.14 [1.22] 3.85, 4.57 [4.21] 

Grain 0.2331 28 0.350, 0.386 [0.368] 1.32, 1.61 [1.47] 

Straw 29 0.728, 0.872 [0.800] 6.07, 4.12 [5.10] 

Elko, SC; 2010 

(E11-9082) 

2 Horizon 

270 

Forage 0.2217 7 0.860, 0.780 [0.820] 2.46, 2.16 [2.31] 

14 0.308, 0.335 [0.322] 1.26, 1.51 [1.39] 

Hay 7 1.34, 1.20 [1.27] 3.30, 3.16 [3.23] 

14 0.645, 0.595 [0.620] 2.31, 1.66 [1.99] 

Grain 0.2219 44 <0.01, <0.01 [<0.01] 0.257, 0.265 [0.261] 

Straw 44 0.0823, 0.0964 [0.0894] 2.55, 2.89 [2.72] 

Northwood, ND; 

2009 (C13-9083) 

5 Jerry Forage 0.2230 7 0.203, 0.196 [0.200] 0.811, 0.746 [0.779] 

14 0.0699, 0.0802 [0.0751] 0.551, 0.538 [0.545] 

Hay 7 0.376, 0.332 [0.354] 0.957, 1.19 [1.07] 

14 0.171, 0.194 [0.183] 1.41, 1.19 [1.30] 

Grain 0.2213 33 0.0166, 0.0218 [0.0192] 0.0858, 0.0893 [0.0876] 

Straw 33 0.0509, 0.0532 [0.0521] 1.16, 1.09 [1.13] 

Geneva, MN; 

2009 (C09-9084) 

5 Morton Forage 0.2248 7 0.828, 0.858 [0.843] 1.47, 1.55 [1.51] 

14 0.145, 0.151 [0.148] 0.899, 0.855 [0.877] 

Hay 7 1.10, 1.05 [1.08] 3.14, 3.42 [3.28] 

14 0.436, 0.458 [0.447] 1.79, 1.99 [1.89] 

Grain 0.2225 48 0.0346, 0.0437 [0.0392] 0.117, 0.310 [0.214] 

Straw 48 0.0468, 0.0611 [0.0540] 1.13, 1.32 [1.23] 

Bagley, IA; 2009 

(C30-9085) 

5 Reeves Forage 0.2156 7 0.135, 0.176 [0.156] 0.568, 0.431 [0.500] 

14 0.0491, 0.0316 [0.0404] 0.541, 0.303 [0.422] 

Hay 7 0.258, 0.110 [0.184] 0.967, 0.629 [0.798] 

14 0.0932, 0.0690 [0.0811] 0.960, 0.787 [0.874] 

Grain 0.2188 32 0.0858, 0.0783 [0.0821] 0.774, 0.910 [0.842] 

Straw 32 0.0172, 0.0210 [0.0191] 0.663, 1.21 [0.937] 
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 Crop Field Trial/ Residue Decline - Oats 

DP# 400030/MRID No. 48681703 Page 18 of 26

TABLE C.3.1 Residue Data for Propiconazole from Oat Field Trials with Propiconazole.

Trial ID 

(City, State; 

Year)1

Zone Oat Variety Commodity Total 

Rate2 

(lb ai/A) 

PHI3

(days)

Residues (ppm)4

 [Average]

Propiconazole Propiconazole and 

Metabolites 

Ayr, ND; 2009 

and Gardner, 

ND; 2009 (C12-

9086 and C12-

9087) Target 

PHI

5 Morton Forage 0.2253-

0.2259 

7 0.976, 1.23, 1.26 [1.16] 1.77, 2.12, 2.02 [1.97] 

14 0.424, 0.464, 0.428, 

0.480 [0.449] 

1.38, 1.18, 1.25, 1.41 

[1.31] 

Hay 7 3.91, 4.40, 4.46 [4.26] 7.14, 8.33, 8.54 [8.00] 

14 1.72, 1.70, 1.81, 2.69 

[1.98] 

4.88, 3.00, 4.07, 5.69 

[4.41] 

Grain 0.2232-

0.2284 

44 0.0535, 0.0674, 0.311, 

0.355 [0.197] 

0.269, 0.173, 0.862, 

0.968 [0.568] 25 

Straw 44 0.357, 0.159, 2.40, 1.91 

[1.21] 

3.20, 1.56, 6.07, 5.86 

[4.17] 25 

Gardner, ND; 

2009 (C12-9087) 

Additional 

Decline PHIs

5 Morton Forage 0.2259 0 2.76 2.95 

3 2.42 2.82 

21 0.700 1.82 

Hay 5 7.38 12.2 

21 1.56 4.52 

Grain 0.2284 11 0.117 0.337 

18 0.252 0.688 

32 0.225 0.642 

Straw 11 0.948 1.79 

18 1.32 3.43 

32 1.16 3.78 

Northwood, ND; 

2009 (C13-9088) 

5 Jerry Forage 0.2205 7 0.626, 0.566 [0.596] 1.46, 1.34 [1.40] 

14 0.359, 0.291 [0.325] 1.49, 1.12 [1.31] 

Hay 7 1.58, 1.19 [1.39] 2.52, 2.17 [2.35] 

14 0.499, 0.314 [0.407] 1.84, 1.35 [1.60] 

Grain 0.2216 28 0.0138, 0.0169 [0.0154] 0.0630, 0.0667 [0.0649] 

Straw 28 0.0490, 0.0473 [0.0482] 0.291, 0.312 [0.302] 

Uvalde, TX; 

2010 (W07-

9089) 

6 BOB Forage 0.2269 7 0.870, 1.15 [1.01] 1.42, 1.94 [1.68] 

14 0.341, 0.408 [0.375] 1.00, 0.949 [0.975] 

Hay 7 2.05, 2.83 [2.44] 3.81, 5.70 [4.76] 

14 1.06, 0.775 [0.918] 2.97, 2.32 [2.65] 

Grain 0.2250 35 0.252, 0.269 [0.261] 1.59, 1.52 [1.56] 

Straw 35 0.418, 0.266 [0.342] 3.03, 1.92 [2.48] 

White Lake, SD; 

2009 (C16-9090) 

7 Stallion Forage 0.2255 7 0.712, 0.924 [0.818] 1.31, 1.55 [1.43] 

14 0.182, 0.171 [0.177] 0.588, 0.666 [0.627] 

Hay 7 3.49, 3.81 [3.65] 5.56, 6.92 [6.24] 

14 0.439, 0.640 [0.540] 2.59, 2.78 [2.69] 

Grain 0.2248 36 0.0243, 0.0229 [0.0236] 0.155, 0.208 [0.182] 

Straw 36 0.0390, 0.0402 [0.0396] 1.43, 1.33 [1.38] 
 Propiconazole/PC Code 122101/Syngenta Crop Protection, LLC 

 DACO 7.4.1/7.4.2/OPPTS 860.1500/OECD IIA 6.3.1, 6.3.2, 6.3.3 and IIIA 8.3.1, 8.3.2, 8.3.3 

 Crop Field Trial/ Residue Decline - Oats 

DP# 400030/MRID No. 48681703 Page 19 of 26

TABLE C.3.1 Residue Data for Propiconazole from Oat Field Trials with Propiconazole.

Trial ID 

(City, State; 

Year)1

Zone Oat Variety Commodity Total 

Rate2 

(lb ai/A) 

PHI3

(days)

Residues (ppm)4

 [Average]

Propiconazole Propiconazole and 

Metabolites 

Carrington, ND; 

2009 (C13-9091) 

7 Jerry Forage 0.2244 7 0.592, 0.716 [0.654] 1.36, 1.60 [1.48] 

14 0.237, 0.286 [0.262] 0.905, 1.05 [0.978] 

Hay 7 1.43, 1.33 [1.38] 2.46, 2.88 [2.67] 

14 0.864, 1.11 [0.987] 2.64, 3.47 [3.06] 

Grain 0.2201 39 0.0335, 0.0332 [0.0334] 0.163, 0.143 [0.153] 

Straw 39 0.384, 0.374 [0.379] 3.16, 2.66 [2.91] 

Ault, CO; 2009 

(W12-9092) 

8 Jerry Forage 0.2273 7 0.161, 0.146 [0.154] 0.522, 0.476 [0.499] 

14 0.0496, 0.0449 [0.0473] 0.381, 0.397 [0.389] 

Hay 7 0.243, 0.241 [0.242] 0.859, 0.950 [0.905] 

14 0.0620, 0.0740 [0.0680] 0.559, 0.624 [0.592] 

Grain 0.2252 28 0.0479, 0.0509 [0.0494] 0.184, 0.206 [0.195] 

Straw 28 0.330, 0.411 [0.371] 1.86, 2.23 [2.05] 1

 HED has concluded that trials C12-9086 and C12-9087 constitute a single trial with replicate samples for purposes of 860.1500

data requirements. 

2

 Application rates in the submission were reported in terms of total lb ai/A for combined application of azoxystrobin and 

propiconazole. Individual application rates for propiconazole were calculated by the study reviewer based on the ratio of the 

active ingredient in the product: reported rate X 1.02/2.2. 3

 For the decline trial, the target PHIs are bolded. 4

 Residues were determined as propiconazole per se (LOQ = 0.01 ppm) and as propiconazole and metabolites convertible to 2,4-

DCBA (determined as 2,4-DCBA; LOQ = 0.05 ppm). LODs were not reported. Per trial averages were calculated by the study 

reviewer using the LOQ for values reported as <LOQ. 

TABLE C.3.2 Residue Data for Triazole Metabolites from Oat Field Trials with Propiconazole.

Trial ID 

(City, State; 

Year)1

Zone Oat Variety Commodity Total 

Rate2 

(lb ai/A) 

PHI3

(days)

Residues (ppm)4

 [Average]

T TA TAA 

Germansville, 

PA; 2009 (E04-

9081) 

1 Armor Forage 0.2290 7 <0.01, ND 

[<0.01] 

0.109, 

0.146[0.128] 

<0.01, 0.0134 

[<0.0117] 

14 ND, ND 

[<0.01] 

0.211, 0.212 

[0.212] 

0.0428, 0.0433 

[0.0431] 

Hay 7 <0.01, <0.01 

[<0.01] 

0.315, 0.334 

[0.325] 

0.0330, 0.0332 

[0.0331] 

14 <0.01, <0.01 

[<0.01] 

0.387, 0.359 

[0.373] 

0.110, 0.103 

[0.107] 

Grain 0.2331 28 <0.01, <0.01 

[<0.01] 

0.273, 0.258 

[0.266] 

0.0660, 0.0640 

[0.0650] 

Straw 29 <0.01, <0.01 

[<0.01] 

0.0431, 0.0438 

[0.0435] 

0.0202, 0.0216 

[0.0209] 
 Propiconazole/PC Code 122101/Syngenta Crop Protection, LLC 

 DACO 7.4.1/7.4.2/OPPTS 860.1500/OECD IIA 6.3.1, 6.3.2, 6.3.3 and IIIA 8.3.1, 8.3.2, 8.3.3 

 Crop Field Trial/ Residue Decline - Oats 

DP# 400030/MRID No. 48681703 Page 20 of 26

TABLE C.3.2 Residue Data for Triazole Metabolites from Oat Field Trials with Propiconazole.

Trial ID 

(City, State; 

Year)1

Zone Oat Variety Commodity Total 

Rate2 

(lb ai/A) 

PHI3

(days)

Residues (ppm)4

 [Average]

T TA TAA 

Elko, SC; 2010 

(E11-9082) 

2 Horizon 

270 

Forage 0.2217 7 ND, <0.01 

[<0.01] 

0.0260, 0.0304 

[0.0282] 

<0.01, <0.01 

[<0.01] 

14 <0.01, <0.01 

[<0.01] 

0.0408, 0.0459 

[0.0434] 

<0.01, <0.01 

[<0.01] 

Hay 7 ND, ND 

[<0.01] 

<0.1, <0.1 

[<0.1] 

<0.01, <0.01 

[<0.01] 

14 ND, ND 

[<0.01] 

<0.1, <0.1 

[<0.1] 

<0.01, <0.01 

[<0.01] 

Grain 0.2219 44 ND, ND 

[<0.01] 

0.114, 0.122 

[0.118] 

0.0280, 0.0300 

[0.0290] 

Straw 44 <0.01, <0.01 

[<0.01] 

0.0170, 0.0151 

[0.0161] 

0.0166, 0.0163 

[0.0165] 

Northwood, ND; 

2009 (C13-9083) 

5 Jerry Forage 0.2230 7 ND, ND 

[<0.01] 

0.0252, 0.0265 

[0.0259] 

<0.01, <0.01 

[<0.01] 

14 ND, ND 

[<0.01] 

0.0250, 0.0288 

[0.0269] 

<0.01, <0.01 

[<0.01] 

Hay 7 ND, ND 

[<0.01] 

<0.1, <0.1 

[<0.1] 

0.0186, 0.0150 

[0.0168] 

14 <0.01, ND 

[<0.01] 

<0.1, <0.1 

[<0.1] 

0.0255, 0.0223 

[0.0239] 

Grain 0.2213 33 ND, ND 

[<0.01] 

0.128, 0.121 

[0.125] 

0.0325, 0.0309 

[0.0317] 

Straw 33 ND, ND 

[<0.01] 

<0.01, <0.01 

[<0.01] 

<0.01, <0.01 

[<0.01] 

Geneva, MN; 

2009 (C09-9084) 

5 Morton Forage 0.2248 7 ND, ND 

[<0.01] 

0.0286, 0.0274 

[0.0280] 

<0.01, <0.01 

[<0.01] 

14 ND, ND 

[<0.01] 

0.0446, 0.0505 

[0.0476] 

<0.01, <0.01 

[<0.01] 

Hay 7 ND, ND 

[<0.01] 

<0.1, <0.1 

[<0.1] 

<0.01, <0.01 

[<0.01] 

14 ND, ND 

[<0.01] 

0.164, 0.154 

[0.159] 

0.0108, <0.01 

[<0.0104] 

Grain 0.2225 48 ND, ND 

[<0.01] 

0.0960, 0.0965 

[0.0963] 

0.0263, 0.0266 

[0.0265] 

Straw 48 <0.01, <0.01 

[<0.01] 

0.0345, 0.0350 

[0.0348] 

<0.01, <0.01 

[<0.01] 
 Propiconazole/PC Code 122101/Syngenta Crop Protection, LLC 

 DACO 7.4.1/7.4.2/OPPTS 860.1500/OECD IIA 6.3.1, 6.3.2, 6.3.3 and IIIA 8.3.1, 8.3.2, 8.3.3 

 Crop Field Trial/ Residue Decline - Oats 

DP# 400030/MRID No. 48681703 Page 21 of 26

TABLE C.3.2 Residue Data for Triazole Metabolites from Oat Field Trials with Propiconazole.

Trial ID 

(City, State; 

Year)1

Zone Oat Variety Commodity Total 

Rate2 

(lb ai/A) 

PHI3

(days)

Residues (ppm)4

 [Average]

T TA TAA 

Bagley, IA; 2009 

(C30-9085) 

5 Reeves Forage 0.2156 7 <0.01, <0.01 

[<0.01] 

0.0460, 0.0555 

[0.0508] 

<0.01, <0.01 

[<0.01] 

14 <0.01, <0.01 

[<0.01] 

0.0670, 0.0665 

[0.0668] 

0.0126, 0.0107 

[0.0117] 

Hay 7 <0.01, <0.01 

[<0.01] 

0.121, <0.1 

[<0.111] 

<0.01, <0.01 

[<0.01] 

14 <0.01, <0.01 

[<0.01] 

0.176, 0.193 

[0.185] 

0.0391, 0.0432 

[0.0412] 

Grain 0.2188 32 <0.01, <0.01 

[<0.01] 

0.344, 0.362 

[0.353] 

0.112, 0.117 

[0.115] 

Straw 32 ND, <0.01 

[<0.01] 

0.0104, 0.0220 

[0.0162] 

<0.01, 0.0105 

[<0.0103] 

Ayr, ND; 2009 

and Gardner, 

ND; 2009 (C12-

9086 and C12-

9087) Target 

PHI

5 Morton Forage 0.2253-

0.2259 

7 ND, ND, ND 

[<0.01] 

0.0196, 

0.0254, 0.0570 

[0.0340] 

<0.01, <0.01, 

0.0220 [<0.0140] 

14 ND, ND, ND, 

ND [<0.01] 

0.0272, 

0.0257, 

0.0440, 0.0462 

[0.0358] 

0.0128, 0.0109, 

0.0396, 0.0432 

[0.0266] 

Hay 7 <0.01, <0.01, 

<0.01 [<0.01] 

0.106, 0.124, 

0.184 [0.138] 

0.0162, 0.0166, 

0.0374 [0.0234] 

14 ND, ND, 

<0.01, ND 

[<0.01] 

<0.1, <0.1, 

0.143, 0.151 

[<0.124] 

0.0161, 0.0216, 

0.0440, 0.0458 

[0.0319] 

Grain 0.2232-

0.2284 

44 ND, <0.01, 

<0.01, <0.01 

[<0.01] 

0.0720, 

0.0815, 0.134, 

0.142 [0.107] 

<0.02, <0.02, 

0.0454, 0.0472 

[<0.0332] 

25 

Straw 44 <0.01, <0.01, 

ND, <0.01 

[<0.01] 

0.0236, 

0.0176, 

0.0132, 0.0112 

[0.0164] 

0.0216, 0.0122, 

0.0196, 0.0232 

[0.0192] 

25 

Gardner, ND; 

2009 (C12-9087) 

Additional 

Decline PHIs

5 Morton Forage 0.2259 0 ND 0.0575 <0.01 

3 ND 0.0565 0.0141 

21 ND 0.0435 0.0218 

Hay 5 <0.01 0.186 0.0332 

21 <0.01 <0.1 0.0248 

Grain 0.2284 11 ND 0.140 0.0419 

18 <0.01 0.161 0.0468 

32 <0.01 0.145 0.0472 

Straw 11 ND <0.01 <0.01 

18 <0.01 <0.01 <0.01 

32 <0.01 <0.01 0.0220 
 Propiconazole/PC Code 122101/Syngenta Crop Protection, LLC 

 DACO 7.4.1/7.4.2/OPPTS 860.1500/OECD IIA 6.3.1, 6.3.2, 6.3.3 and IIIA 8.3.1, 8.3.2, 8.3.3 

 Crop Field Trial/ Residue Decline - Oats 

DP# 400030/MRID No. 48681703 Page 22 of 26

TABLE C.3.2 Residue Data for Triazole Metabolites from Oat Field Trials with Propiconazole.

Trial ID 

(City, State; 

Year)1

Zone Oat Variety Commodity Total 

Rate2 

(lb ai/A) 

PHI3

(days)

Residues (ppm)4

 [Average]

T TA TAA 

Northwood, ND; 

2009 (C13-9088) 

5 Jerry Forage 0.2205 7 ND, ND 

[<0.01] 

0.0468, 0.0474 

[0.0471] 

0.0344, 0.0312 

[0.0328] 

14 ND, ND 

[<0.01] 

0.0247, 0.0286 

[0.0267] 

0.0188, 0.0186 

[0.0187] 

Hay 7 <0.01, <0.01 

[<0.01] 

0.179, 0.164 

[0.172] 

0.0645, 0.0620 

[0.0633] 

14 <0.01, <0.01 

[<0.01] 

<0.1, <0.1 

[<0.1] 

0.0309, 0.0326 

[0.0318] 

Grain 0.2216 28 <0.01, <0.01 

[<0.01] 

0.360, 0.343 

[0.352] 

0.0985, 0.106 

[0.102] 

Straw 28 ND, ND 

[<0.01] 

0.0165, 0.0138 

[0.0152] 

0.0261, 0.0232 

[0.0247] 

Uvalde, TX; 

2010 (W07-

9089) 

6 BOB Forage 0.2269 7 <0.01, <0.01 

[<0.01] 

0.0270, 0.0272 

[0.0271] 

<0.01, <0.01 

[<0.01] 

14 ND, ND 

[<0.01] 

0.0250, 0.0308 

[0.0279] 

<0.01, <0.01 

[<0.01] 

Hay 7 <0.01, <0.01 

[<0.01] 

<0.1, <0.1 

[<0.1] 

<0.01, <0.01 

[<0.01] 

14 ND, <0.01 

[<0.01] 

<0.1, <0.1 

[<0.1] 

<0.01, <0.01 

[<0.01] 

Grain 0.2250 35 <0.01, <0.01 

[<0.01] 

0.048, 0.0515 

[0.0498] 

<0.02, <0.02 

[<0.02] 

Straw 35 <0.01, <0.01 

[<0.01] 

0.0172, 0.0160 

[0.0166] 

0.0154, 0.0120 

[0.0137] 

White Lake, SD; 

2009 (C16-9090) 

7 Stallion Forage 0.2255 7 ND, ND 

[<0.01] 

0.0242, 0.0226 

[0.0234] 

<0.01, <0.01 

[<0.01] 

14 <0.01, <0.01 

[<0.01] 

0.0570, 0.0476 

[0.0523] 

0.0108, 0.0111 

[0.0110] 

Hay 7 <0.01, <0.01 

[<0.01] 

0.100, <0.1 

[<0.1] 

0.0136, 0.0142 

[0.0139] 

14 <0.01, <0.01 

[<0.01] 

<0.1, 0.105 

[<0.103] 

0.0256, 0.0302 

[0.0279] 

Grain 0.2248 36 <0.01, <0.01 

[<0.01] 

0.212, 0.117 

[0.165] 

0.0520, 0.0294 

[0.0407] 

Straw 36 ND, <0.01 

[<0.01] 

<0.01, <0.01 

[<0.01] 

<0.01, <0.01 

[<0.01] 

Carrington, ND; 

2009 (C13-9091) 

7 Jerry Forage 0.2244 7 ND, ND 

[<0.01] 

0.0190, 0.0178 

[0.0184] 

0.0106, 0.0102 

[0.0104] 

14 ND, ND 

[<0.01] 

0.0189, 0.0282 

[0.0236] 

0.0106, 0.0130 

[0.0118] 

Hay 7 ND, ND 

[<0.01] 

<0.1, <0.1 

[<0.1] 

0.0165, 0.0152 

[0.0159] 

14 ND, ND 

[<0.01] 

<0.1, <0.1 

[<0.1] 

0.0128, 0.0173 

[0.0151] 

Grain 0.2201 39 <0.01, <0.01 

[<0.01] 

0.120, 0.204 

[0.162] 

0.0312, 0.0477 

[0.0395] 

Straw 39 <0.01, <0.01 

[<0.01] 

0.0102, <0.01 

[<0.0101] 

0.0174, 0.0164 

[0.0169] 
 Propiconazole/PC Code 122101/Syngenta Crop Protection, LLC 

 DACO 7.4.1/7.4.2/OPPTS 860.1500/OECD IIA 6.3.1, 6.3.2, 6.3.3 and IIIA 8.3.1, 8.3.2, 8.3.3 

 Crop Field Trial/ Residue Decline - Oats 

DP# 400030/MRID No. 48681703 Page 23 of 26

TABLE C.3.2 Residue Data for Triazole Metabolites from Oat Field Trials with Propiconazole.

Trial ID 

(City, State; 

Year)1

Zone Oat Variety Commodity Total 

Rate2 

(lb ai/A) 

PHI3

(days)

Residues (ppm)4

 [Average]

T TA TAA 

Ault, CO; 2009 

(W12-9092) 

8 Jerry Forage 0.2273 7 ND, ND 

[<0.01] 

0.0515, 0.0580 

[0.0548] 

<0.01, <0.01 

[<0.01] 

14 ND, ND 

[<0.01] 

0.0497, 0.0436 

[0.0467] 

0.0186, 0.0194 

[0.0190] 

Hay 7 <0.01, ND 

[<0.01] 

0.119, 0.123 

[0.121] 

0.0144, 0.0146 

[0.0145] 

14 <0.01, <0.01 

[<0.01] 

<0.1, <0.1 

[<0.1] 

0.0230, 0.0186 

[0.0208] 

Grain 0.2252 28 ND, ND 

[<0.01] 

0.0625, 0.0625 

[0.0625] 

0.0208, 0.0214 

[0.0211] 

Straw 28 <0.01, <0.01 

[<0.01] 

<0.01, <0.01 

[<0.01] 

<0.01, <0.01 

[<0.01] 1

 HED has concluded that trials C12-9086 and C12-9087 constitute a single trial with replicate samples for purposes of 860.1500

data requirements. 

2

 Application rates in the submission were reported in terms of total lb ai/A for combined application of azoxystrobin and 

propiconazole. Individual application rates for propiconazole were calculated by the study reviewer based on the ratio of the 

active ingredient in the product: reported rate X 1.02/2.2. 3

 For the decline trial the target PHIs are bolded. 4

 The LOQs (determined as the LLMVs) were: 0.01 ppm for T in all matrices, 0.01 ppm for TA in oat forage and straw, 0.1 ppm 

in oat hay, and 0.04 ppm in oat grain, and 0.01 ppm for TAA in oat forage, hay, and straw and 0.02 ppm in oat grain. Per trial

averages were calculated by the study reviewer using the LOQ for values reported as <LOQ. 
 Propiconazole/PC Code 122101/Syngenta Crop Protection, LLC 

 DACO 7.4.1/7.4.2/OPPTS 860.1500/OECD IIA 6.3.1, 6.3.2, 6.3.3 and IIIA 8.3.1, 8.3.2, 8.3.3 

 Crop Field Trial/ Residue Decline - Oats 

DP# 400030/MRID No. 48681703 Page 24 of 26

TABLE C.4. Summary of Residue Data from Oat Crop Field Trials with Propiconazole.

Commodity Analyte Total App. 

Rate 

(lb ai/A) 

PHI 

(days)

Residue Levels (ppm)1

n Sample 

Min. 

Sample 

Max. 

LAFT2 HAFT2 Median Mean Std. 

Dev. 

Oat Forage Propiconazole 0.2156-

0.2290 

7 11 0.135 1.26 0.154 1.17 0.818 0.689 0.379 

Propiconazole and 

Metabolites 

11 0.431 2.46 0.499 2.31 1.48 1.40 0.584 

T 11 <0.01 <0.01 <0.01 <0.01 0.01 0.01 N/A 

TA 11 0.0178 0.146 0.0184 0.128 0.0282 0.0423 0.0308

TAA 11 <0.01 0.0344 <0.01 0.0328 0.0100 0.0126 0.007 

Propiconazole 14 11 0.0316 0.480 0.0404 0.449 0.262 0.240 0.150 

Propiconazole and 

Metabolites 

11 0.303 1.51 0.389 1.39 0.975 0.919 0.378 

T 11 <0.01 <0.01 <0.01 <0.01 0.01 0.01 N/A 

TA 11 0.0189 0.212 0.0236 0.212 0.0434 0.0554 0.0536

TAA 11 <0.01 0.0433 <0.01 0.0431 0.0117 0.0165 0.0103

Oat Hay Propiconazole 0.2156-

0.2290 

7 11 0.110 4.46 0.184 4.26 1.38 1.66 1.34 

Propiconazole and 

Metabolites 

11 0.629 8.54 0.798 8.00 3.23 3.47 2.31 

T 11 <0.01 <0.01 <0.01 <0.01 0.01 0.01 N/A 

TA 11 <0.1 0.334 <0.1 0.325 0.100 0.133 0.0675

TAA 11 <0.01 0.0645 <0.01 0.0633 0.0145 0.0201 0.0160

Propiconazole 14 11 0.0620 2.69 0.0680 1.98 0.540 0.677 0.571 

Propiconazole and 

Metabolites 

11 0.559 5.69 0.592 4.41 1.99 2.30 1.25 

T 11 <0.01 <0.01 <0.01 <0.01 0.01 0.01 N/A 

TA 11 <0.1 0.387 <0.1 0.373 0.100 0.140 0.0824

TAA 11 <0.01 0.110 <0.01 0.107 0.0239 0.0300 0.0276

Oat Grain Propiconazole 0.2188-

0.2331 

25-48 11 <0.01 0.386 <0.01 0.368 0.0392 0.100 0.121 

Propiconazole and 

Metabolites 

11 0.0630 1.61 0.0649 1.56 0.195 0.440 0.549 

T 11 <0.01 <0.01 <0.01 <0.01 0.01 0.01 N/A 

TA 11 0.0480 0.362 0.0498 0.353 0.125 0.169 0.108 

TAA 11 <0.02 0.117 <0.02 0.115 0.0332 0.0476 0.0326

Oat Straw Propiconazole 25-48 11 0.0172 2.40 0.0191 1.21 0.0894 0.309 0.383 

Propiconazole and 

Metabolites 

11 0.291 6.07 0.302 5.10 2.05 2.22 1.45 

T 11 <0.01 <0.01 <0.01 <0.01 0.01 0.01 N/A 

TA 11 <0.01 0.0438 <0.01 0.0435 0.0161 0.0181 0.0110

TAA 11 <0.01 0.0261 <0.01 0.0247 0.0137 0.0147 0.0052 1

 Except for sample min/max, values reflect per trial averages; n = no. of field trials. For calculation of median, mean, and 

standard deviation, the LOQ was used for any results reported as <LOQ in Tables C.3.1. and C.3.2 N/A = Not applicable. 2

 LAFT = lowest average field trial; HAFT = highest average field trial. 

D. CONCLUSION 

The submitted oats field trial data are adequate. Following two foliar broadcast applications of 

the 1.02 lb ai/gal SE formulation of propiconazole at 0.2156-0.2290 lb ai/A, residues (and per 
 Propiconazole/PC Code 122101/Syngenta Crop Protection, LLC 

 DACO 7.4.1/7.4.2/OPPTS 860.1500/OECD IIA 6.3.1, 6.3.2, 6.3.3 and IIIA 8.3.1, 8.3.2, 8.3.3 

 Crop Field Trial/ Residue Decline - Oats 

DP# 400030/MRID No. 48681703 Page 25 of 26

trial averages of propiconazole) per se and propiconazole and metabolites determined as 2,4-

DCBA, respectively, in/on forage were: 0.135-1.26 (0.154-1.17) and 0.431-2.46 (0.499-2.31) 

ppm at the 7-day PHI; and 0.0316-0.480 (0.0404-0.449) and 0.303-1.51 (0.389-1.39) ppm at the 

14-day PHI; corresponding residues in/on hay were: 0.110-4.46 (0.184-4.26) and 0.629-8.54 

(0.798-8.00) ppm at the 7-day PHI; and 0.0620-2.69 (0.0680-1.98) and 0.559-5.69 (0.592-4.41) 

ppm at the 14-day PHI. In/on grain and straw harvested at PHIs of 25-48 days following two 

applications at 0.2188-0.2331 lb ai/A, corresponding residues (and per trial averages) were: 

<0.01-0.386 (<0.01-0.368) and 0.0630-1.61 (0.0649-1.56) ppm in/on grain, and 0.0172-2.40 

(0.0191-1.21) and 0.291-6.07 (0.302-5.10) ppm in/on straw. 

For the triazole metabolites, residues of T were below the LOQ (<0.01 ppm) in/on all samples of 

oat forage, hay, grain, and straw. Residues (and per trial averages) of TA and TAA, respectively, 

in/on forage were 0.0178-0.146 (0.0184-0.128) and <0.01-0.0344 (<0.01-0.0328) ppm at the 7-

day PHI; and 0.0189-0.212 (0.0236-0.212) and <0.01-0.0433 (<0.01-0.0431) ppm at the 14-day 

PHI. Residues (and per trial averages) of TA and TAA, respectively, in/on hay were <0.1-0.334 

(<0.1-0.325) and <0.01-0.0645 (<0.01-0.0633) ppm at the 7-day PHI; and <0.1-0.387 (<0.1-

0.373) and <0.01-0.110 (<0.01-0.107) ppm at the 14-day PHI. Residues (and per trial averages) 

of TA and TAA, respectively, in/on grain and straw were: 0.0480-0.362 (0.0498-0.353) and 

<0.02-0.117 (<0.02-0.115) ppm in/on grain; and <0.01-0.0438 (<0.01-0.0435) and <0.01-0.0261 

(<0.01-0.0247) ppm in/on straw. 

The residue decline data indicate that residues of propiconazole per se and propiconazole and 

metabolites determined as 2,4-DCBA generally decreased with increasing PHI in/on oat forage 

and hay. Residues of propiconazole per se and propiconazole and metabolites determined as 2,4-

DCBA in/on grain and straw generally increased with increasing PHI. For the triazole 

metabolites, residues of T were below the LOQ in/on all matrices at all sampling intervals; 

therefore, residue decline could not be assessed. Residues of TA in/on forage generally 

decreased with increasing PHI; residues of TAA generally increased with increasing PHI. 

Residues of TA and TAA generally decreased with increasing PHI in/on hay; residues of TA and 

TAA were variable in/on grain but increased slightly from the initial to the final PHI. Residues 

of TA were below the LOQ at all sampling intervals in/on straw; therefore, residue decline was 

not assessed. Residues of TAA in/on straw were below the LOQ through the 18-day PHI, but 

increased to 0.022 ppm at the 32-day PHI. 

Acceptable methods were used for residue quantitation, and the study is supported by adequate 

storage stability data.

E. REFERENCES

DP# 210742, 3/15/95, M. Rodriguez. 

DP# 240856, 2/23/05, T. Morton. 

DP# 388246, 5/28/08, M. Doherty. 

DP# 363016, 1/12/12, D. Drew; 47606601.der. 
 Propiconazole/PC Code 122101/Syngenta Crop Protection, LLC 

 DACO 7.4.1/7.4.2/OPPTS 860.1500/OECD IIA 6.3.1, 6.3.2, 6.3.3 and IIIA 8.3.1, 8.3.2, 8.3.3 

 Crop Field Trial/ Residue Decline - Oats 

DP# 400030/MRID No. 48681703 Page 26 of 26

F. DOCUMENT TRACKING

RDI: T. Morton(2/27/2013); S. Hummel (2/27/2013) 

Petition Number: 2F7975 

DP Barcode(s): 400030 

PC Code: 122101 

Template Version June 2005.
~ Prop!conazole/PC Code 12210 Syngent~ Crop Protection, LLC 

= I DACO 7.4.1/7.4.2/0PPTS 860.1500/0ECD IIA 6.3.1, 6.3.2, 6.3.3 and IliA 8.3.1 , 8.3.2. 8.3.3 

Crop Field Trial/ Residue Deer - Wheat 

Primary Evaluator 

Approved by 

Thiirston G. oiton, Chemist 

~(7509P) 

Susan V. Hwnmel, 

v. ~ Senior Scientist 

HEDIRABIV (7509P) 

Date: 2/27/ 13 

Date: 2/27/13 

Note: This DER was originally prepared under contract by Versar, Inc. (6850 Versar Center, Springfield, VA 22 151; submitted 

6/27/12). The DER has been reviewed by the Health Effects Division (HED) and revised to reflect current Office of Pesticide 

Programs (OPP) policies. 

STUDY REPORTS: 

48681704 Hampton, M. (20 11) Azoxystrobin/Propiconazole SE (A 15909C) - Magnitude of the 

Residues in or on Wheat: Final Report. Project Number: TK0003213, T004407/08. 

Unpublished study prepared by Syngenta Crop Protection, Dragon Run Ag Services, Inc. and 

Pest Management Enterprises, Inc. 1167 p. 

EXECUTIVE SUMMARY: 

Syngenta Crop Protection, LLC. has submitted field trial data for propiconazole on wheat. 

Fifteen field trials were conducted in the United States during the 2008-2010 growing seasons in 

the North American Free Trade Agreement (NAFTA) Growing Zones 2 (VA; 1 trial), 4 (LA; 1 

trial), 5 (ND and lA; 3 trials), 6 (TX; 1 trial), 7 (SD and ND; 4 trials), 8 (TX and CO; 4 trials), 

and 11 (ID; l trial). The submission also includes data for azoxystrobin. Refer to 48681704.del 

for data pertaining to azoxystrobin. 

Three trial pairs or sets (trials C13-9033, Cl3-9038, and C13-9040, trials C16-9037 and C16-

9039, and trials W39-9042 and W39-9043) were each conducted by the same principal field 

investigator (PFI). All trials reflected use of different tank mixes for all applications. Trial Cl3-

9033 was conducted in a different NAFTA Zone; thus, HED concludes that this trial may be 

counted as a separate trial for purposes of 860.1500 data requirements. Examination of the field 

trial records indicates that there were sufficient differences in the parameters for each remaining 

pair oftrials, including differences in wheat variety, dates of initial application (>30 days; trials 

Cl3-9038 and C13-9040 and trials C1 6-9037 and Cl6-9039 only), adjuvant use (COC vs NIS; 

trials C16-9037 and C16-9039 only), >20-mile separation in trial location (trials W39-9042 and 

W39-9043 only), irrigation use (furrow vs none; trials W39-9042 and W39-9043 only), and a 

>25% difference in spray volume (-20 gal/A vs. 2 gal/A; trials C13-9038 and C13-9040 only), 

that each trial constitutes a separate trial for purposes of 860.1500 data requirements. 

Each trial consisted of one untreated plot and one or two treated plots; separate plots were 

established for the harvest of forage and hay and for the harvest of grain and straw. At each trial 

location, the treated plots received two foliar broadcast applications of a multiple active 

ingredient (MAl) suspo-emulsion (SE) formulation (Quilt XcelTM) containing 1.18 lb ai/gal 

DP# 400030/MRID No. 48681704 Page I of31 
 Propiconazole/PC Code 122101/Syngenta Crop Protection, LLC 

 DACO 7.4.1/7.4.2/OPPTS 860.1500/OECD IIA 6.3.1, 6.3.2, 6.3.3 and IIIA 8.3.1, 8.3.2, 8.3.3 

 Crop Field Trial/ Residue Decline - Wheat 

DP# 400030/MRID No. 48681704 Page 2 of 31

azoxystrobin and 1.02 lb ai/gal propiconazole. Applications were targeted at Feekes growth 

stage 5, and 7 days prior to harvest for the forage and hay plots, and at 14 days prior to Feekes 

10.54, and Feekes 10.54 for grain and straw plots. Only data pertaining to propiconazole are 

reviewed in this DER; therefore, the product will be referred to herein as the 1.02 lb ai/gal SE 

formulation. Each treated plot received two applications of propiconazole at 0.1033-0.1174 lb 

ai/A/application, for a total seasonal rate of 0.2140-0.2308 lb ai/A. Applications were made at 

13- to 16-day retreatment intervals (RTIs) using ground equipment in spray volumes of 2.00-

24.16 gal/A; applications were made at a 7-day RTI to treated plot 3 (grain and straw) at the 

C12-9035 trial site. A nonionic surfactant (NIS) was added to the spray mixtures for all 

applications in eleven trials, and a crop oil concentrate (COC) was added to the spray mixtures in 

four trials. Samples of forage and hay were harvested from all trials (with the exception of trial 

C12-9035) at preharvest intervals (PHIs) of 7 and 14-20 days; grain and straw were harvested at 

maturity (PHIs of 24-64 days). Additional forage and hay samples were harvested at PHIs of 0, 

3, 7, and 21 days from two trials (in IA and TX) to assess residue decline; additional grain and 

straw samples were collected 14 and 7 days prior to, and 7 days after, maturity. Hay samples 

were dried to approximately 10-20% moisture content; drying intervals were not reported. 

Application rates in the submission were reported in terms of total lb ai/A for combined 

application of azoxystrobin and propiconazole (refer to pg. 12 of MRID 48681704). Individual 

application rates for azoxystrobin and propiconazole were calculated by the study reviewer based 

on the ratio of the active ingredients in the product: 1.18/2.2 for azoxystrobin or 1.02/2.2 for 

propiconazole. 

Samples were analyzed for residues of propiconazole (determined as propiconazole per se) using 

a high performance liquid chromatography method with tandem mass spectrometry detection 

(LC/MS/MS), Morse Laboratories Meth-180. The limit of quantitation (LOQ; determined as the 

lowest limit of method validation; LLMV) was 0.01 ppm. Samples were also analyzed for 

propiconazole and its metabolites convertible to 2,4-dichlorobenzoic acid (2,4-DCBA) using gas 

chromatography with mass selective detection (GC/MSD), Novartis Crop Protection method 

AG-626. This is a common moiety method in which all residues of concern are converted by 

base hydrolysis and oxidation to 2,4-DCBA, then determined as the 2,4-DCBA methyl ester, and 

reported in propiconazole equivalents. The LOQ (determined as the LLMV) was 0.05 ppm. 

Samples were analyzed for the triazole metabolites 1,2,4-triazole (T), triazole alanine (TA), and 

triazole acetic acid (TAA) using LC/MS/MS, Morse Laboratories Meth-160, Revision #2. The 

LOQs (determined as the LLMVs) were: 0.01 ppm for T and TAA in all matrices and 0.01 ppm 

for TA in forage, hay, and straw and 0.02 ppm in grain. The methods were adequate for data 

collection based on acceptable method validation and concurrent recovery data. The fortification 

levels used in concurrent method recovery were adequate to bracket expected residue levels. 

Method validation and concurrent recoveries were corrected for apparent residues in controls; 

treated samples were not corrected for residues in controls. 

Samples were shipped from the field sites to a sample preparation facility, where they were 

homogenized prior to shipment to the analytical laboratory. Samples were stored frozen (<-10 

°C at the preparation facility and <-20 °C at the analytical laboratory) from collection to analysis 
 Propiconazole/PC Code 122101/Syngenta Crop Protection, LLC 

 DACO 7.4.1/7.4.2/OPPTS 860.1500/OECD IIA 6.3.1, 6.3.2, 6.3.3 and IIIA 8.3.1, 8.3.2, 8.3.3 

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DP# 400030/MRID No. 48681704 Page 3 of 31

for propiconazole and propiconazole and metabolites, respectively, for 51-348 days (1.7-11.4 

months) and 51-363 days (1.7-11.9 months) for forage, 51-358 days (1.7-11.8 months) and 70-

372 days (2.3-12.2 months) for hay, 45-313 days (1.5-10.3 months) and 87-348 days (2.9-11.4 

months) for grain, and 49-318 days (1.6-10.5 months) and 125-378 days (4.1-12.4 months) for 

straw. Sample storage durations prior to analysis for the triazole metabolites were 39-546 days 

(1.3-18.0 months) for forage, 43-339 days (1.4-11.2 months) for hay, 48-313 days (1.6-10.3 

months) for grain, and 43-312 days (1.4-10.3 months) for straw. All samples were analyzed 

within 0-20 days of extraction. Adequate storage stability data are available to support the 

storage durations and conditions of samples from the submitted field trials. The data indicated 

that corrections for decline on storage in forage samples were needed for residues of T in the 7-

day samples from trial C30-9034; however, no corrections were made because all residues were 

ND at all decline intervals. 

Following two foliar broadcast applications of the 1.02 lb ai/gal SE formulation of propiconazole 

at 0.2190-0.2306 lb ai/A, residues (and per trial averages) of propiconazole per se and 

propiconazole and metabolites determined as 2,4-DCBA, respectively, in/on forage were: 0.271-

4.90 (0.271-4.79) and 1.18-9.00 (1.23-8.47) ppm at the 7-day PHI; and 0.0606-2.16 (0.0813-

2.13) and 0.717-5.85 (0.778-5.46) ppm at the 14- to 20-day PHI; corresponding residues in/on 

hay were: 0.444-9.82 (0.444-9.57) and 1.98-22.5 (1.98-21.6) ppm at the 7-day PHI; and 0.149-

5.48 (0.156-5.41) and 1.57-18.7 (1.62-17.4) ppm at the 14- to 20-day PHI. In/on grain and straw 

harvested at PHIs of 24-64 days following two applications at 0.2140-0.2308 lb ai/A, 

corresponding residues (and per trial averages) were: <0.01-0.0842 (<0.01-0.0779) and <0.05-

0.169 (<0.05-0.145) ppm in/on grain, and 0.0432-4.36 (0.0462-4.04) and 0.570-13.3 (0.597-

12.6) ppm in/on straw. 

For the triazole metabolites, residues of T were below the LOQ (<0.01 ppm) in/on all samples of 

wheat forage, hay, grain, and straw. Residues (and per trial averages) of TA and TAA, 

respectively, in/on forage were <0.01-0.0975 (<0.0110-0.0918) and <0.01-0.0336 (<0.01-0.0324) 

ppm at the 7-day PHI; and <0.01-0.0740 (<0.01-0.0735) and <0.01-0.0444 (<0.01-0.0442) ppm 

at the 14- to 20-day PHI. Residues (and per trial averages) of TA and TAA, respectively, in/on 

hay were 0.0218-0.250 (0.0218-0.236) and <0.01-0.138 (<0.01-0.135) ppm at the 7-day PHI; and 

0.0158-0.174 (0.0166-0.166) and <0.01-0.128 (<0.0125-0.116) ppm at the 14- to 20-day PHI. 

Residues (and per trial averages) of TA and TAA, respectively, in/on grain and straw were: 

<0.02-0.286 (<0.02-0.279) and <0.01-0.0720 (<0.01-0.0718) ppm in/on grain; and <0.01-0.0560 

(<0.01-0.0515) and <0.01-0.0510 (<0.01-0.0497) ppm in/on straw. 

The residue decline results were variable for all crop matrices. The residue decline data indicate 

that residues of propiconazole per se and propiconazole and metabolites determined as 2,4-

DCBA generally decreased with increasing PHI in/on wheat forage and hay at both the IA and 

TX decline trials. Residues of propiconazole per se in/on straw at the IA trial were variable; 

residues increased from the 25-day PHI to the highest at the 32-day PHI, and then decreased at 

the 39- and 46-day PHI. Residues of propiconazole and metabolites determined as 2,4-DCBA 

increased with increasing PHI in/on wheat straw at the IA trial. Residues of propiconazole per 

se and propiconazole and metabolites determined as 2,4-DCBA generally decreased with 
 Propiconazole/PC Code 122101/Syngenta Crop Protection, LLC 

 DACO 7.4.1/7.4.2/OPPTS 860.1500/OECD IIA 6.3.1, 6.3.2, 6.3.3 and IIIA 8.3.1, 8.3.2, 8.3.3 

 Crop Field Trial/ Residue Decline - Wheat 

DP# 400030/MRID No. 48681704 Page 4 of 31

increasing PHI in/on wheat straw at the TX trial. Residues of propiconazole per se in/on grain 

were below the LOQ at all sampling intervals at the IA trial; therefore, residue decline could not 

be assessed. At the TX trial, residues of propiconazole per se generally decreased with 

increasing PHI. Residues of propiconazole and metabolites determined as 2,4-DCBA were fairly 

constant in/on wheat grain at each sampling interval at both the IA and TX decline trials. For the 

triazole metabolites, residues of T were below the LOQ in/on all matrices at all sampling 

intervals; therefore, residue decline could not be assessed for either decline trial. At the IA trial, 

residues of TA generally increased with increasing PHI in/on forage and straw, generally 

decreased with increasing PHI in/on hay, and remained relatively constant in/on grain. At the 

TX trial, residues of TA generally decreased with increasing PHI in/on forage and hay and were 

below the LOQ at all sampling intervals in/on grain and straw; therefore, residue decline was not 

assessed. At the IA trial, residues of TAA generally decreased with increasing PHI in/on forage 

and hay, generally increased with increasing PHI in/on straw, and remained relatively constant 

in/on grain. At the TX trial, residues of TAA remained relatively constant in/on hay and were 

below the LOQ at all sampling intervals in/on forage, grain, and straw; therefore, residue decline 

was not assessed. 

STUDY/WAIVER ACCEPTABILITY/DEFICIENCIES/CLARIFICATIONS: 

Under the conditions and parameters used in the study, the field trial residue data are classified 

as scientifically acceptable. The acceptability of this study for regulatory purposes is addressed 

in the forthcoming U.S. EPA Residue Chemistry Summary Document [DP# 400030]. 

COMPLIANCE:

Signed and dated Good Laboratory Practice (GLP), Quality Assurance, and Data Confidentiality 

statements were provided. No deviations from regulatory requirements were reported which 

would have an impact on the validity of the study. 

A. BACKGROUND INFORMATION

Propiconazole is a triazole-type fungicide that provides broad spectrum disease control through 

inhibition of sterol biosynthesis in fungi. It is registered to Syngenta Crop Protection for the 

control of fungal diseases on a variety of crops. 

The nomenclature of propiconazole, 1,2,4-triazole (T), triazole alanine (TA), and triazole acetic 

acid (TAA) are summarized in Table A.1, and the physicochemical properties of propiconazole 

are summarized in Table A.2. 
 Propiconazole/PC Code 122101/Syngenta Crop Protection, LLC 

 DACO 7.4.1/7.4.2/OPPTS 860.1500/OECD IIA 6.3.1, 6.3.2, 6.3.3 and IIIA 8.3.1, 8.3.2, 8.3.3 

 Crop Field Trial/ Residue Decline - Wheat 

DP# 400030/MRID No. 48681704 Page 5 of 31

TABLE A.1. Nomenclature of Propiconazole and Triazoles.

Compound 

Common name Propiconazole 

Company experimental names CGA-64250 

IUPAC name 1-[2-(2,4_dichlorophenyl)-4-propyl-1,3-dioxolan-2-ylmethyl]-1H-1,2,4-triazole 

CAS name 1-[[2-(2,4-dichlorophenyl)-4-propyl-1,3-dioxolan-2-yl]methyl]-1H-1,2,4-triazole 

CAS # 60207-90-1 

End-use products/EP 

Suspo-emulsion (SE) formulation (Quilt XcelTM) containing 1.18 lb ai/gal azoxystrobin 

and 1.02 lb ai/gal propiconazole 

Compound 

Common name 2,4-DCBA 

Chemical name 2,4-dichlorobenzoic acid 

Compound 

Common name 1,2,4-Triazole (T) 

Chemical name 1H-1,2,4-triazole 

CAS registry number 288-88-0 

Compound 

Common name Triazole alanine or triazolylalanine (TA) 

Chemical name α-amino-1H-1,2,4-triazole-1-propanoic acid 

CAS registry number 114419-45-3 

Compound 

Common name Triazole acetic acid or triazolylacetic acid (TAA) 

Chemical name 1H-1,2,4-triazole-1-acetic acid 

CAS registry number 28711-29-7 

N

N N

O

O

Cl

Cl

HN

N

N

N

N

N

HO

NH2

O

N

N

N

HO

O
 Propiconazole/PC Code 122101/Syngenta Crop Protection, LLC 

 DACO 7.4.1/7.4.2/OPPTS 860.1500/OECD IIA 6.3.1, 6.3.2, 6.3.3 and IIIA 8.3.1, 8.3.2, 8.3.3 

 Crop Field Trial/ Residue Decline - Wheat 

DP# 400030/MRID No. 48681704 Page 6 of 31

TABLE A.2. Physicochemical Properties of Technical Grade Propiconazole.

Parameter Value Reference 

Boiling point 120°C at 1.9 Pa, >250°C at 101.325 kPa MRID No.:43698701 

pH 4.9 @ 25°C (1% aqueous dispersion) MRID No.:43698701 

Density 1.289 g/cm3 typical @ 20°C MRID No.: 43698701 

Water solubility (20°C) 0.10 g/L at 20°C MRID No.: 41720301 

Solvent solubility (temperature not specified)

Completely miscible in ethanol, acetone, 

toluene and n-octanol. n-hexane = 47 g/L MRID No.: 42030201 

Vapor pressure at 25°C 4.2 x 10-7 mm Hg @ 25°C MRID No.: 41720301 

Dissociation constant (pKa) 1.09 MRID No.: 43698701 

Octanol/water partition coefficient Log(KOW)

(25 °C) 3.72 @ pH 6.6 MRID No.: 43698701 

UV/visible absorption spectrum (8max, nm) Not available MRID No.: 40583703 

B. EXPERIMENTAL DESIGN

B.1. Study Site Information 

Fifteen field trials were conducted in the United States during the 2008-2010 growing seasons in 

the NAFTA Growing Zones 2 (VA; 1 trial), 4 (LA; 1 trial), 5 (ND and IA; 3 trials), 6 (TX; 1 

trial), 7 (SD and ND; 4 trials), 8 (TX and CO; 4 trials), and 11 (ID; 1 trial). 

Three trial pairs or sets (trials C13-9033, C13-9038, and C13-9040, trials C16-9037 and C16-

9039, and trials W39-9042 and W39-9043) were each conducted by the same principal field 

investigator (PFI). All trials reflected use of different tank mixes for all applications. Trial C13-

9033 was conducted in a different NAFTA Zone; thus, HED concludes that this trial may be 

counted as a separate trial for purposes of 860.1500 data requirements. Examination of the field 

trial records indicates that there were sufficient differences in the parameters for each remaining 

pair of trials, including differences in wheat variety, dates of initial application (>30 days; trials 

C13-9038 and C13-9040 and trials C16-9037 and C16-9039 only), adjuvant use (COC vs NIS; 

trials C16-9037 and C16-9039 only), >20-mile separation in trial location (trials W39-9042 and 

W39-9043 only), irrigation use (furrow vs none; trials W39-9042 and W39-9043 only), and a 

>25% difference in spray volume (~20 gal/A vs. 2 gal/A; trials C13-9038 and C13-9040 only), 

that each trial constitutes a separate trial for purposes of 860.1500 data requirements. 

Each trial consisted of one untreated plot and one or two treated plots; separate plots were 

established for the harvest of forage and hay and for the harvest of grain and straw. At each trial 

location, the treated plots received two foliar broadcast applications of a 1.02 lb ai/gal SE 

formulation of propiconazole (Quilt XcelTM). Applications were targeted at Feekes growth stage 

5, and 7 days prior to harvest for the forage and hay plots, and at 14 days prior to Feekes 10.54, 

and Feekes 10.54 for grain and straw plots. Each treated plot received two applications of 

propiconazole at 0.1033-0.1174 lb ai/A/application, for a total seasonal rate of 0.2140-0.2308 lb 

ai/A. Applications were made at 13- to 16-day RTIs using ground equipment in spray volumes 

of 2.00-24.16 gal/A; applications were made at a 7-day RTI to treated plot 3 (grain and straw) at 
 Propiconazole/PC Code 122101/Syngenta Crop Protection, LLC 

 DACO 7.4.1/7.4.2/OPPTS 860.1500/OECD IIA 6.3.1, 6.3.2, 6.3.3 and IIIA 8.3.1, 8.3.2, 8.3.3 

 Crop Field Trial/ Residue Decline - Wheat 

DP# 400030/MRID No. 48681704 Page 7 of 31

the C12-9035 trial site. An NIS was added to the spray mixtures for all applications in eleven 

trials, and a COC was added to the spray mixtures in four trials. Samples of forage and hay were 

harvested from all trials (with the exception of trial C12-9035) at PHIs of 7 and 14-20 days; 

grain and straw were harvested at maturity (PHIs of 24-64 days). Additional forage and hay 

samples were harvested at PHIs of 0, 3, 7, and 21 days from two trials (in IA and TX) to assess 

residue decline; additional grain and straw samples were collected 14 and 7 days prior to, and 7 

days after, maturity. Hay samples were dried to approximately 10-20% moisture content; drying 

intervals were not reported. 

Maintenance pesticides and fertilizers were used as needed to produce a commercial quality 

crop. Monthly temperature ranges and total monthly precipitation were provided for each trial, 

as well as the historical averages. Irrigation was used to supplement rainfall as needed. The 

petitioner stated that actual temperature recordings were within average historical values, and 

actual average rainfall was within historical rainfall averages. In trial E07-9031 (VA), the 

second application to treated plot 3 (grain and straw) was made at medium milk (vs. 10.54). In 

trial E17-9032 (LA), the second application to treated plot 3 (grain and straw) was made at early 

milk (vs. 10.54). In trial C12-9035 (ND), the second application to treated plot 3 was made at 

the middle of heading (vs. watery ripe kernel) because the crop did not mature as quickly as 

expected. In trial C13-9038 (ND), the second application to treated plot 3 was made at the end 

of flowering due to delayed maturation caused by the weather. In Trial C16-9039, the second 

application to treated plot 3 (grain and straw) occurred at full flowering to the end of flowering 

due to delayed maturation caused by the weather. In Trials W39-9042 and W39-9043 (TX), 

wind was 6-7 mph during both applications of treatment 2 (forage and hay). In Trial W12-9044 

(CO), the first application to treated plot 2 (forage and hay) occurred at Feekes Growth Stage 9 

(vs 5). Although variations in temperature and precipitation were reported, no abnormal weather 

events were indicated to have adversely impacted crop yields or crop growth and development at 

the remaining trial sites. 

Trial conditions are presented in Table B.1.1. The study use pattern is presented in Table B.1.2, 

and the crop varieties grown are identified in Table C.3. 
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 Crop Field Trial/ Residue Decline - Wheat 

DP# 400030/MRID No. 48681704 Page 8 of 31

TABLE B.1.1 Trial Site Conditions.

Trial Identification: 

City, State; Year (Trial No.) 

Soil characteristics 

Type %OM pH CEC 

(meq/100 g) 

Suffolk, VA; 2009 (E07-9031) Sandy loam 1.5 5.7 3.0 

Cheneyville, LA; 2009 (E17-9032) Silt loam 0.80 7.7 12 

Northwood, ND; 2009 (C13-9033) Loam 4.7 6.9 19.8 

Bagley, IA; 2009 (C30-9034) Clay loam 3.4 7.2 26 

Gardner, ND; 2009 (C12-9035)1 Clay loam 3.2 7.6 29.8 

Raymondville, TX; 2009 (W08-9036) Sandy clay loam 1.1 8.1 30.2 

Lake Andes, SD; 2009 (C16-9037) Clay loam 3.1 7.6 37.9 

Carrington, ND; 2009 (C13-9038) Sandy loam 2.7 6.9 24.0 

Lake Andes, SD; 2009 (C16-9039) Loam 3.6 6.1 21.8 

Carrington, ND; 2009 (C13-9040) Loam 3.9 7.0 27.2 

Groom, TX; 2009 (E13-9041) Clay loam 1.2 7.6 27.8 

Levelland, TX; 2009 (W39-9042) Sandy clay loam 0.2 7.7 10.0 

Littlefield, TX; 2009 (W39-9043) Loam 0.2 7.2 11.3 

Ault, CO; 2008 (W12-9044) Sandy loam 1.5 7.0 31.5 

Rupert, ID; 2010 (W15-9046) Loam 1.4 8.2 16.9 

Gardner, ND; 2010 (C12-9047)1 Clay loam 3.2 7.6 29.8 1 Forage and hay samples were not collected in Trial C12-9035. Trial C12-9047 was added to generate the required forage and 

hay samples. 
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 Crop Field Trial/ Residue Decline - Wheat 

DP# 400030/MRID No. 48681704 Page 9 of 31

TABLE B.1.2. Study Use Pattern.

Location (City, 

State; Year) 

Trial ID 

EP1 Plot Application Information Tank Mix/ 

Adjuvants4

Method; Timing Volume 

(gal/A)

Rate2

(lb ai/A)

RTI3 

(days) 

Total 

Rate2 

(lb ai/A)

Suffolk, VA; 

2009 (E07-

9031) 

1.02 lb 

ai/gal SE 

2 

[Forage 

and Hay] 

1. Foliar broadcast; Feekes 5 11.77 0.1128 -- 0.2260 NIS 

2. Foliar broadcast; Feekes 5.2 11.80 0.1131 14 

3 

[Grain and 

Straw] 

1. Foliar broadcast; 65 11.69 0.1133 -- 0.2257 NIS 

2. Foliar broadcast; 75 12.24 0.1124 14 

Cheneyville, 

LA; 2009 

(E17-9032) 

1.02 lb 

ai/gal SE

2 

[Forage 

and Hay]

1. Foliar broadcast; Feekes 5 18.89 0.1130 -- 0.2218 NIS 

2. Foliar broadcast; Late tillering 

(prior to boot) 

19.04 0.1088 13 

3 

[Grain and 

Straw] 

1. Foliar broadcast; 80% headed 5.35 0.1128 -- 0.2237 NIS 

2. Foliar broadcast; Early milk 5.93 0.1109 14 

Northwood, 

ND; 2009 

(C13-9033) 

1.02 lb 

ai/gal SE 

2 

[Forage 

and Hay] 

1. Foliar broadcast; BBCH 30 19.96 0.1108 -- 0.2217 NIS 

2. Foliar broadcast; Feekes 8 19.97 0.1109 14 

3 

[Grain and 

Straw] 

1. Foliar broadcast; BBCH 45 19.88 0.1103 -- 0.2215 NIS 

2. Foliar broadcast; Feekes 10.54 20.02 0.1111 14 

Bagley, IA; 

2009 (C30-

9034) 

1.02 lb 

ai/gal SE 

2 

[Forage 

and Hay] 

1. Foliar broadcast; Feekes Stage 5 10.10 0.1033 -- 0.2199 NIS 

2. Foliar broadcast; 14 days after 

Feekes 5 

9.55 0.1167 14 

3 

[Grain and 

Straw] 

1. Foliar broadcast; 14 days prior to 

Feekes 10.54 

10.43 0.1064 -- 0.2140 NIS 

2. Foliar broadcast; Feekes 10.54 7.80 0.1076 14 

Gardner, ND; 

2009 (C12-

9035) 

1.02 lb 

ai/gal SE 

3 

[Grain and 

Straw] 

1. Foliar broadcast; 52 15.66 0.1156 -- 0.2297 NIS 

2. Foliar broadcast; 55 15.45 0.1141 7 

Raymondville, 

TX; 2009 

(W08-9036) 

1.02 lb 

ai/gal SE 

2 

[Forage 

and Hay] 

1. Foliar broadcast; BBCH 29-30: 

tillering end & begin stem 

elongation 

20.80 0.1160 -- 0.2306 NIS 

2. Foliar broadcast; BBCH 31: 1st

node detectable 

20.56 0.1147 14 

3 

[Grain and 

Straw] 

1. Foliar broadcast; BBCH 43: flag 

leaf sheath just visible; mid-boot 

20.49 0.1141 -- 0.2270 NIS 

2. Foliar broadcast; BBCH 71: 

kernels watery ripe 

20.27 0.1129 14 

Lake Andes, 

SD; 2009 

(C16-9037) 

1.02 lb 

ai/gal SE 

2 

[Forage 

and Hay] 

1. Foliar broadcast; BBCH 23 23.15 0.1116 -- 0.2244 NIS 

2. Foliar broadcast; 55-59 19.10 0.1127 13 

3 

[Grain and 

Straw] 

1. Foliar broadcast; BBCH 55-59 19.26 0.1136 -- 0.2247 NIS 

2. Foliar broadcast; BBCH 71 20.10 0.1110 15 

Carrington, 

ND; 2009 

(C13-9038) 

1.02 lb 

ai/gal SE 

2 

[Forage 

and Hay] 

1. Foliar broadcast; BBCH 16 20.16 0.1123 -- 0.2246 COC 

2. Foliar broadcast; BBCH 55 20.14 0.1122 14 

3 

[Grain and 

Straw] 

1. Foliar broadcast; BBCH 37 20.12 0.1114 -- 0.2228 COC 

2. Foliar broadcast; BBCH 69 19.98 0.1114 14 
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 Crop Field Trial/ Residue Decline - Wheat 

DP# 400030/MRID No. 48681704 Page 10 of 31

TABLE B.1.2. Study Use Pattern.

Location (City, 

State; Year) 

Trial ID 

EP1 Plot Application Information Tank Mix/ 

Adjuvants4

Method; Timing Volume 

(gal/A)

Rate2

(lb ai/A)

RTI3 

(days) 

Total 

Rate2 

(lb ai/A)

Lake Andes, 

SD; 2009 

(C16-9039) 

1.02 lb 

ai/gal SE 

2 

[Forage 

and Hay] 

1. Foliar broadcast; 23 19.36 0.1086 -- 0.2190 COC 

2. Foliar broadcast; 43 18.11 0.1104 16 

3 

[Grain and 

Straw] 

1. Foliar broadcast; 43 17.88 0.1090 -- 0.2196 COC 

2. Foliar broadcast; 67-69 18.34 0.1106 16 

Carrington, 

ND; 2009 

(C13-9040) 

1.02 lb 

ai/gal SE 

2 

[Forage 

and Hay] 

1. Foliar broadcast; BBCH 30 2.02 0.1124 -- 0.2236 COC 

2. Foliar broadcast; Feekes 8 2.00 0.1112 14 

3 

[Grain and 

Straw] 

1. Foliar broadcast; BBCH 45 2.03 0.1128 -- 0.2257 COC 

2. Foliar broadcast; BBCH 71 2.03 0.1128 13 

Groom, TX; 

2009 (E13-

9041) 

1.02 lb 

ai/gal SE 

2 

[Forage 

and Hay] 

1. Foliar broadcast; Feekes 5 12.40 0.1132 -- 0.2240 COC 

2. Foliar broadcast; Feekes 6 21.29 0.1108 14 

3 

[Grain and 

Straw] 

1. Foliar broadcast; Feekes 10.5.1 23.38 0.1117 -- 0.2243 COC 

2. Foliar broadcast; Feekes 10.5.4 24.16 0.1126 14 

Levelland, TX; 

2009 (W39-

9042) 

1.02 lb 

ai/gal SE 

2 

[Forage 

and Hay] 

1. Foliar broadcast; Feekes 5 19.78 0.1103 -- 0.2219 NIS 

2. Foliar broadcast; Joint 20.01 0.1116 14 

3 

[Grain and 

Straw] 

1. Foliar broadcast; Heading 20.24 0.1129 -- 0.2286 NIS 

2. Foliar broadcast; Watery Ripe 20.75 0.1157 14 

Littlefield, TX; 

2009 (W39-

9043) 

1.02 lb 

ai/gal SE 

2 

[Forage 

and Hay] 

1. Foliar broadcast; Feekes 5 19.85 0.1107 -- 

0.2209 

NIS 

2. Foliar broadcast; Joint 19.76 0.1102 14 

3 

[Grain and 

Straw] 

1. Foliar broadcast; Heading 20.90 0.1166 -- 

0.2308 

NIS 

2. Foliar broadcast; Watery Ripe 20.47 0.1142 14 

Ault, CO; 

2008 (W12-

9044) 

1.02 lb 

ai/gal SE 

2 

[Forage 

and Hay] 

1. Foliar broadcast; Feekes 9 20.98 0.1116 -- 

0.2254 

NIS 

2. Foliar broadcast; Feekes 10.2 16.73 0.1138 14 

3 

[Grain and 

Straw] 

1. Foliar broadcast; Feekes 10.2 16.41 0.1129 -- 

0.2240 

NIS 

2. Foliar broadcast; Feekes 10.54 16.33 0.1110 14 

Rupert, ID; 

2010 (W15-

9046) 

1.02 lb 

ai/gal SE 

2 

[Forage 

and Hay] 

1. Foliar broadcast; 30 9.55 0.1114 -- 

0.2259 

NIS 

2. Foliar broadcast; 33 17.12 0.1145 14 

3 

[Grain and 

Straw] 

1. Foliar broadcast; 55-59 17.20 0.1111 -- 

0.2285 

NIS 

2. Foliar broadcast; 71 16.68 0.1174 14 

Gardner, ND; 

2010 (C12-

9047) 

1.02 lb 

ai/gal SE 

2 

[Forage 

and Hay] 

1. Foliar broadcast; 33 10.06 0.1124 -- 

0.2247 

NIS 

2. Foliar broadcast; 41 20.22 0.1123 13 
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 Crop Field Trial/ Residue Decline - Wheat 

DP# 400030/MRID No. 48681704 Page 11 of 31

1

 EP = End-use Product; a multiple active ingredient (MAI) suspo-emulsion (SE) formulation (Quilt XcelTM) containing 1.18 lb 

ai/gal azoxystrobin and 1.02 lb ai/gal propiconazole. 

2

 Application rates in the submission were reported in terms of total lb ai/A for combined application of azoxystrobin and 

propiconazole. Individual application rates for propiconazole were calculated by the study reviewer based on the ratio of the 

active ingredient in the product: reported rate X 1.02/2.2. 3

 RTI = Retreatment Interval. 

4

 NIS = non-ionic surfactant. COC = crop oil concentrate. 

TABLE B.1.3. Trial Numbers and Geographical Locations. 

NAFTA Growing Regions Wheat 

Submitted Requested1 

Canada U.S. 

1 -- -- -- 

1A -- -- -- 

2 1 -- 1/1 

3 -- -- -- 

4 1 -- 1/1 

5 32 -- 5/3 

5A -- -- -- 

5B -- -- -- 

6 1 -- 1/1 

7 4 -- 5/4 

7A -- -- -- 

8 4 -- 6/4 

9 -- -- -- 

10 -- -- -- 

11 1 -- 1/1 

12 -- -- -- 

13 -- -- -- 

14 -- -- -- 

15 -- -- -- 

16 -- -- -- 

17 -- -- -- 

18 -- -- -- 

19 -- -- -- 

20 -- -- -- 

21 -- -- -- 

Total 152 20/15 1 As per OCSPP 860.1500, Table 5 for wheat. The second number reflects a 25% reduction in the number of trials allowed for 

the crop as a representative commodity in support of a crop group/subgroup tolerance or when application results in no 

quantifiable residues. 

2 Forage and hay samples were not collected in Trial C12-9035. Trial C12-9047 was added to generate the required forage and 

hay samples. The petitioner counted this as 1 trial. 

B.2. Sample Handling and Preparation

Single control and duplicate treated samples of forage (~3 lb) and hay (~2 lb) were harvested at 

PHIs of 7 and 14-20 days; samples of grain (~3 lb) and straw (~2 lb) were harvested at maturity 
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 Crop Field Trial/ Residue Decline - Wheat 

DP# 400030/MRID No. 48681704 Page 12 of 31

(24- to 64-day PHIs). Additional forage and hay samples were harvested at PHIs of 0, 3, 7, and 

21 days from two trials to assess residue decline; additional grain and straw samples were 

collected at 14 and 7 days prior to, and 7 days after, maturity. Hay samples were dried to 

approximately 10-20% moisture content; drying intervals were not reported. The samples were 

placed in frozen storage at the field sites (interval between collection and freezing not reported). 

All samples were shipped frozen within 1-115 days of collection by freezer truck or overnight 

courier to the preparation facility, Syngenta Crop Protection (Greensboro, NC), where they were 

maintained frozen (<-10 °C) prior to and following preparation. In preparation for analysis, any 

adhering soil and inedible portions of wheat were removed from the samples by light brushing. 

Samples were homogenized by grinding in a Hobart food cutter in the presence of dry ice. 

Within 6-299 days of receipt at the preparation facility, samples were shipped frozen via FedEx 

to the analytical laboratory, Morse Laboratories (Sacramento, CA), where they were maintained 

frozen (~ -20 °C) prior to analysis. 

B.3. Analytical Methodology

Samples were analyzed for residues of propiconazole (determined as propiconazole per se) using 

a LC/MS/MS method, Morse Laboratories Meth-180. Samples were also analyzed for 

propiconazole and its metabolites convertible to 2,4-dichlorobenzoic acid (2,4-DCBA) using gas 

GC/MSD, Novartis Crop Protection method AG-626. This is a common moiety method in 

which all residues of concern are converted by base hydrolysis and oxidation to 2,4-DCBA, then 

determined as the 2,4-DCBA methyl ester, and reported in propiconazole equivalents. Samples 

were analyzed for the triazole metabolites T, TA, and TAA using LC/MS/MS, Morse 

Laboratories Meth-160, Revision #2. 

For determination of residues of propiconazole per se, samples were extracted with 

methanol:water (80:20, v:v) and filtered. Water and saturated NaCl solution were added to an 

aliquot of the filtrate, which was then partitioned three times with hexane. The combined hexane 

extracts were evaporated to dryness, reconstituted in acetonitrile:water (30:70, v:v), and then 

analyzed using LC/MS/MS. The LOQ (determined as the LLMV) was 0.01 ppm; the limit of 

detection (LOD) was not reported. 

For determination of residues of propiconazole and metabolites convertible to 2,4-DCBA, 

samples were refluxed with methanol:ammonium hydroxide (80:20, v:v). An aliquot of the 

extract was evaporated to dryness. The residues were dissolved in aqueous NaOH and heated in 

the presence of potassium permanganate for oxidation of propiconazole and metabolites to 2,4-

DCBA. The sample was acidified with HCl and partitioned with hexane:ethyl ether (90:10, v:v). 

The organic phase was evaporated to dryness and derivatized with diazomethane to form the 

methyl ester of 2,4-DCBA. The derivatized extract was evaporated to dryness, reconstituted in 

hexane, and purified using an alumina solid phase extraction (SPE) cartridge. The sample was 

reduced to a known volume using nitrogen evaporation and then analyzed using GC/MSD. The 

LOQ (determined as the LLMV) was 0.05 ppm; the LOD was not reported. 
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 Crop Field Trial/ Residue Decline - Wheat 

DP# 400030/MRID No. 48681704 Page 13 of 31

For determination of T, TA, and TAA, samples were extracted with methanol:water (80:20, v:v). 

Following the addition of Celite, the extracts were vacuum filtered, rinsed, and brought to 

volume with methanol:water (80:20, v:v). For determination of TAA, an aliquot of the extract 

were purified by SPE and then derivatized by HCl/butanol esterification. The TA aliquot 

underwent two derivatizations: an esterification using HCl/butanol and an acylation using 

heptafluorobutyric anhydride (HFBA). The T aliquot was directly derivatized with dansyl 

chloride to produce the dansyl derivative of 1,2,4-triazole and partitioned into ethyl acetate. All 

metabolite extracts were then evaporated to dryness, redissolved in acetonitrile:water (30:70, 

v:v), and analyzed using LC/MS/MS detection. The LOQs (determined as the LLMVs) were: 

0.01 ppm for T and TAA in all matrices and 0.01 ppm for TA in wheat forage, hay, and straw 

and 0.02 ppm in grain. The LODs were not reported. 

The methods were validated prior to and in conjunction with the field trial samples. 
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 Crop Field Trial/ Residue Decline - Wheat 

DP# 400030/MRID No. 48681704 Page 14 of 31

C. RESULTS AND DISCUSSION 

Sample storage conditions and durations are reported in Table C.2. Samples were shipped from 

the field sites to a sample preparation facility, where they were homogenized prior to shipment to 

the analytical laboratory. Samples were stored frozen (<-10 °C at the preparation facility and <-

20 °C at the analytical laboratory) from collection to analysis for propiconazole and 

propiconazole and metabolites, respectively, for 51-348 days (1.7-11.4 months) and 51-363 days 

(1.7-11.9 months) for forage, 51-358 days (1.7-11.8 months) and 70-372 days (2.3-12.2 months) 

for hay, 45-313 days (1.5-10.3 months) and 87-348 days (2.9-11.4 months) for grain, and 49-318 

days (1.6-10.5 months) and 125-378 days (4.1-12.4 months) for straw. Sample storage durations 

prior to analysis for the triazole metabolites were 39-546 days (1.3-18.0 months) for forage, 43-

339 days (1.4-11.2 months) for hay, 48-313 days (1.6-10.3 months) for grain, and 43-312 days 

(1.4-10.3 months) for straw. All samples were analyzed within 0-20 days of extraction. 

Acceptable storage stability data for propiconazole are available indicating that residues of 

propiconazole and metabolites convertible to 2,4-DCBA are stable during frozen storage for up 

to: 38 months in/on grass forage and straw (DP# 210742, 3/15/95, M. Rodriguez); and for up to 

36 months in/on wheat grain (DP# 240856, 2/23/05, T. Morton). In addition, acceptable data 

have been submitted indicating that residues of propiconazole per se are stable during frozen 

storage for up to 24 months in/on barley grain and 30 months in/on soybean seed (refer to 

48681707.der, currently under review). Acceptable storage stability data for the triazole 

metabolites are available (DP# 363016, 1/12/12, D. Drew; 47606601.der) indicating that residues 

of T, TA, and TAA are stable during frozen storage in/on wheat grain and straw, and residues of 

TA and TAA are stable in/on wheat forage for up to 4 years; residues of T in wheat forage are 

relatively stable for up to ~4 or ~12 months, but decline thereafter. Therefore, residues of T in 

the 7-day forage samples from trial C30-9034 were identified for correction by the study 

reviewer for decline on storage (estimated at 61% based on linear regression analysis); however, 

residues were not corrected for decline on storage since all decline residues were nondetectable. 

Additional storage stability data for the triazole metabolites (DP# 388246, 5/28/08, M. Doherty) 

indicate that residues of TAA are stable in/on wheat grain, forage, hay, and straw for up to 13 

months, and that residues of TA are stable in/on wheat grain, forage, and hay, for up to 13 

months. These data are adequate to support the storage durations and conditions of samples from 

the submitted field trials. 

Method validation and concurrent method recovery data for the GC/MSD and LC/MS/MS 

methods are presented in Table C.1. Samples were fortified at 0.01-30.0 ppm with 

propiconazole, at 0.05-25 ppm with propiconazole and metabolites, at 0.01-0.1 ppm with T, at 

0.01-0.8 ppm with TA, and at 0.01-0.5 ppm with TAA. The methods were adequate for data 

collection based on acceptable method validation and concurrent recovery data. Recoveries were 

within the acceptable range of 70-120%. The fortification levels used in concurrent method 

recovery were adequate to bracket expected residue levels. Apparent residues of propiconazole, 

propiconazole and metabolites determined as 2,4-DCBA, and metabolite T were at or below the 

LOQ in/on all samples of untreated wheat. Quantifiable apparent residues of TA were observed 

in/on nine samples of untreated forage (0.01-0.08 ppm), nineteen samples of hay (0.01-0.13 

ppm), nine samples of grain (0.02-0.43 ppm), and one sample of straw (0.01 ppm). Quantifiable 
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 DACO 7.4.1/7.4.2/OPPTS 860.1500/OECD IIA 6.3.1, 6.3.2, 6.3.3 and IIIA 8.3.1, 8.3.2, 8.3.3 

 Crop Field Trial/ Residue Decline - Wheat 

DP# 400030/MRID No. 48681704 Page 15 of 31

apparent residues of TAA were observed in/on six samples of untreated forage (0.01-0.06 ppm), 

fourteen samples of hay (0.01-0.10 ppm), seven samples of grain (0.01-0.11 ppm), and four 

samples of straw (0.01-0.04 ppm). The petitioner attributed the occurrence of residues of TA 

and TAA in/on untreated samples to the widespread use of triazoles and the non-specific nature 

of the common moiety method of analysis. Method validation and concurrent recoveries were 

corrected for apparent residues in controls; treated samples were not corrected for residues in 

controls. 

Residue data from the wheat field trials are reported in Tables C.3.1 (propiconazole) and C.3.2 

(triazole metabolites), and the residue data for wheat are summarized in Table C.4. Following 

two foliar broadcast applications of the 1.02 lb ai/gal SE formulation of propiconazole at 0.2190-

0.2306 lb ai/A, residues (and per trial averages) of propiconazole per se and propiconazole and 

metabolites determined as 2,4-DCBA, respectively, in/on forage were: 0.271-4.90 (0.271-4.79) 

and 1.18-9.00 (1.23-8.47) ppm at the 7-day PHI; and 0.0606-2.16 (0.0813-2.13) and 0.717-5.85 

(0.778-5.46) ppm at the 14- to 20-day PHI; corresponding residues in/on hay were: 0.444-9.82 

(0.444-9.57) and 1.98-22.5 (1.98-21.6) ppm at the 7-day PHI; and 0.149-5.48 (0.156-5.41) and 

1.57-18.7 (1.62-17.4) ppm at the 14- to 20-day PHI. In/on grain and straw harvested at PHIs of 

24-64 days following two applications at 0.2140-0.2308 lb ai/A, corresponding residues (and per 

trial averages) were: <0.01-0.0842 (<0.01-0.0779) and <0.05-0.169 (<0.05-0.145) ppm in/on 

grain, and 0.0432-4.36 (0.0462-4.04) and 0.570-13.3 (0.597-12.6) ppm in/on straw. 

For the triazole metabolites, residues of T were below the LOQ (<0.01 ppm) in/on all samples of 

wheat forage, hay, grain, and straw. Residues (and per trial averages) of TA and TAA, 

respectively, in/on forage were <0.01-0.0975 (<0.0110-0.0918) and <0.01-0.0336 (<0.01-0.0324) 

ppm at the 7-day PHI; and <0.01-0.0740 (<0.01-0.0735) and <0.01-0.0444 (<0.01-0.0442) ppm 

at the 14- to 20-day PHI. Residues (and per trial averages) of TA and TAA, respectively, in/on 

hay were 0.0218-0.250 (0.0218-0.236) and <0.01-0.138 (<0.01-0.135) ppm at the 7-day PHI; and 

0.0158-0.174 (0.0166-0.166) and <0.01-0.128 (<0.0125-0.116) ppm at the 14- to 20-day PHI. 

Residues (and per trial averages) of TA and TAA, respectively, in/on grain and straw were: 

<0.02-0.286 (<0.02-0.279) and <0.01-0.0720 (<0.01-0.0718) ppm in/on grain; and <0.01-0.0560 

(<0.01-0.0515) and <0.01-0.0510 (<0.01-0.0497) ppm in/on straw. 

The residue decline results were variable for all crop matrices. The residue decline data indicate 

that residues of propiconazole per se and propiconazole and metabolites determined as 2,4-

DCBA generally decreased with increasing PHI in/on wheat forage and hay at both the IA and 

TX decline trials. Residues of propiconazole per se in/on straw at the IA trial were variable; 

residues increased from the 25-day PHI to the highest at the 32-day PHI, and then decreased at 

the 39- and 46-day PHI. Residues of propiconazole and metabolites determined as 2,4-DCBA 

increased with increasing PHI in/on wheat straw at the IA trial. Residues of propiconazole per 

se and propiconazole and metabolites determined as 2,4-DCBA generally decreased with 

increasing PHI in/on wheat straw at the TX trial. Residues of propiconazole per se in/on grain 

were below the LOQ at all sampling intervals at the IA trial; therefore, residue decline could not 

be assessed. At the TX trial, residues of propiconazole per se generally decreased with 

increasing PHI. Residues of propiconazole and metabolites determined as 2,4-DCBA were fairly 
 Propiconazole/PC Code 122101/Syngenta Crop Protection, LLC 

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 Crop Field Trial/ Residue Decline - Wheat 

DP# 400030/MRID No. 48681704 Page 16 of 31

constant in/on wheat grain at each sampling interval at both the IA and TX decline trials. For the 

triazole metabolites, residues of T were below the LOQ in/on all matrices at all sampling 

intervals; therefore, residue decline could not be assessed for either decline trial. At the IA trial, 

residues of TA generally increased with increasing PHI in/on forage and straw, generally 

decreased with increasing PHI in/on hay, and remained relatively constant in/on grain. At the 

TX trial, residues of TA generally decreased with increasing PHI in/on forage and hay and were 

below the LOQ at all sampling intervals in/on grain and straw; therefore, residue decline was not 

assessed. At the IA trial, residues of TAA generally decreased with increasing PHI in/on forage 

and hay, generally increased with increasing PHI in/on straw, and remained relatively constant 

in/on grain. At the TX trial, residues of TAA remained relatively constant in/on hay and were 

below the LOQ at all sampling intervals in/on forage, grain, and straw; therefore, residue decline 

was not assessed. 

TABLE C.1. Summary of Method and Concurrent Recoveries of Propiconazole and its Triazole 

Metabolites from Wheat.

Matrix Analyte Spike 

Level 

(ppm) 

Sample 

Size 

(n) 

Recoveries 

(%)1

Mean ± Std. 

Dev. 

(%)2,3

LC/MS/MS Meth-180

Method Validation Recoveries 

Wheat Forage Propiconazole 0.01 3 95, 85, 74 85 ± 11 

0.1 3 84, 75, 75 78 ± 5.2 

Wheat Hay 0.01 3 95, 89, 91 92 ± 3.1 

0.1 3 88, 87, 85 87 ± 1.5 

Wheat Grain 0.01 3 90, 102, 92 95 ± 6.4 

0.1 3 78, 81, 76 78 ± 2.5 

Concurrent Recoveries

Wheat Forage Propiconazole 0.01 11 103, 80, 88, 84, 89, 89, 95, 99, 84, 96, 83 90 ± 7.3 

0.1 9 86, 88, 86, 88, 91, 101, 94, 85, 88 90 ± 5.1 

5.0 1 74 74 

10 1 90 90 

Wheat Hay 0.01 10 89, 90, 82, 97, 87, 89, 108, 93, 102, 83 92 ± 8.2 

0.1 8 91, 83, 86, 86, 104, 94, 92, 94 91 ± 6.6 

10 1 86 86 

30 1 92 92 

Wheat Grain 0.01 6 85, 92, 84, 113, 98, 86 93 ± 11 

0.1 6 92, 88, 103, 90, 102, 108 97 ± 8.2 

Wheat Straw 0.01 6 78, 92, 90, 102, 78, 76 86 ± 10 

0.1 5 79, 95, 83, 79, 78 83 ± 7.1 

1.0 1 102 102 

5.0 1 88 88 
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 Crop Field Trial/ Residue Decline - Wheat 

DP# 400030/MRID No. 48681704 Page 17 of 31

TABLE C.1. Summary of Method and Concurrent Recoveries of Propiconazole and its Triazole 

Metabolites from Wheat.

Matrix Analyte Spike 

Level 

(ppm) 

Sample 

Size 

(n) 

Recoveries 

(%)1

Mean ± Std. 

Dev. 

(%)2,3

GC/MSD method AG-626

Method Validation Recoveries 

Wheat Forage Propiconazole and 

metabolites 

determined as 2,4-

DCBA 

0.05 3 100, 119, 98 106 ± 12 

0.5 3 99, 103, 96 99 ± 3.5 

Wheat Hay 0.05 3 76, 75, 73 75 ± 1.5 

0.5 3 94, 88, 84 89 ± 5.0 

Wheat Grain 0.05 3 107, 108, 111 109 ± 2.1 

0.5 3 95, 88, 91 91 ± 3.5 

Concurrent Recoveries

Wheat Forage Propiconazole and 

metabolites 

determined as 2,4-

DCBA 

0.05 12 100, 86, 93, 71, 91, 101, 92, 111, 119, 83, 95, 101 95 ± 13 

0.5 8 92, 96, 73, 94, 91, 82, 83, 86 87 ± 7.6 

2.5 2 80, 88 84 

5.0 1 89 89 

20 1 87 87 

Wheat Hay 0.05 10 87, 78, 118, 95, 88, 81, 514, 464, 87, 70, 82, 84 87 ± 13 

0.5 6 82, 105, 93, 83, 70, 72 84 ± 13 

2.5 4 85, 91, 89, 95 90 ± 4.2 

5.0 1 84 84 

25 1 70 70 

Wheat Grain 0.05 9 74, 104, 88, 72, 86, 98, 112, 84, 84 89 ± 13 

0.5 8 90, 79, 86, 76, 86, 92, 77, 84 84 ± 5.9 

5.0 1 80 80 

Wheat Straw 0.05 6 105, 91, 80, 108, 86, 84 92 ± 12 

0.5 2 78, 92 85 

2.5 1 93 93 

5.0 1 80 80 

10 1 79 79 

15 1 83 83 

LC/MS/MS Meth-160

Concurrent Recoveries 

Wheat Forage T 0.01 13 94, 110, 104, 92, 86, 89, 85, 105, 81, 93, 78, 91, 

95 

93 ± 9.4 

0.1 13 100, 101, 101, 101, 94, 80, 84, 112, 83, 91, 78, 

80, 106 

93 ± 11 

TA 0.01 13 92, 96, 77, 91, 100, 104, 83, 79, 97, 82, 104, 79, 

94 

91 ± 9.6 

0.1 13 101, 105, 100, 101, 106, 105, 93, 91, 107, 95, 

106, 103, 107 

102 ± 5.4 

TAA 0.01 13 93, 102, 82, 121, 110, 110, 92, 99, 106, 109, 116, 

105, 107 

104 ± 10 

0.1 13 90, 97, 84, 102, 103, 116, 106, 99, 111, 112, 103, 

109, 110 

103 ± 9.1 
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 Crop Field Trial/ Residue Decline - Wheat 

DP# 400030/MRID No. 48681704 Page 18 of 31

TABLE C.1. Summary of Method and Concurrent Recoveries of Propiconazole and its Triazole 

Metabolites from Wheat.

Matrix Analyte Spike 

Level 

(ppm) 

Sample 

Size 

(n) 

Recoveries 

(%)1

Mean ± Std. 

Dev. 

(%)2,3

Wheat Hay T 0.01 12 76, 70, 97, 97, 103, 114, 71, 108, 77, 107, 104, 82 92 ± 16 

0.1 12 78, 93, 107, 112, 109, 110, 82, 116, 72, 104, 112, 

76 

98 ± 16 

TA 0.01 12 108, 92, 90, 82, 104, 113, 106, 82, 96, 107, 106, 

108 

100 ± 11 

0.1 11 90, 92, 94, 112, 107, 92, 94, 95, 94, 87, 88 95 ± 7.7 

0.2 1 92 92 

0.5 1 92 92 

TAA 0.01 12 81, 70, 71, 85, 94, 88, 109, 90, 116, 95, 104, 108 93 ± 15 

0.1 12 78, 81, 74, 97, 105, 106, 92, 103, 102, 97, 103, 95 94 ± 11 

0.5 1 99 99 

Wheat Grain T 0.01 8 89, 93, 89, 85, 70, 88, 84, 82 85 ± 7.0 

0.1 8 90, 97, 81, 85, 71, 84, 100, 78 86 ± 9.6 

TA 0.02 8 104, 99, 117, 119, 94, 109, 71, 110 103 ± 15 

0.2 6 81, 95, 113, 79, 73, 76 86 ± 15 

0.5 1 116 116 

0.8 1 109 109 

TAA 0.01 7 105, 72, 101, 104, 80, 71, 103 91 ± 16 

0.1 5 79, 83, 100, 75, 71 82 ± 11 

0.2 1 96 96 

0.3 1 92 92 

Wheat Straw T 0.01 6 88, 75, 102, 83, 83, 70 84 ± 11 

0.1 6 87, 83, 95, 82, 78, 77 84 ± 6.6 

TA 0.01 6 85, 75, 93, 105, 103, 73 89 ± 14 

0.1 6 93, 81, 85, 116, 101, 92 95 ± 13 

TAA 0.01 6 88, 75, 98, 90, 98, 93 90 ± 8.5 

0.1 6 88, 77, 97, 100, 94, 89 91 ± 8.2 1

 Concurrent recoveries were corrected for apparent residues in control samples. 2

 Standard deviations are calculated only for fortification levels having ≥3 samples. 3

 Means and standard deviations were calculated by the petitioner except for propiconazole for wheat grain, which had the 

processing values removed. 

4

 Recovery was considered invalid because residue in control sample exceeds 1⁄2 of the fortification level. Recovery was not 

used in statistical calculations as per the Study Director. 
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 Crop Field Trial/ Residue Decline - Wheat 

DP# 400030/MRID No. 48681704 Page 19 of 31

TABLE C.2. Summary of Storage Conditions.

Matrix Analyte Storage Temperature 

(°C) 

Actual Storage Duration1 Limit of Demonstrated Storage 

Stability 

Propiconazole 

Forage Propiconazole Frozen at field sites; 

-10 at preparation 

facility; 

-20 at analytical 

laboratory 

51-348 days (1.7-11.4 months) Residues of propiconazole and 

metabolites convertible to 2,4-

DCBA are stable during frozen 

storage for up to: 38 months in/on 

grass forage and straw2

; and for up 

to 36 months in/on wheat grain3

. 

Residues of propiconazole per se

are stable during frozen storage for 

up to 24 months in/on barley grain 

and 30 months in/on soybean seed4

.

Propiconazole 

and Metabolites 

51-363 days (1.7-11.9 months) 

Hay Propiconazole 51-358 days (1.7-11.8 months) 

Propiconazole 

and Metabolites 

70-372 days (2.3-12.2 months) 

Grain Propiconazole 45-313 days (1.5-10.3 months) 

Propiconazole 

and Metabolites 

87-348 days (2.9-11.4 months) 

Straw Propiconazole 49-318 days (1.6-10.5 months) 

Propiconazole 

and Metabolites 

125-378 days (4.1-12.4 months) 

Triazole metabolites 

Forage T Frozen at field sites; 

-10 at preparation 

facility; 

-20 at analytical 

laboratory 

42-546 days (1.4-18.0 months) Residues of T, TA, and TAA are 

stable during frozen storage in/on 

wheat grain and straw, and residues 

of TA and TAA are stable in/on 

wheat forage for up to 4 years; 

residues of T in wheat forage are 

relatively stable for up to ~4 or ~12 

months, but decline thereafter.5

Residues of TAA are stable in/on 

wheat grain, forage, hay, and straw 

for up to 13 months, and residues 

of TA are stable in/on wheat grain, 

forage, and hay, for up to 13 

months.6 

TA 39-546 days (1.3-18.0 months) 

TAA 40-546 days (1.3-18.0 months) 

Hay T 45-339 days (1.5-11.2 months) 

TA 44-338 days (1.4-11.1 months) 

TAA 43-337 days (1.4-11.1months) 

Grain T 49-312 days (1.6-10.3 months) 

TA 49-313 days (1.6-10.3 months) 

TAA 48-312 days (1.6-10.3 months) 

Straw T 43-309 days (1.4-10.2 months) 

TA 44-312 days (1.4-10.3 months) 

TAA 44-312 days (1.4-10.3 months) 1

 Interval from harvest to analysis. Extracts were stored 0-20 days prior to analysis. 

2

 DP# 210742, 3/15/95, M. Rodriguez. 

3

 DP# 240856, 2/23/05, T. Morton. 

4

 Refer to 48681707.der, currently under review. 

5

 DP# 363016, 1/12/12, D. Drew; 47606601.der. 

6 DP# 388246, 5/28/08, M. Doherty. 
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 Crop Field Trial/ Residue Decline - Wheat 

DP# 400030/MRID No. 48681704 Page 20 of 31

TABLE C.3.1 Residue Data for Propiconazole from Wheat Field Trials with Propiconazole.

Trial ID 

(City, State; 

Year) 

Zone Wheat 

Variety 

Commodity Total 

Rate1 

(lb ai/A) 

PHI2

(days)

Residues (ppm)3

 [Average]

Propiconazole Propiconazole and 

Metabolites 

Suffolk, VA; 

2009 (E07-9031) 

2 Pioneer 

26R15 

[Soft Red 

Winter 

Wheat] 

Forage 0.2260 7 1.39, 1.44 [1.42] 2.01, 2.21 [2.11] 

14 0.620, 0.570 [0.595] 1.36, 1.33 [1.35] 

Hay 7 1.91, 2.11 [2.01] 3.89, 4.04 [3.97] 

14 0.672, 0.612 [0.642] 1.71, 1.57 [1.64] 

Grain 0.2257 24 <0.01, <0.01 [<0.01] <0.05, 0.0783 [<0.0642] 

Straw 24 3.41, 3.61 [3.51] 11.6, 13.2 [12.4] 

Cheneyville, LA; 

2009 (E17-9032) 

4 Terral 

LA841 

[Soft Red 

Winter 

Wheat] 

Forage 0.2218 7 0.642, 0.686 [0.664] 1.18, 1.43 [1.31] 

20 0.0745, 0.124 [0.0993] 0.828, 1.04 [0.934] 

Hay 7 1.28, 1.82 [1.55] 4.35, 4.19 [4.27] 

20 0.216, 0.220 [0.218] 1.67, 1.57 [1.62] 

Grain 0.2237 30 <0.01, <0.01 [<0.01] 0.169, 0.0631 [0.116] 

Straw 30 1.34, 1.28 [1.31] 8.09, 9.22 [8.66] 

Northwood, ND; 

2009 (C13-9033) 

5 Jerry [Hard 

Red Winter 

Wheat] 

Forage 0.2217 7 0.486, 0.432 [0.459] 1.59, 1.31 [1.45] 

14 0.154, 0.144 [0.149] 0.839, 0.717 [0.778] 

Hay 7 1.08, 1.13 [1.11] 3.39, 3.36 [3.38] 

14 0.364, 0.324 [0.344] 1.82, 1.64 [1.73] 

Grain 0.2215 43 ND, ND [<0.01] <0.05, <0.05 [<0.05] 

Straw 43 0.0491, 0.0432 [0.0462] 0.570, 0.624 [0.597] 

Bagley, IA; 2009 

(C30-9034) 

5 Briggs 

[Hard Red 

Spring 

Wheat] 

Forage 0.2199 0 2.56 3.60 

3 0.660 1.71 

7 0.271 1.23 

14 0.102, 0.0606 [0.0813] 1.42, 1.04 [1.23] 

21 0.0524 1.30 

Hay 0 4.90 8.92 

3 1.15 4.10 

7 0.444 3.15 

14 0.149, 0.163 [0.156] 2.78, 2.58 [2.68] 

21 0.0908 2.40 

Grain 0.2140 25 <0.01 0.0552 

32 <0.01 <0.05 

39 <0.01, <0.01 [<0.01] 0.0579, 0.0533 [0.0556] 

46 <0.01 0.0684 

Straw 25 0.0523 0.927 

32 0.0877 1.26 

39 0.0601, 0.0587 [0.0594] 0.992, 1.83 [1.41] 

46 0.0533 2.01 
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 Crop Field Trial/ Residue Decline - Wheat 

DP# 400030/MRID No. 48681704 Page 21 of 31

TABLE C.3.1 Residue Data for Propiconazole from Wheat Field Trials with Propiconazole.

Trial ID 

(City, State; 

Year) 

Zone Wheat 

Variety 

Commodity Total 

Rate1 

(lb ai/A) 

PHI2

(days)

Residues (ppm)3

 [Average]

Propiconazole Propiconazole and 

Metabolites 

Gardner, ND; 

2010 (C12-

9047)4

5 Maier 

[Winter 

Wheat 

Durum] 

Forage 0.2247 7 1.36, 1.34 [1.35] 1.74, 2.01 [1.88] 

14 0.452, 0.624 [0.538] 1.28, 1.52 [1.40] 

Hay 7 3.08, 3.47 [3.28] 8.12, 10.4 [9.26] 

14 1.70, 1.26 [1.48] 4.71, 4.29 [4.50] 

Gardner, ND; 

2009 (C12-

9035)4

Grain 0.2297 35 <0.01, <0.01 [<0.01] 0.0521, 0.0601 [0.0561] 

Straw 35 0.632, 0.419 [0.526] 3.55, 1.92 [2.74] 

Raymondville, 

TX; 2009 (W08-

9036) 

6 Caudillo 

[Hard Red 

Winter 

Wheat] 

Forage 0.2306 7 4.68, 4.90 [4.79] 7.93, 9.00 [8.47] 

14 2.09, 2.16 [2.13] 5.07, 5.85 [5.46] 

Hay 7 9.82, 9.32 [9.57] 22.5, 20.6 [21.6] 

14 5.34, 5.48 [5.41] 16.1, 18.7 [17.4] 

Grain 0.2270 38 <0.01, <0.01 [<0.01] 0.0602, <0.05 [<0.0551] 

Straw 38 0.412, 0.498 [0.455] 3.61, 3.50 [3.56] 

Lake Andes, SD; 

2009 (C16-9037) 

7 Oxen 

[Hard Red 

Spring 

Wheat] 

Forage 0.2244 7 0.855, 0.975 [0.915] 2.89, 3.13 [3.01] 

14 0.208, 0.254 [0.231] 1.63, 1.61 [1.62] 

Hay 7 2.96, 2.96 [2.96] 12.7, 7.29 [10.0] 

14 0.728, 0.546 [0.637] 4.90, 5.02 [4.96] 

Grain 0.2247 34 <0.01, ND [<0.01] 0.0759, 0.0747 [0.0753] 

Straw 34 0.426, 0.319 [0.373] 2.33, 1.56 [1.95] 

Carrington, ND; 

2009 (C13-9038) 

7 Glenn 

[Hard Red 

Spring 

Wheat] 

Forage 0.2246 7 1.36, 1.20 [1.28] 2.83, 2.68 [2.76] 

14 0.778, 0.552 [0.665] 2.54, 2.05 [2.30] 

Hay 7 2.26, 2.21 [2.24] 6.765, 16.95 [11.8] 

14 1.50, 1.51 [1.51] 5.675, 14.85 [10.2] 

Grain 0.2228 55 ND, ND [<0.01] <0.05, <0.05 [<0.05] 

Straw 55 0.748, 0.912 [0.830] 5.32, 4.83 [5.08] 

Lake Andes, SD; 

2009 (C16-9039) 

7 Wendy 

[Hard 

White 

Winter 

Wheat] 

Forage 0.2190 7 1.54, 1.58 [1.56] 3.35, 3.39 [3.37] 

14 0.890, 0.940 [0.915] 2.19, 1.88 [2.04] 

Hay 7 4.40, 4.06 [4.23] 11.5, 9.58 [10.5] 

14 1.98, 2.06 [2.02] 6.55, 6.74 [6.65] 

Grain 0.2196 64 <0.01, <0.01 [<0.01] <0.05, 0.0541 [<0.0521] 

Straw 64 0.145, 0.132 [0.139] 1.66, 1.47 [1.57] 

Carrington, ND; 

2009 (C13-9040) 

7 Jerry [Hard 

Red Winter 

Wheat] 

Forage 0.2236 7 1.76, 1.71 [1.74] 4.76, 4.77 [4.77] 

14 0.308, 0.438 [0.373] 1.01, 1.12 [1.07] 

Hay 7 2.04, 1.90 [1.97] 6.12, 4.50 [5.31] 

14 0.716, 0.662 [0.689] 2.56, 2.60 [2.58] 

Grain 0.2257 50 <0.01, ND [<0.01] <0.05, <0.05 [<0.05] 

Straw 50 0.167, 0.142 [0.155] 1.62, 1.57 [1.60] 
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 Crop Field Trial/ Residue Decline - Wheat 

DP# 400030/MRID No. 48681704 Page 22 of 31

TABLE C.3.1 Residue Data for Propiconazole from Wheat Field Trials with Propiconazole.

Trial ID 

(City, State; 

Year) 

Zone Wheat 

Variety 

Commodity Total 

Rate1 

(lb ai/A) 

PHI2

(days)

Residues (ppm)3

 [Average]

Propiconazole Propiconazole and 

Metabolites 

Groom, TX; 

2009 (E13-9041) 

8 Cutter 

[Hard Red 

Winter 

Wheat] 

Forage 0.2240 0 9.14 12.4 

3 5.30 7.23 

7 0.772 1.65 

14 0.286, 0.345 [0.316] 1.08, 1.22 [1.15] 

21 0.205 1.05 

Hay 0 26.3 23.0 

3 5.66 7.18 

7 0.570 1.98 

14 0.846, 0.662 [0.754] 2.95, 2.39 [2.67] 

21 0.422 1.77 

Grain 0.2243 10 0.130 0.152 

17 0.0762 0.125 

24 0.0842, 0.0715 [0.0779] 0.165, 0.125 [0.145] 

30 0.0540 0.155 

Straw 10 4.92 6.57 

17 2.44 3.81 

24 3.78, 2.64 [3.21] 6.09, 4.52 [5.31] 

30 0.790 2.16 

Levelland, TX; 

2009 (W39-

9042) 

8 TAM112 

[Hard Red 

Winter 

Wheat] 

Forage 0.2219 7 2.10, 2.43 [2.27] 3.73, 3.80 [3.77] 

14 0.975, 0.980 [0.978] 2.63, 2.16 [2.40] 

Hay 7 3.03, 2.50 [2.77] 7.06, 6.31 [6.69] 

14 1.10, 1.03 [1.07] 4.24, 3.65 [3.95] 

Grain 0.2286 35 0.0107, <0.01 [<0.0104] 0.125, <0.05 [<0.0875] 

Straw 35 2.73, 2.01 [2.37] 8.24, 6.91 [7.58] 

Littlefield, TX; 

2009 (W39-

9043) 

8 Weather 

master 

[Hard Red 

Winter 

Wheat] 

Forage 0.2209 7 2.69, 2.34 [2.52] 3.96, 3.91 [3.94] 

14 1.15, 0.870 [1.01] 1.69, 0.970 [1.33] 

Hay 7 5.82, 4.93 [5.38] 8.62, 7.26 [7.94] 

14 1.85, 1.44 [1.65] 3.82, 4.03 [3.93] 

Grain 0.2308 35 0.0204, 0.0226 [0.0215] 0.0909, 0.0992 [0.0951] 

Straw 35 4.36, 3.72 [4.04] 13.3, 11.9 [12.6] 

Ault, CO; 2008 

(W12-9044) 

8 Jagalene 

[Hard Red 

Winter 

Wheat] 

Forage 0.2254 7 1.14, 0.992 [1.07] 2.50, 1.82 [2.16] 

14 0.772, 0.872 [0.822] 1.88, 2.29 [2.09] 

Hay 7 1.89, 1.93 [1.91] 4.67, 4.08 [4.38] 

14 1.08, 1.32 [1.20] 3.71, 3.59 [3.65] 

Grain 0.2240 29 <0.01, ND [<0.01] 0.0542, 0.0570 [0.0556] 

Straw 29 0.329, 0.232 [0.281] 1.16, 0.847 [1.00] 

Rupert, ID; 2010 

(W15-9046) 

11 Klassic 

[Hard 

White 

Spring 

Wheat] 

Forage 0.2259 7 0.526, 0.574 [0.550] 1.31, 1.23 [1.27] 

14 0.262, 0.275 [0.269] 0.759, 1.38 [1.07] 

Hay 7 1.39, 1.24 [1.32] 4.03, 4.14 [4.09] 

14 0.788, 0.780 [0.784] 3.49, 3.64 [3.57] 

Grain 0.2285 35 ND, <0.01 [<0.01] <0.05, <0.05 [<0.05] 

Straw 35 0.0446, 0.0508 [0.0477] 1.26, 1.67 [1.47] 
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 Crop Field Trial/ Residue Decline - Wheat 

DP# 400030/MRID No. 48681704 Page 23 of 31

1

 Application rates in the submission were reported in terms of total lb ai/A for combined application of azoxystrobin and 

propiconazole. Individual application rates for propiconazole were calculated by the study reviewer based on the ratio of the 

active ingredient in the product: reported rate X 1.02/2.2. 2

 For the decline trial, the target PHIs are bolded. 3

 Residues were determined as propiconazole per se (LOQ = 0.01 ppm) and as propiconazole and metabolites convertible to 2,4-

DCBA (determined as 2,4-DCBA; LOQ = 0.05 ppm). LODs were not reported. ND = not detected, as reported by the petitioner. Per trial averages were calculated by the study reviewer using the LOQ for values reported as <LOQ. 

4 Forage and hay samples were not collected in Trial C12-9035. Trial C12-9047 was added to generate the required forage and 

hay samples. 

5 The petitioner indicated that Treated 7 and 14 day hay samples appear to have been switched, but this cannot be substantiated. 

TABLE C.3.2 Residue Data for Triazole Metabolites from Wheat Field Trials with Propiconazole.

Trial ID 

(City, State; 

Year) 

Zone Wheat 

Variety 

Commodity Total 

Rate1 

(lb ai/A) 

PHI2

(days)

Residues (ppm)3

 [Average]

T TA TAA 

Suffolk, VA; 

2009 (E07-9031) 

2 Pioneer 

26R15 

[Soft Red 

Winter 

Wheat] 

Forage 0.2260 7 ND, ND 

[<0.01] 

0.0485, 0.0510 

[0.0498] 

0.0200, 0.0224 

[0.0212] 

14 ND, ND 

[<0.01] 

0.0333, 0.0290 

[0.0312] 

0.0204, 0.0237 

[0.0221] 

Hay 7 ND, ND 

[<0.01] 

0.0830, 0.104 

[0.0935] 

0.0316, 0.0396 

[0.0356] 

14 ND, ND 

[<0.01] 

0.0535, 0.0565 

[0.0550] 

0.0360, 0.0388 

[0.0374] 

Grain 0.2257 24 <0.01, <0.01 

[<0.01] 

0.180, 0.200 

[0.190] 

0.0412, 0.0525 

[0.0469] 

Straw 24 <0.01, <0.01 

[<0.01] 

0.0130, <0.01 

[<0.0115] 

0.0510, 0.0484 

[0.0497] 

Cheneyville, LA; 

2009 (E17-9032) 

4 Terral 

LA841 

[Soft Red 

Winter 

Wheat] 

Forage 0.2218 7 ND, ND 

[<0.01] 

0.0231, 0.0306 

[0.0269] 

<0.01, <0.01 

[<0.01] 

20 ND, ND 

[<0.01] 

0.0255, 0.0434 

[0.0345] 

0.0148, 0.0262 

[0.0205] 

Hay 7 <0.01, <0.01 

[<0.01] 

0.0550, 0.0500 

[0.0525] 

0.0155, 0.0147 

[0.0151] 

20 ND, ND 

[<0.01] 

0.0880, 0.0865 

[0.0872] 

0.0625, 0.0735 

[0.0680] 

Grain 0.2237 30 <0.01, <0.01 

[<0.01] 

0.0720, 0.0740 

[0.0730] 

0.0120, 0.0112 

[0.0116] 

Straw 30 <0.01, <0.01 

[<0.01] 

<0.01, <0.01 

[<0.01] 

0.0175, 0.0210 

[0.0193] 

Northwood, ND; 

2009 (C13-9033) 

5 Jerry [Hard 

Red Winter 

Wheat] 

Forage 0.2217 7 <0.01, <0.01 

[<0.01] 

0.0178, 0.0176 

[0.0177] 

<0.01, <0.01 

[<0.01] 

14 ND, ND 

[<0.01] 

0.0164, 0.0158 

[0.0161] 

<0.01, <0.01 

[<0.01] 

Hay 7 ND, ND 

[<0.01] 

0.0494, 0.0575 

[0.0535] 

0.0122, 0.0147 

[0.0135] 

14 ND, ND 

[<0.01] 

0.0422, 0.0418 

[0.0420] 

<0.014, 0.0150 

[<0.0125] 

Grain 0.2215 43 <0.01, <0.01 

[<0.01] 

0.113, 0.0915 

[0.102] 

0.0218, 0.0194 

[0.0206] 

Straw 43 <0.01, <0.01 

[<0.01] 

0.0162, 0.0158 

[0.0160] 

0.0154, 0.0174 

[0.0164] 
 Propiconazole/PC Code 122101/Syngenta Crop Protection, LLC 

 DACO 7.4.1/7.4.2/OPPTS 860.1500/OECD IIA 6.3.1, 6.3.2, 6.3.3 and IIIA 8.3.1, 8.3.2, 8.3.3 

 Crop Field Trial/ Residue Decline - Wheat 

DP# 400030/MRID No. 48681704 Page 24 of 31

TABLE C.3.2 Residue Data for Triazole Metabolites from Wheat Field Trials with Propiconazole.

Trial ID 

(City, State; 

Year) 

Zone Wheat 

Variety 

Commodity Total 

Rate1 

(lb ai/A) 

PHI2

(days)

Residues (ppm)3

 [Average]

T TA TAA 

Bagley, IA; 2009 

(C30-9034) 

5 Briggs 

[Hard Red 

Spring 

Wheat] 

Forage 0.2199 0 ND 0.0186 0.0156 

3 ND 0.0212 0.0139 

7 ND5

 0.0230 0.0166 

14 ND, ND 

[<0.01] 

0.0380, 0.0308 

[0.0344] 

0.0160, 0.0134 

[0.0147] 

21 ND 0.0266 0.0118 

Hay 0 ND 0.0428 0.0341 

3 ND 0.0371 0.0328 

7 ND 0.0540 0.0389 

14 ND, ND 

[<0.01] 

0.0162, 0.0224 

[0.0193] 

0.0222, 0.0234 

[0.0228] 

21 ND 0.0128 0.0178 

Grain 0.2140 25 <0.01 0.286 0.0466 

32 <0.01 0.302 0.0422 

39 <0.01, <0.01 

[<0.01] 

0.271, 0.286 

[0.279] 

0.0434, 0.0444 

[0.0439] 

46 <0.01 0.310 0.0452 

Straw 25 <0.01 0.0257 0.0110 

32 ND 0.0255 0.0144 

39 <0.01, <0.01 

[<0.01] 

0.0560, 0.0470 

[0.0515] 

0.0381, 0.0352 

[0.0367] 

46 <0.01 0.0600 0.0462 

Gardner, ND; 

2010 (C12-

9047)6

5 Maier 

[Winter 

Wheat 

Durum] 

Forage 0.2247 7 ND, ND 

[<0.01] 

0.0975, 0.0860 

[0.0918] 

0.0336, 0.0312 

[0.0324] 

14 ND, ND 

[<0.01] 

0.0740, 0.0730 

[0.0735] 

0.0444, 0.0439 

[0.0442] 

Hay 7 ND, <0.01 

[<0.01] 

0.222, 0.250 

[0.236] 

0.138, 0.132 

[0.135] 

14 ND, ND 

[<0.01] 

0.174, 0.158 

[0.166] 

0.128, 0.103 

[0.116] 

Gardner, ND; 

2009 (C12-

9035)6

Grain 0.2297 35 <0.01, <0.01 

[<0.01] 

0.198, 0.199 

[0.199] 

0.0715, 0.0720 

[0.0718] 

Straw 35 <0.01, <0.01 

[<0.01] 

0.0105, 0.0126 

[0.0116] 

0.0141, 0.0104 

[0.0123] 
 Propiconazole/PC Code 122101/Syngenta Crop Protection, LLC 

 DACO 7.4.1/7.4.2/OPPTS 860.1500/OECD IIA 6.3.1, 6.3.2, 6.3.3 and IIIA 8.3.1, 8.3.2, 8.3.3 

 Crop Field Trial/ Residue Decline - Wheat 

DP# 400030/MRID No. 48681704 Page 25 of 31

TABLE C.3.2 Residue Data for Triazole Metabolites from Wheat Field Trials with Propiconazole.

Trial ID 

(City, State; 

Year) 

Zone Wheat 

Variety 

Commodity Total 

Rate1 

(lb ai/A) 

PHI2

(days)

Residues (ppm)3

 [Average]

T TA TAA 

Raymondville, 

TX; 2009 (W08-

9036) 

6 Caudillo 

[Hard Red 

Winter 

Wheat] 

Forage 0.2306 7 ND, ND 

[<0.01] 

0.0181, 0.0204 

[0.0193] 

<0.01, <0.01 

[<0.01] 

14 <0.01, <0.01 

[<0.01] 

0.0278, 0.0252 

[0.0265] 

<0.01, <0.01 

[<0.01] 

Hay 7 <0.01, <0.01 

[<0.01] 

0.122, 0.128 

[0.125] 

0.0364, 0.0318 

[0.0341] 

14 <0.01, <0.01 

[<0.01] 

0.0975, 0.0965 

[0.0970] 

0.0245, 0.0246 

[0.0246] 

Grain 0.2270 38 ND, ND 

[<0.01] 

0.178, 0.183 

[0.181] 

0.0320, 0.0381 

[0.0351] 

Straw 38 <0.01, ND 

[<0.01] 

0.0269, 0.0288 

[0.0279] 

0.0304, 0.0308 

[0.0306] 

Lake Andes, SD; 

2009 (C16-9037) 

7 Oxen 

[Hard Red 

Spring 

Wheat] 

Forage 0.2244 7 ND, ND 

[<0.01] 

0.0264, 0.0200 

[0.0232] 

<0.01, <0.01 

[<0.01] 

14 ND, ND 

[<0.01] 

0.0236, 0.0288 

[0.0262] 

<0.01, <0.01 

[<0.01] 

Hay 7 <0.01, <0.01 

[<0.01] 

0.0540, 0.0510 

[0.0525] 

0.0238, 0.0242 

[0.0240] 

14 ND, ND 

[<0.01] 

0.0237, 0.0208 

[0.0223] 

0.0240, 0.0244 

[0.0242] 

Grain 0.2247 34 <0.01, <0.01 

[<0.01] 

0.211, 0.214 

[0.213] 

0.0378, 0.0368 

[0.0373] 

Straw 34 <0.01, <0.01 

[<0.01] 

0.0116, 0.0132 

[0.0124] 

0.0204, 0.0259 

[0.0232] 

Carrington, ND; 

2009 (C13-9038) 

7 Glenn 

[Hard Red 

Spring 

Wheat] 

Forage 0.2246 7 ND, ND 

[<0.01] 

0.0116, 0.0134 

[0.0125] 

<0.01, <0.01 

[<0.01] 

14 ND, ND 

[<0.01] 

0.0170, 0.0111 

[0.0141] 

<0.01, <0.01 

[<0.01] 

Hay 7 ND, ND 

[<0.01] 

0.0230, 0.0297 

[0.0264] 

0.0164, 0.0199 

[0.0182] 

14 ND, ND 

[<0.01] 

0.0173, 0.0158 

[0.0166] 

0.0161, 0.0162 

[0.0162] 

Grain 0.2228 55 <0.01, ND 

[<0.01] 

0.0820, 0.0655 

[0.0738] 

0.0257, 0.0195 

[0.0226] 

Straw 55 <0.01, <0.01 

[<0.01] 

<0.01, 0.0104 

[<0.0102] 

0.0190, 0.0204 

[0.0197] 
 Propiconazole/PC Code 122101/Syngenta Crop Protection, LLC 

 DACO 7.4.1/7.4.2/OPPTS 860.1500/OECD IIA 6.3.1, 6.3.2, 6.3.3 and IIIA 8.3.1, 8.3.2, 8.3.3 

 Crop Field Trial/ Residue Decline - Wheat 

DP# 400030/MRID No. 48681704 Page 26 of 31

TABLE C.3.2 Residue Data for Triazole Metabolites from Wheat Field Trials with Propiconazole.

Trial ID 

(City, State; 

Year) 

Zone Wheat 

Variety 

Commodity Total 

Rate1 

(lb ai/A) 

PHI2

(days)

Residues (ppm)3

 [Average]

T TA TAA 

Lake Andes, SD; 

2009 (C16-9039) 

7 Wendy 

[Hard 

White 

Winter 

Wheat] 

Forage 0.2190 7 ND, ND 

[<0.01] 

0.0307, 0.0284 

[0.0296] 

0.0148, 0.0142 

[0.0145] 

14 ND, ND 

[<0.01] 

0.0248, 0.0298 

[0.0273] 

0.0190, 0.0206 

[0.0198] 

Hay 7 <0.01, <0.01 

[<0.01] 

0.0900, 0.0920 

[0.0910] 

0.0496, 0.0530 

[0.0513] 

14 <0.01, <0.01 

[<0.01] 

0.0715, 0.0730 

[0.0723] 

0.0494, 0.0540 

[0.0517] 

Grain 0.2196 64 ND, <0.01 

[<0.01] 

0.206, 0.199 

[0.203] 

0.0400, 0.0373 

[0.0387] 

Straw 64 <0.01, <0.01 

[<0.01] 

0.0122, 0.0138 

[0.0130] 

0.0120, 0.0129 

[0.0125] 

Carrington, ND; 

2009 (C13-9040) 

7 Jerry [Hard 

Red Winter 

Wheat] 

Forage 0.2236 7 <0.01, <0.01 

[<0.01] 

0.0278, 0.0287 

[0.0283] 

<0.01, <0.01 

[<0.01] 

14 ND, ND 

[<0.01] 

0.0187, 0.0192 

[0.0190] 

<0.01, <0.01 

[<0.01] 

Hay 7 ND, <0.01 

[<0.01] 

0.0710, 0.0655 

[0.0683] 

0.0149, 0.0136 

[0.0143] 

14 ND, ND 

[<0.01] 

0.0449, 0.0494 

[0.0472] 

0.0250, 0.0252 

[0.0251] 

Grain 0.2257 50 <0.01, <0.01 

[<0.01] 

0.116, 0.106 

[0.111] 

0.0194, 0.0212 

[0.0203] 

Straw 50 <0.01, <0.01 

[<0.01] 

0.0200, 0.0171 

[0.0186] 

0.0180, 0.0174 

[0.0177] 

Groom, TX; 

2009 (E13-9041) 

8 Cutter 

[Hard Red 

Winter 

Wheat] 

Forage 0.2240 0 <0.01 0.0146 <0.01 

3 <0.01 0.0163 <0.01 

7 ND 0.0130 <0.01 

14 ND, ND 

[<0.01] 

0.0120, 0.0131 

[0.0126] 

<0.01, <0.01 

[<0.01] 

21 ND 0.0106 <0.01 

Hay 0 <0.01 0.0461 0.0152 

3 <0.01 0.0128 <0.01 

7 ND 0.0218 <0.01 

14 ND, ND 

[<0.01] 

0.0328, 0.0361 

[0.0345] 

0.0252, 0.0255 

[0.0254] 

21 ND 0.0307 0.0228 

Grain 0.2243 10 ND <0.02 <0.01 

17 ND <0.02 <0.01 

24 ND, ND 

[<0.01] 

<0.02, <0.02 

[<0.02] 

<0.01, <0.01 

[<0.01] 

30 ND <0.02 <0.01 

Straw 10 <0.01 <0.01 <0.01 

17 <0.01 <0.01 <0.01 

24 <0.01, <0.01 

[<0.01] 

<0.01, <0.01 

[<0.01] 

<0.01, <0.01 

[<0.01] 

30 <0.01 <0.01 <0.01 
 Propiconazole/PC Code 122101/Syngenta Crop Protection, LLC 

 DACO 7.4.1/7.4.2/OPPTS 860.1500/OECD IIA 6.3.1, 6.3.2, 6.3.3 and IIIA 8.3.1, 8.3.2, 8.3.3 

 Crop Field Trial/ Residue Decline - Wheat 

DP# 400030/MRID No. 48681704 Page 27 of 31

TABLE C.3.2 Residue Data for Triazole Metabolites from Wheat Field Trials with Propiconazole.

Trial ID 

(City, State; 

Year) 

Zone Wheat 

Variety 

Commodity Total 

Rate1 

(lb ai/A) 

PHI2

(days)

Residues (ppm)3

 [Average]

T TA TAA 

Levelland, TX; 

2009 (W39-

9042) 

8 TAM112 

[Hard Red 

Winter 

Wheat] 

Forage 0.2219 7 <0.01, <0.01 

[<0.01] 

0.0133, 0.0140 

[0.0137] 

<0.01, 0.0109 

[<0.0105] 

14 <0.01, <0.01 

[<0.01] 

<0.01, <0.01 

[<0.01] 

<0.01, <0.01 

[<0.01] 

Hay 7 <0.01, <0.01 

[<0.01] 

0.0322, 0.0294 

[0.0308] 

0.0192, 0.0174 

[0.0183] 

14 <0.01, <0.01 

[<0.01] 

0.0233, 0.0216 

[0.0225] 

0.0209, 0.0170 

[0.0190] 

Grain 0.2286 35 ND, ND 

[<0.01] 

0.0515, 0.0555 

[0.0535] 

0.0130, 0.0134 

[0.0132] 

Straw 35 <0.01, <0.01 

[<0.01] 

<0.01, <0.01 

[<0.01] 

0.0104, <0.01 

[<0.0102] 

Littlefield, TX; 

2009 (W39-

9043) 

8 Weather 

master 

[Hard Red 

Winter 

Wheat] 

Forage 0.2209 7 <0.01, <0.01 

[<0.01] 

0.0189, 0.0180 

[0.0185] 

<0.01, <0.01 

[<0.01] 

14 ND, ND 

[<0.01] 

0.0136, 0.0128 

[0.0132] 

<0.01, <0.01 

[<0.01] 

Hay 7 <0.01, <0.01 

[<0.01] 

0.0450, 0.0474 

[0.0462] 

<0.01, 0.0111 

[<0.0106] 

14 <0.01, <0.01 

[<0.01] 

0.0353, 0.0354 

[0.0354] 

0.0140, 0.0132 

[0.0136] 

Grain 0.2308 35 <0.01, <0.01 

[<0.01] 

0.133, 0.132 

[0.133] 

0.0212, 0.0206 

[0.0209] 

Straw 35 <0.01, <0.01 

[<0.01] 

0.0158, 0.0158 

[0.0158] 

0.0219, 0.0204 

[0.0212] 

Ault, CO; 2008 

(W12-9044) 

8 Jagalene 

[Hard Red 

Winter 

Wheat] 

Forage 0.2254 7 ND, ND 

[<0.01] 

<0.01, 0.0119 

[<0.0110] 

<0.01, <0.01 

[<0.01] 

14 ND, ND 

[<0.01] 

0.0130, 0.0184 

[0.0157] 

<0.01, <0.01 

[<0.01] 

Hay 7 <0.01, <0.01 

[<0.01] 

0.0314, 0.0279 

[0.0297] 

0.0138, 0.0130 

[0.0134] 

14 <0.01, <0.01 

[<0.01] 

0.0372, 0.0268 

[0.0320] 

0.0168, 0.0148 

[0.0158] 

Grain 0.2240 29 <0.01, <0.01 

[<0.01] 

0.138, 0.150 

[0.144] 

0.0200, 0.0218 

[0.0209] 

Straw 29 ND, ND 

[<0.01] 

0.0107, 0.0177 

[0.0142] 

0.0106, 0.0102 

[0.0104] 

Rupert, ID; 2010 

(W15-9046) 

11 Klassic 

[Hard 

White 

Spring 

Wheat] 

Forage 0.2259 7 ND, ND 

[<0.01] 

0.0138, 0.0128 

[0.0133] 

<0.01, <0.01 

[<0.01] 

14 ND, ND 

[<0.01] 

0.0134, 0.0136 

[0.0135] 

<0.01, <0.01 

[<0.01] 

Hay 7 <0.01, <0.01 

[<0.01] 

0.0505, 0.0520 

[0.0513] 

0.0166, 0.0184 

[0.0175] 

14 ND, ND 

[<0.01] 

0.0442, 0.0375 

[0.0409] 

0.0242, 0.0236 

[0.0239] 

Grain 0.2285 35 ND, <0.01 

[<0.01] 

0.0428, 0.0515 

[0.0472] 

<0.01, <0.01 

[<0.01] 

Straw 35 <0.01, ND 

[<0.01] 

<0.01, <0.01 

[<0.01] 

<0.01, <0.01 

[<0.01] 
 Propiconazole/PC Code 122101/Syngenta Crop Protection, LLC 

 DACO 7.4.1/7.4.2/OPPTS 860.1500/OECD IIA 6.3.1, 6.3.2, 6.3.3 and IIIA 8.3.1, 8.3.2, 8.3.3 

 Crop Field Trial/ Residue Decline - Wheat 

DP# 400030/MRID No. 48681704 Page 28 of 31

1

 Application rates in the submission were reported in terms of total lb ai/A for combined application of azoxystrobin and 

propiconazole. Individual application rates for propiconazole were calculated by the study reviewer based on the ratio of the 

active ingredient in the product: reported rate X 1.02/2.2. 2

 For the decline trial, the target PHIs are bolded. 3

 The LOQs (determined as the LLMVs) were: 0.01 ppm for T and TAA in all matrices and 0.01 ppm for TA in forage, hay, and 

straw and 0.02 ppm in grain. ND = not detected, as reported by the petitioner. Per trial averages were calculated by the study 

reviewer using the LOQ for values reported as <LOQ. 

4 The petitioner indicated that the control and treated hay samples appear to be switched but cannot be substantiated. 5

 For trial C30-9034, residues of T in forage were identified by the study reviewer for correction for decline on storage (estimated 

at 61% based on linear regression analysis); however, residues were not corrected for decline on storage since all decline residues 

were ND. 

6 Forage and hay samples were not collected in Trial C12-9035. Trial C12-9047 was added to generate the required forage and 

hay samples. 
 Propiconazole/PC Code 122101/Syngenta Crop Protection, LLC 

 DACO 7.4.1/7.4.2/OPPTS 860.1500/OECD IIA 6.3.1, 6.3.2, 6.3.3 and IIIA 8.3.1, 8.3.2, 8.3.3 

 Crop Field Trial/ Residue Decline - Wheat 

DP# 400030/MRID No. 48681704 Page 29 of 31

TABLE C.4. Summary of Residue Data from Wheat Crop Field Trials with Propiconazole.

Commodity Analyte Total App. 

Rate 

(lb ai/A) 

PHI 

(days)

Residue Levels (ppm)1

n Sample 

Min. 

Sample 

Max. 

LAFT2 HAFT2 Median Mean Std. 

Dev. 

Wheat 

Forage 

Propiconazole 0.2190-

0.2306 

7 15 0.271 4.90 0.271 4.79 1.28 1.44 1.13 

Propiconazole and 

Metabolites 

15 1.18 9.00 1.23 8.47 2.16 2.88 1.90 

T 15 <0.01 <0.01 <0.01 <0.01 0.01 0.01 N/A 

TA 15 <0.01 0.0975 <0.0110 0.0918 0.0193 0.0261 0.0207

TAA 15 <0.01 0.0336 <0.01 0.0324 0.0100 0.0130 0.0063

Propiconazole 14-20 15 0.0606 2.16 0.0813 2.13 0.538 0.611 0.528 

Propiconazole and 

Metabolites 

15 0.717 5.85 0.778 5.46 1.35 1.75 1.14 

T 15 <0.01 <0.01 <0.01 <0.01 0.01 0.01 N/A 

TA 15 <0.01 0.0740 <0.01 0.0735 0.0190 0.0245 0.0159

TAA 15 <0.01 0.0444 <0.01 0.0442 0.0100 0.0148 0.0093

Wheat Hay Propiconazole 0.2190-

0.2306 

7 15 0.444 9.82 0.444 9.57 2.01 2.75 2.30 

Propiconazole and 

Metabolites 

15 1.98 22.5 1.98 21.6 5.31 7.22 5.01 

T 15 <0.01 <0.01 <0.01 <0.01 0.01 0.01 N/A 

TA 15 0.0218 0.250 0.0218 0.236 0.0525 0.0688 0.0541

TAA 15 <0.01 0.138 <0.01 0.135 0.0182 0.0300 0.0315

Propiconazole 14-20 15 0.149 5.48 0.156 5.41 0.784 1.24 1.28 

Propiconazole and 

Metabolites 

15 1.57 18.7 1.62 17.4 3.65 4.78 4.13 

T 15 <0.01 <0.01 <0.01 <0.01 0.01 0.01 N/A 

TA 15 0.0158 0.174 0.0166 0.166 0.0409 0.0527 0.0400

TAA 15 <0.01 0.128 <0.0125 0.116 0.0242 0.0331 0.0274

Wheat 

Grain 

Propiconazole 0.2140-

0.2308 

24-64 15 <0.01 0.0842 <0.01 0.0779 0.0100 0.0153 0.0176

Propiconazole and 

Metabolites 

15 <0.05 0.169 <0.05 0.145 0.0556 0.0705 0.0286

T 15 <0.01 <0.01 <0.01 <0.01 0.01 0.01 N/A 

TA 15 <0.02 0.286 <0.02 0.279 0.133 0.135 0.0744

TAA 15 <0.01 0.0720 <0.01 0.0718 0.0209 0.0283 0.0172

Wheat 

Straw 

Propiconazole 24-64 15 0.0432 4.36 0.0462 4.04 0.455 1.16 1.41 

Propiconazole and 

Metabolites 

15 0.570 13.3 0.597 12.6 2.74 4.50 4.05 

T 15 <0.01 <0.01 <0.01 <0.01 0.01 0.01 N/A 

TA 15 <0.01 0.0560 <0.01 0.0515 0.0124 0.0162 0.0109

TAA 15 <0.01 0.0510 <0.01 0.0497 0.0177 0.0200 0.0114 1

 Except for sample min/max, values reflect per trial averages; n = no. of field trials. For calculation of median, mean, and 

standard deviation, the LOQ was used for any results reported as <LOQ in Tables C.3.1. and C.3.2 N/A = Not applicable. 2

 LAFT = lowest average field trial; HAFT = highest average field trial. 

D. CONCLUSION 

The submitted wheat field trial data are adequate. Following two foliar broadcast applications of 

the 1.02 lb ai/gal SE formulation of propiconazole at 0.2190-0.2306 lb ai/A, residues (and per 
 Propiconazole/PC Code 122101/Syngenta Crop Protection, LLC 

 DACO 7.4.1/7.4.2/OPPTS 860.1500/OECD IIA 6.3.1, 6.3.2, 6.3.3 and IIIA 8.3.1, 8.3.2, 8.3.3 

 Crop Field Trial/ Residue Decline - Wheat 

DP# 400030/MRID No. 48681704 Page 30 of 31

trial averages) of propiconazole per se and propiconazole and metabolites determined as 2,4-

DCBA, respectively, in/on forage were: 0.271-4.90 (0.271-4.79) and 1.18-9.00 (1.23-8.47) ppm 

at the 7-day PHI; and 0.0606-2.16 (0.0813-2.13) and 0.717-5.85 (0.778-5.46) ppm at the 14- to 

20-day PHI; corresponding residues in/on hay were: 0.444-9.82 (0.444-9.57) and 1.98-22.5 

(1.98-21.6) ppm at the 7-day PHI; and 0.149-5.48 (0.156-5.41) and 1.57-18.7 (1.62-17.4) ppm at 

the 14- to 20-day PHI. In/on grain and straw harvested at PHIs of 24-64 days following two 

applications at 0.2140-0.2308 lb ai/A, corresponding residues (and per trial averages) were: 

<0.01-0.0842 (<0.01-0.0779) and <0.05-0.169 (<0.05-0.145) ppm in/on grain, and 0.0432-4.36 

(0.0462-4.04) and 0.570-13.3 (0.597-12.6) ppm in/on straw. 

For the triazole metabolites, residues of T were below the LOQ (<0.01 ppm) in/on all samples of 

wheat forage, hay, grain, and straw. Residues (and per trial averages) of TA and TAA, 

respectively, in/on forage were <0.01-0.0975 (<0.0110-0.0918) and <0.01-0.0336 (<0.01-0.0324) 

ppm at the 7-day PHI; and <0.01-0.0740 (<0.01-0.0735) and <0.01-0.0444 (<0.01-0.0442) ppm 

at the 14- to 20-day PHI. Residues (and per trial averages) of TA and TAA, respectively, in/on 

hay were 0.0218-0.250 (0.0218-0.236) and <0.01-0.138 (<0.01-0.135) ppm at the 7-day PHI; and 

0.0158-0.174 (0.0166-0.166) and <0.01-0.128 (<0.0125-0.116) ppm at the 14- to 20-day PHI. 

Residues (and per trial averages) of TA and TAA, respectively, in/on grain and straw were: 

<0.02-0.286 (<0.02-0.279) and <0.01-0.0720 (<0.01-0.0718) ppm in/on grain; and <0.01-0.0560 

(<0.01-0.0515) and <0.01-0.0510 (<0.01-0.0497) ppm in/on straw. 

The residue decline results were variable for all crop matrices. The residue decline data indicate 

that residues of propiconazole per se and propiconazole and metabolites determined as 2,4-

DCBA generally decreased with increasing PHI in/on wheat forage and hay at both the IA and 

TX decline trials. Residues of propiconazole per se in/on straw at the IA trial were variable; 

residues increased from the 25-day PHI to the highest at the 32-day PHI, and then decreased at 

the 39- and 46-day PHI. Residues of propiconazole and metabolites determined as 2,4-DCBA 

increased with increasing PHI in/on wheat straw at the IA trial. Residues of propiconazole per 

se and propiconazole and metabolites determined as 2,4-DCBA generally decreased with 

increasing PHI in/on wheat straw at the TX trial. Residues of propiconazole per se in/on grain 

were below the LOQ at all sampling intervals at the IA trial; therefore, residue decline could not 

be assessed. At the TX trial, residues of propiconazole per se generally decreased with 

increasing PHI. Residues of propiconazole and metabolites determined as 2,4-DCBA were fairly 

constant in/on wheat grain at each sampling interval at both the IA and TX decline trials. For the 

triazole metabolites, residues of T were below the LOQ in/on all matrices at all sampling 

intervals; therefore, residue decline could not be assessed for either decline trial. At the IA trial, 

residues of TA generally increased with increasing PHI in/on forage and straw, generally 

decreased with increasing PHI in/on hay, and remained relatively constant in/on grain. At the 

TX trial, residues of TA generally decreased with increasing PHI in/on forage and hay and were 

below the LOQ at all sampling intervals in/on grain and straw; therefore, residue decline was not 

assessed. At the IA trial, residues of TAA generally decreased with increasing PHI in/on forage 

and hay, generally increased with increasing PHI in/on straw, and remained relatively constant 

in/on grain. At the TX trial, residues of TAA remained relatively constant in/on hay and were 
 Propiconazole/PC Code 122101/Syngenta Crop Protection, LLC 

 DACO 7.4.1/7.4.2/OPPTS 860.1500/OECD IIA 6.3.1, 6.3.2, 6.3.3 and IIIA 8.3.1, 8.3.2, 8.3.3 

 Crop Field Trial/ Residue Decline - Wheat 

DP# 400030/MRID No. 48681704 Page 31 of 31

below the LOQ at all sampling intervals in/on forage, grain, and straw; therefore, residue decline 

was not assessed. 

Acceptable methods were used for residue quantitation, and the study is supported by adequate 

storage stability data.

E. REFERENCES 

DP# 210742, 3/15/95, M. Rodriguez. 

DP# 240856, 2/23/05, T. Morton. 

DP# 388246, 5/28/08, M. Doherty 

DP# 363016, 1/12/12, D. Drew; 47606601.der. 

F. DOCUMENT TRACKING

RDI: T. Morton(2/27/2013); S. Hummel (2/27/2013) 

Petition Number: 2F7975 

DP Barcode(s): 400030 

PC Code: 122101 

Template Version June 2005.
Prop iconazo le!PC Code I 2210 1/Syngenta Crop Protection, LLC 

DACO 7.4.5/0PPTS 860.1520/0ECD UA 6.5.4 and IliA 8.5 

Primary Evaluator 

Approved by 

, hurston G. Morton, Chemist 

~v.~ 509P) 

Susan V. Hwnmel, Senior Scientist 

HED/RABIV (7509P) 

Date: 2/27/13 

Date: 2/27/13 

Note: This DER was originally prepared under contract by Versar, Inc. (6850 Versar Center. Springfield. VA 221 51; submitted 

6/27/J 2). The DER has been reviewed by the Health Effects Division (HED) and revised to reflect current Office of Pesticide 

Programs (OPP) policies. 

STUDY REPORTS: 

48681704 Hampton, M. (20 11) Azoxystrobin/Propiconazole SE (Al5909C) - Magnitude ofthe 

Residues in or on Wheat: Final Report. Project Number: TK0003213, T004407/08. 

Unpublished study prepared by Syngenta Crop Protection, Dragon Run Ag Services, Inc. and 

Pest Management Enterprises, Inc. 1167 p. 

EXECUTIVE SUMMARY: 

Syngenta Crop Protection, LLC. has submitted processing data for propiconazole on wheat. The 

submission also includes data for azoxystrobin. Refer to 48681 704 processing. de 1 for data 

pertaining to azoxystrobin. 

In two crop field trials conducted in LA and ND, wheat received two foliar broadcast 

applications of a multiple active ingredient (MAl) suspo-emulsion (SE) formulation (Quilt 

XcelTM) containing 1.18 lb ai/gal azoxystrobin and 1.02 lb ai/gal propiconazole. Applications 

were targeted at 14 days prior to Feekes 10.54, and Feekes 10.54. Each treated plot received two 

applications ofpropiconazole at an exaggerated rate (5x field rate) of0.5518-0.5572lb 

ail A/application, for a total seasonal rate of l.l09 lb ai/A. Applications were made at 13- to 14-

day retreatment intervals (RTls) using ground equipment in spray volumes of .29~20.04 gal/A. 

A nonionic surfactant (NIS) was added to the spray mixtures for all applications in one trial, and 

a crop oil concentrate (COC) was added to the spray mixtures at the second trial site. Wheat 

grain was harvested from the plots at a 30- to 55-day preharvest interval (PHI) and processed 

into AGF, bran, flour, germ, middlings, and shorts using simulated conunercial procedures. 

Processing was conducted by GLP Technologies (Navasota, TX). Adequate descriptions were 

provided of the processing procedures, including material balance summaries. 

Application rates in the submission were reported in terms oftotallb ai/A for combined 

application of azoxystrobin and propiconazole (refer to pg. 12 of MRID 48681704). Individual 

application rates for azoxystrobin and propiconazole were calculated by the study reviewer based 

on the ratio of the active ingredients in the product: 1.1 8/2.2 for azoxystrobin or 1.02/2.2 for 

propiconazole. 

DP# 400030/MRID No. 48681704 Page I of 19 
 Propiconazole/PC Code 122101/Syngenta Crop Protection, LLC 

 DACO 7.4.5/OPPTS 860.1520/OECD IIA 6.5.4 and IIIA 8.5 

 Processed Food and Feed - Wheat 

DP# 400030/MRID No. 48681704 Page 2 of 19

Samples were analyzed for residues of propiconazole (determined as propiconazole per se) using 

a high performance liquid chromatography method with tandem mass spectrometry detection 

(LC/MS/MS), Morse Laboratories Meth-180. The limit of quantitation (LOQ; determined as the 

lowest limit of method validation; LLMV) was 0.01 ppm. Samples were also analyzed for 

propiconazole and its metabolites convertible to 2,4-dichlorobenzoic acid (2,4-DCBA) using gas 

chromatography with mass selective detection (GC/MSD), Novartis Crop Protection method 

AG-626. This is a common moiety method in which all residues of concern are converted by 

base hydrolysis and oxidation to 2,4-DCBA, then determined as the 2,4-DCBA methyl ester, and 

reported in propiconazole equivalents. The LOQ (determined as the LLMV) was 0.05 ppm. 

Samples were analyzed for the triazole metabolites 1,2,4-triazole (T), triazole alanine (TA), and 

triazole acetic acid (TAA) using LC/MS/MS, Morse Laboratories Meth-160, Revision #2. The 

LOQs (determined as the LLMVs) were: 0.01 ppm for T in all matrices; 0.02 ppm for TA in 

grain, AGF, middlings, and shorts, 0.05 ppm in flour, 0.13 ppm in bran, and 0.15 ppm in germ; 

and 0.01 ppm for TAA in grain, middlings and shorts, 0.015 ppm in AGF, 0.02 ppm in bran and 

germ, and 0.05 ppm in flour. The methods were adequate for data collection based on acceptable 

method validation and concurrent recovery data. The fortification levels used in concurrent 

method recovery were adequate to bracket expected residue levels. Method validation and 

concurrent recoveries were corrected for apparent residues in controls; treated samples were not 

corrected for residues in controls. 

Samples were shipped from the processor to a sample preparation facility, where they were 

homogenized prior to shipment to the analytical laboratory. Samples were stored under ambient 

conditions (field sites) and frozen (<-10 °C at the preparation facility and <-20 °C at the 

analytical laboratory) from harvest/processing to analysis. Processing took place within 398 

days of harvest. Sample analyses for propiconazole and propiconazole and metabolites, 

respectively, were completed within 189-455 days (6.2-15.0 months) and 202-468 days (6.6-15.4 

months) for grain (RAC) and 52-67 days (1.7-2.2 months) and 59-74 days (1.9-2.4 months) for 

the processed commodities. Sample storage durations prior to analysis for the triazole 

metabolites were 176-447 days (5.8-14.7 months) for grain (RAC) and 37-60 days (1.2-2.0 

months) for the processed commodities. All samples were analyzed within 0-11 days of 

extraction. Adequate storage stability data are available to support the sample storage durations 

and conditions of samples from the submitted trials. 

Following two foliar broadcast applications of the 1.02 lb ai/gal SE formulation at 1.109 lb ai/A, 

average residues of propiconazole and propiconazole and metabolites determined as 2,4-DCBA, 

respectively, were: 0.0228-0.0552 and 0.210-0.251 ppm in/on wheat grain (RAC); 2.28-4.46 and 

6.97-9.63 ppm in AGF; 0.0436-0.0677 and 0.497-0.557 ppm in bran; <0.01-0.0216 and 0.0987-

0.155 ppm in middlings; <0.01-0.0270 and 0.0786-0.239 ppm in shorts; 0.0436-0.0683 and 

0.383-0.514 ppm in germ; and, were below the LOQ in flour. The processing data indicate that 

propiconazole and propiconazole and metabolites may concentrate in AGF, bran, and germ 

(average processing factors of 36-90x, 1.6-2.3x, and 1.6-2.0x) but do not concentrate in flour, 

middlings, and shorts (average processing factors of <0.22-<0.31x, <0.41-0.54x, and <0.46-

0.66x, respectively). 
 Propiconazole/PC Code 122101/Syngenta Crop Protection, LLC 

 DACO 7.4.5/OPPTS 860.1520/OECD IIA 6.5.4 and IIIA 8.5 

 Processed Food and Feed - Wheat 

DP# 400030/MRID No. 48681704 Page 3 of 19

For the triazole metabolites, residues of T were below the LOQ (<0.01 ppm) in/on all samples of 

wheat grain RAC and the processed commodities; therefore, processing factors were not 

calculated. Average residues of TA and TAA, respectively, were: 0.228-0.647 and 0.0413-0.207 

ppm in/on wheat grain (RAC); 0.110-0.570 and 0.0558-0.247 ppm in AGF; 0.568-1.74 and 

0.0708-0.331 ppm in bran; <0.05-0.169 and <0.05-0.263 ppm in flour; 0.111-0.261 and 0.0350-

0.182 ppm in middlings; 0.200-0.304 and 0.0450-0.228 ppm in shorts; and, 0.520-3.41 and 

0.0615-0.478 ppm in germ. The processing data indicate that TA may concentrate in bran and 

germ (average processing factors of 2.6x and 3.8x) but do not concentrate in AGF, flour, 

middlings, and shorts (average processing factors of 0.68x, <0.24x, 0.45x, and 0.67x, 

respectively). The processing data indicate that TAA may concentrate in AGF, bran, shorts, and 

germ (average processing factors of 1.3x, 1.7x, 1.1x, and 1.9x) but do not concentrate in flour 

and middlings (average processing factors of <0.76x and 0.86x, respectively). 

The processing factors calculated in this study were less than the maximum theoretical 

concentration factors for wheat of 7.7x for bran, 1.4x for flour, and 8.3x for shorts (based on 

separation into components; OCSPP 860.1520, Table 3). 

STUDY/WAIVER ACCEPTABILITY/DEFICIENCIES/CLARIFICATIONS: 

Under the conditions and parameters used in the study, the processed commodity residue data are 

classified as scientifically acceptable. The acceptability of this study for regulatory purposes is 

addressed in the forthcoming U.S. EPA Residue Chemistry Summary Document [DP# 400030]. 

COMPLIANCE:

Signed and dated Good Laboratory Practice (GLP), Quality Assurance, and Data Confidentiality 

statements were provided. No deviations from regulatory requirements were reported which 

would have an impact on the validity of the study. 

A. BACKGROUND INFORMATION

Propiconazole is a triazole-type fungicide that provides broad spectrum disease control through 

inhibition of sterol biosynthesis in fungi. It is registered to Syngenta Crop Protection for the 

control of fungal diseases on a variety of crops. 

The nomenclature of propiconazole, 1,2,4-triazole (T), triazole alanine (TA), and triazole acetic 

acid (TAA) are summarized in Table A.1, and the physicochemical properties of propiconazole 

are summarized in Table A.2. 
 Propiconazole/PC Code 122101/Syngenta Crop Protection, LLC 

 DACO 7.4.5/OPPTS 860.1520/OECD IIA 6.5.4 and IIIA 8.5 

 Processed Food and Feed - Wheat 

DP# 400030/MRID No. 48681704 Page 4 of 19

TABLE A.1. Nomenclature of Propiconazole and Triazoles.

Compound 

Common name Propiconazole 

Company experimental names CGA-64250 

IUPAC name 1-[2-(2,4_dichlorophenyl)-4-propyl-1,3-dioxolan-2-ylmethyl]-1H-1,2,4-triazole 

CAS name 1-[[2-(2,4-dichlorophenyl)-4-propyl-1,3-dioxolan-2-yl]methyl]-1H-1,2,4-triazole 

CAS # 60207-90-1 

End-use products/EP 

Suspo-emulsion (SE) formulation (Quilt XcelTM) containing 1.18 lb ai/gal azoxystrobin 

and 1.02 lb ai/gal propiconazole 

Compound 

Common name 2,4-DCBA 

Chemical name 2,4-dichlorobenzoic acid 

Compound 

Common name 1,2,4-Triazole (T) 

Chemical name 1H-1,2,4-triazole 

CAS registry number 288-88-0 

Compound 

Common name Triazole alanine or triazolylalanine (TA) 

Chemical name α-amino-1H-1,2,4-triazole-1-propanoic acid 

CAS registry number 114419-45-3 

Compound 

Common name Triazole acetic acid or triazolylacetic acid (TAA) 

Chemical name 1H-1,2,4-triazole-1-acetic acid 

CAS registry number 28711-29-7 

N

N N

O

O

Cl

Cl

HN

N

N

N

N

N

HO

NH2

O

N

N

N

HO

O
 Propiconazole/PC Code 122101/Syngenta Crop Protection, LLC 

 DACO 7.4.5/OPPTS 860.1520/OECD IIA 6.5.4 and IIIA 8.5 

 Processed Food and Feed - Wheat 

DP# 400030/MRID No. 48681704 Page 5 of 19

TABLE A.2. Physicochemical Properties of Technical Grade Propiconazole.

Parameter Value Reference 

Boiling point 120°C at 1.9 Pa, >250°C at 101.325 kPa MRID No.:43698701 

pH 4.9 @ 25°C (1% aqueous dispersion) MRID No.:43698701 

Density 1.289 g/cm3 typical @ 20°C MRID No.: 43698701 

Water solubility (20°C) 0.10 g/L at 20°C MRID No.: 41720301 

Solvent solubility (temperature not specified)

Completely miscible in ethanol, acetone, 

toluene and n-octanol. n-hexane = 47 g/L MRID No.: 42030201 

Vapor pressure at 25°C 4.2 x 10-7 mm Hg @ 25°C MRID No.: 41720301 

Dissociation constant (pKa) 1.09 MRID No.: 43698701 

Octanol/water partition coefficient Log(KOW)

(25 °C) 3.72 @ pH 6.6 MRID No.: 43698701 

UV/visible absorption spectrum (8max, nm) Not available MRID No.: 40583703 

B. EXPERIMENTAL DESIGN

B.1. Application and Crop Information

In two crop field trials conducted in LA and ND, wheat received two foliar broadcast 

applications of a 1.02 lb ai/gal SE formulation of propiconazole (Quilt XcelTM). Applications 

were targeted at 14 days prior to Feekes 10.54, and Feekes 10.54. Each treated plot received two 

applications of propiconazole at an exaggerated rate (5x field rate) of 0.5518-0.5572 lb 

ai/A/application, for a total seasonal rate of 1.109 lb ai/A. Applications were made at 13- to 14-

day RTIs using ground equipment in spray volumes of 5.29-20.04 gal/A. An NIS was added to 

the spray mixtures for all applications in one trial, and a COC was added to the spray mixtures at 

the second trial site. Samples of grain were harvested at maturity (PHIs of 30-55 days). Study 

use pattern data are reported in Table B.1. 

TABLE B.1. Study Use Pattern.

Location (City, 

State; Year) Trial 

ID 

EP1 Application Information Tank Mix/ 

Adjuvants4

Method; Timing Volume 

(gal/A)

Rate2

(lb ai/A)

RTI3 

(days) 

Total 

Rate2 

(lb ai/A)

Cheneyville, LA; 

2009 (E17-9032) 

1.02 lb 

ai/gal SE

1. Foliar broadcast; 80% headed 5.29 0.5572 -- 1.109 NIS 

2. Foliar broadcast; Early milk 5.94 0.5518 14 

Carrington, ND; 

2009 (C13-9038) 

1.02 lb 

ai/gal SE 

1. Foliar broadcast; BBCH 37 20.04 0.5560 -- 1.109 COC 

2. Foliar broadcast; BBCH 69 19.86 0.5530 13 1

 EP = End-use Product; a multiple active ingredient (MAI) suspo-emulsion (SE) formulation (Quilt XcelTM) containing 1.18 lb 

ai/gal azoxystrobin and 1.02 lb ai/gal propiconazole. 

2

 Application rates in the submission were reported in terms of total lb ai/A for combined application of azoxystrobin and 

propiconazole. Individual application rates for propiconazole were calculated by the study reviewer based on the ratio of the 

active ingredient in the product: reported rate X 1.02/2.2. 3

 RTI = Retreatment Interval. 

4

 NIS = non-ionic surfactant. COC = crop oil concentrate. 
 Propiconazole/PC Code 122101/Syngenta Crop Protection, LLC 

 DACO 7.4.5/OPPTS 860.1520/OECD IIA 6.5.4 and IIIA 8.5 

 Processed Food and Feed - Wheat 

DP# 400030/MRID No. 48681704 Page 6 of 19

B.2. Sample Handling and Processing Procedures 

Single control and treated bulk samples of wheat grain were collected from each plot and 

shipped via FedEx at ambient temperatures 1-7 days after collection to the processing facility, 

GLP Technologies (Navasota, TX) for processing into AGF, bran, flour, middlings, shorts, and 

germ. At GLP Technologies, samples were stored frozen (≤10 °F) prior to processing. 

Processing was completed within 398 days of harvest, and the samples were returned to frozen 

storage for up to 7 days prior to shipment to the preparation facility, Syngenta Crop Protection 

(Greensboro, NC), where they were maintained frozen (<-10 °C) prior to and following 

preparation. In preparation for analysis, samples were homogenized by grinding in a Hobart 

food cutter in the presence of dry ice. Within 25-26 days of receipt at the preparation facility, 

samples were shipped frozen via FedEx to the analytical laboratory, Morse Laboratories 

(Sacramento, CA), where they were maintained frozen (~ -20 °C) prior to analysis. 

The processing procedures simulated commercial operations of wheat production as closely as 

possible to generate the required fraction of wheat grain (RAC) and the processed fractions, with 

some variations to commercial methods. Processing flowcharts for wheat AGF and processed 

fractions, copied without alteration from MRID 48681704, are presented in Figures B.2.1 and 

B.2.2, respectively. 
 Propiconazole/PC Code 122101/Syngenta Crop Protection, LLC 

 DACO 7.4.5/OPPTS 860.1520/OECD IIA 6.5.4 and IIIA 8.5 

 Processed Food and Feed - Wheat 

DP# 400030/MRID No. 48681704 Page 7 of 19

FIGURE B.2.1. Processing Flowchart for Wheat Aspirated Grain Fractions.
 Propiconazole/PC Code 122101/Syngenta Crop Protection, LLC 

 DACO 7.4.5/OPPTS 860.1520/OECD IIA 6.5.4 and IIIA 8.5 

 Processed Food and Feed - Wheat 

DP# 400030/MRID No. 48681704 Page 8 of 19

FIGURE B.2.2. Processing Flowchart for Wheat Bran, Flour, Middlings, Shorts, and 

Germ. 
 Propiconazole/PC Code 122101/Syngenta Crop Protection, LLC 

 DACO 7.4.5/OPPTS 860.1520/OECD IIA 6.5.4 and IIIA 8.5 

 Processed Food and Feed - Wheat 

DP# 400030/MRID No. 48681704 Page 9 of 19

B.3. Analytical Methodology

Samples were analyzed for residues of propiconazole (determined as propiconazole per se) using 

a LC/MS/MS method, Morse Laboratories Meth-180. Samples were also analyzed for 

propiconazole and its metabolites convertible to 2,4-dichlorobenzoic acid (2,4-DCBA) using gas 

GC/MSD, Novartis Crop Protection method AG-626. This is a common moiety method in 

which all residues of concern are converted by base hydrolysis and oxidation to 2,4-DCBA, then 

determined as the 2,4-DCBA methyl ester, and reported in propiconazole equivalents. Samples 

were analyzed for the triazole metabolites T, TA, and TAA using LC/MS/MS, Morse 

Laboratories Meth-160, Revision #2. 

For determination of residues of propiconazole per se, samples were extracted with 

methanol:water (80:20, v:v) and filtered. Water and saturated NaCl solution were added to an 

aliquot of the filtrate, which was then partitioned three times with hexane. The combined hexane 

extracts were evaporated to dryness, reconstituted in acetonitrile:water (30:70, v:v), and then 

analyzed using LC/MS/MS. The LOQ (determined as the LLMV) was 0.01 ppm; the limit of 

detection (LOD) was not reported. 

For determination of residues of propiconazole and metabolites convertible to 2,4-DCBA, 

samples were refluxed with methanol:ammonium hydroxide (80:20, v:v). An aliquot of the 

extract was evaporated to dryness. The residues were dissolved in aqueous NaOH and heated in 

the presence of potassium permanganate for oxidation of propiconazole and metabolites to 2,4-

DCBA. The sample was acidified with HCl and partitioned with hexane:ethyl ether (90:10, v:v). 

The organic phase was evaporated to dryness and derivatized with diazomethane to form the 

methyl ester of 2,4-DCBA. The derivatized extract was evaporated to dryness, reconstituted in 

hexane, and purified using an alumina solid phase extraction (SPE) cartridge. The sample was 

reduced to a known volume using nitrogen evaporation and then analyzed using GC/MSD. The 

LOQ (determined as the LLMV) was 0.05 ppm; the LOD was not reported. 

For determination of T, TA, and TAA, samples were extracted with methanol:water (80:20, v:v). 

Following the addition of Celite, the extracts were vacuum filtered, rinsed, and brought to 

volume with methanol:water (80:20, v:v). For determination of TAA, an aliquot of the extract 

were purified by SPE and then derivatized by HCl/butanol esterification. The TA aliquot 

underwent two derivatizations: an esterification using HCl/butanol and an acylation using 

heptafluorobutyric anhydride (HFBA). The T aliquot was directly derivatized with dansyl 

chloride to produce the dansyl derivative of 1,2,4-triazole and partitioned into ethyl acetate. All 

metabolite extracts were then evaporated to dryness, redissolved in acetonitrile:water (30:70, 

v:v), and analyzed using LC/MS/MS detection. The LOQs (determined as the LLMVs) were: 

0.01 ppm for T in all matrices; 0.02 ppm for TA in grain, AGF, middlings, and shorts, 0.05 ppm 

in flour, 0.13 ppm in bran, and 0.15 ppm in germ; and 0.01 ppm for TAA in grain, middlings, 

and shorts, 0.015 ppm in AGF, 0.02 ppm in bran and germ, and 0.05 ppm in flour. The LODs 

were not reported. 

The methods were validated prior to and in conjunction with the field trial samples. 
 Propiconazole/PC Code 122101/Syngenta Crop Protection, LLC 

 DACO 7.4.5/OPPTS 860.1520/OECD IIA 6.5.4 and IIIA 8.5 

 Processed Food and Feed - Wheat 

DP# 400030/MRID No. 48681704 Page 10 of 19

C. RESULTS AND DISCUSSION 

Sample storage conditions and durations are reported in Table C.2. Samples were shipped from 

the processor to a sample preparation facility, where they were homogenized prior to shipment to 

the analytical laboratory. Samples were stored under ambient conditions (field sites) and frozen 

(<-10 °C at the preparation facility and <-20 °C at the analytical laboratory) from 

harvest/processing to analysis. Processing took place within 398 days of harvest. Sample 

analyses for propiconazole and propiconazole and metabolites, respectively, were completed 

within 189-455 days (6.2-15.0 months) and 202-468 days (6.6-15.4 months) for grain (RAC) and 

52-67 days (1.7-2.2 months) and 59-74 days (1.9-2.4 months) for the processed commodities. 

Sample storage durations prior to analysis for the triazole metabolites were 176-447 days (5.8-

14.7 months) for grain (RAC) and 37-60 days (1.2-2.0 months) for the processed commodities. 

All samples were analyzed within 0-11 days of extraction. Acceptable storage stability data for 

propiconazole are available indicating that residues of propiconazole and metabolites convertible 

to 2,4-DCBA are stable during frozen storage for up to: 38 months in/on grass forage and straw 

(DP# 210742, 3/15/95, M. Rodriguez); and for up to 36 months in/on wheat grain (DP# 240856, 

2/23/05, T. Morton). In addition, acceptable data have been submitted indicating that residues of 

propiconazole per se are stable during frozen storage for up to 24 months in/on barley grain and 

30 months in/on soybean seed (refer to 48681707.der). Acceptable storage stability data for the 

triazole metabolites are available (DP# 363016, 1/12/12, D. Drew; 47606601.der) indicating that 

residues of T, TA, and TAA are stable during frozen storage in/on wheat grain and flour, and 

residues of TA and TAA are stable in wheat bran for up to 4 years; residues of T in wheat bran 

are relatively stable for up to 1 year, but decline thereafter. Additional storage stability data for 

the triazole metabolites (DP# 388246, 5/28/08, M. Doherty) indicate that residues of TA and 

TAA are stable in/on wheat grain for up to 13 months. These data are adequate to support the 

storage durations and conditions of samples from the submitted field trials. 

Method validation and concurrent method recovery data for the GC/MSD and LC/MS/MS 

methods are presented in Table C.1. Samples were fortified at 0.01-5.0 ppm with propiconazole, 

at 0.05-10 ppm with propiconazole and metabolites, at 0.01-0.1 ppm with T, at 0.02-4.0 ppm 

with TA, and at 0.01-2.5 ppm with TAA. The methods were adequate for data collection based 

on acceptable method validation and concurrent recovery data. Recoveries were within the 

acceptable range of 70-120%. The fortification levels used in concurrent method recovery were 

adequate to bracket expected residue levels. Apparent residues of propiconazole, propiconazole 

and metabolites determined as 2,4-DCBA, and metabolite T were at or below the LOQ in/on all 

samples of untreated wheat. Quantifiable apparent residues of TA were observed in/on one 

sample each of untreated AGF (0.13 ppm), bran (0.61 ppm), flour (0.10 ppm), germ (1.5 ppm), 

middlings (0.16 ppm), and shorts (0.19 ppm). Quantifiable apparent residues of TAA were 

observed in/on one sample each of untreated AGF (0.10 ppm), bran (0.19 ppm), flour (0.18 

ppm), germ (0.28 ppm), middlings (0.15 ppm), and shorts (0.20 ppm). The petitioner attributed 

the occurrence of residues of TA and TAA in/on untreated samples to the widespread use of 

triazoles and the non-specific nature of the common moiety method of analysis. Method 

validation and concurrent recoveries were corrected for apparent residues in controls; treated 

samples were not corrected for residues in controls. 
 Propiconazole/PC Code 122101/Syngenta Crop Protection, LLC 

 DACO 7.4.5/OPPTS 860.1520/OECD IIA 6.5.4 and IIIA 8.5 

 Processed Food and Feed - Wheat 

DP# 400030/MRID No. 48681704 Page 11 of 19

Residue data from the wheat processing study are reported in Tables C.3.1 (propiconazole) and 

C.3.2 (triazole metabolites). Following two foliar broadcast applications of the 1.02 lb ai/gal SE 

formulation at 1.109 lb ai/A, average residues of propiconazole and propiconazole and 

metabolites determined as 2,4-DCBA, respectively, were: 0.0228-0.0552 and 0.210-0.251 ppm 

in/on wheat grain (RAC); 2.28-4.46 and 6.97-9.63 ppm in AGF; 0.0436-0.0677 and 0.497-0.557 

ppm in bran; <0.01-0.0216 and 0.0987-0.155 ppm in middlings; <0.01-0.0270 and 0.0786-0.239 

ppm in shorts; 0.0436-0.0683 and 0.383-0.514 ppm in germ; and, were below the LOQ in flour. 

The processing data indicate that propiconazole and propiconazole and metabolites may 

concentrate in AGF, bran, and germ (average processing factors of 36-90x, 1.6-2.3x, and 1.6-

2.0x) but do not concentrate in flour, middlings, and shorts (average processing factors of <0.22-

<0.31x, <0.41-0.54x, and <0.46-0.66x, respectively). 

For the triazole metabolites, residues of T were below the LOQ (<0.01 ppm) in/on all samples of 

wheat grain RAC and the processed commodities; therefore, processing factors were not 

calculated. Average residues of TA and TAA, respectively, were: 0.228-0.647 and 0.0413-0.207 

ppm in/on wheat grain (RAC); 0.110-0.570 and 0.0558-0.247 ppm in AGF; 0.568-1.74 and 

0.0708-0.331 ppm in bran; <0.05-0.169 and <0.05-0.263 ppm in flour; 0.111-0.261 and 0.0350-

0.182 ppm in middlings; 0.200-0.304 and 0.0450-0.228 ppm in shorts; and, 0.520-3.41 and 

0.0615-0.478 ppm in germ. The processing data indicate that TA may concentrate in bran and 

germ (average processing factors of 2.6x and 3.8x) but do not concentrate in AGF, flour, 

middlings, and shorts (average processing factors of 0.68x, <0.24x, 0.45x, and 0.67x, 

respectively). The processing data indicate that TAA may concentrate in AGF, bran, shorts, and 

germ (average processing factors of 1.3x, 1.7x, 1.1x, and 1.9x) but do not concentrate in flour 

and middlings (average processing factors of <0.76x and 0.86x, respectively). 

The processing factors calculated in this study were less than the maximum theoretical 

concentration factors for wheat of 7.7x for bran, 1.4x for flour, and 8.3x for shorts (based on 

separation into components; OCSPP 860.1520, Table 3). 

TABLE C.1. Summary of Method and Concurrent Recoveries of Propiconazole and its Triazole 

Metabolites from Wheat Matrices.

Matrix Analyte Spike 

Level 

(ppm) 

Sample 

Size 

(n) 

Recoveries 

(%)1

Mean ± Std. 

Dev. 

(%)2,3

LC/MS/MS Meth-180

Method Validation Recoveries 

Wheat Grain4 Propiconazole 0.01 3 90, 102, 92 95 ± 6.4 

0.1 3 78, 81, 76 78 ± 2.5 

Wheat Flour 0.01 3 78, 72, 74 75 ± 3.1 

0.1 3 75, 71, 70 72 ± 2.6 

Wheat Germ 0.01 3 93, 95, 97 95 ± 2.0 

0.1 3 97, 98, 98 98 ± 0.58 
 Propiconazole/PC Code 122101/Syngenta Crop Protection, LLC 

 DACO 7.4.5/OPPTS 860.1520/OECD IIA 6.5.4 and IIIA 8.5 

 Processed Food and Feed - Wheat 

DP# 400030/MRID No. 48681704 Page 12 of 19

TABLE C.1. Summary of Method and Concurrent Recoveries of Propiconazole and its Triazole 

Metabolites from Wheat Matrices.

Matrix Analyte Spike 

Level 

(ppm) 

Sample 

Size 

(n) 

Recoveries 

(%)1

Mean ± Std. 

Dev. 

(%)2,3

Concurrent Recoveries

Wheat Grain Propiconazole 0.01 1 92 92 

1.0 1 84 84 

Wheat AGF 0.01 1 73 73 

0.1 1 71 71 

5.0 1 104 104 

Wheat Bran 0.01 1 80 80 

0.1 1 83 83 

Wheat Flour 0.01 1 75 75 

0.1 1 70 70 

Wheat 

Middlings 

0.01 1 79 79 

0.1 1 78 78 

Wheat Shorts 0.01 2 75, 83 79 

0.1 2 76, 70 73 

Wheat Germ 0.01 1 93 93 

0.1 1 86 86 

GC/MSD method AG-626

Method Validation Recoveries 

Wheat Grain4 Propiconazole and 

metabolites 

determined as 2,4-

DCBA 

0.05 3 107, 108, 111 109 ± 2.1 

0.5 3 95, 88, 91 91 ± 3.5 

Wheat Flour 0.05 3 98, 91, 104 98 ± 6.5 

0.5 3 92, 99, 90 94 ± 4.7 

Wheat Germ 0.05 3 101, 104, 102 102 ± 1.5 

0.5 3 87, 91, 86 88 ± 2.6 

Concurrent Recoveries

Wheat AGF Propiconazole and 

metabolites 

determined as 2,4-

DCBA 

0.05 1 93 93 

10 1 82 82 

Wheat Bran 0.05 1 92 92 

5.0 1 88 88 

Wheat Flour 0.05 1 86 86 

10 1 77 77 

Wheat 

Middlings 

0.05 1 104 104 

10 1 85 85 

Wheat Shorts 0.05 1 84 84 

5.0 1 84 84 

Wheat Germ 0.05 1 99 99 

10 1 76 76 
 Propiconazole/PC Code 122101/Syngenta Crop Protection, LLC 

 DACO 7.4.5/OPPTS 860.1520/OECD IIA 6.5.4 and IIIA 8.5 

 Processed Food and Feed - Wheat 

DP# 400030/MRID No. 48681704 Page 13 of 19

TABLE C.1. Summary of Method and Concurrent Recoveries of Propiconazole and its Triazole 

Metabolites from Wheat Matrices.

Matrix Analyte Spike 

Level 

(ppm) 

Sample 

Size 

(n) 

Recoveries 

(%)1

Mean ± Std. 

Dev. 

(%)2,3

LC/MS/MS Meth-160

Concurrent Recoveries 

Wheat AGF T 0.01 1 84 84 

0.1 1 89 89 

TA 0.02 1 94 94 

0.3 1 121 121 

3.0 1 118 118 

TAA 0.015 1 97 97 

0.25 1 101 101 

2.5 1 99 99 

Wheat Bran T 0.01 2 88, 102 95 

0.1 2 90, 102 96 

TA 0.13 1 100 100 

0.2 2 70, 90 80 

2.0 3 79, 88, 101 89 ± 11 

TAA 0.02 1 100 100 

0.04 1 77 77 

0.4 1 75 75 

0.5 1 98 98 

Wheat Flour T 0.01 2 102, 105 104 

0.1 2 92, 102 97 

TA 0.05 2 104, 78 91 

0.5 2 81, 73 77 

TAA 0.05 2 84, 90 87 

0.5 2 73, 96 84 

Wheat 

Middlings 

T 0.01 2 92, 97 94 

0.1 2 104, 111 108 

TA 0.02 2 116, 71 94 

0.2 1 86 86 

0.5 1 73 73 

TAA 0.01 2 90, 82 86 

0.1 1 88 88 

0.5 1 88 88 

Wheat Shorts T 0.01 2 108, 106 107 

0.1 2 109, 104 106 

TA 0.02 2 114, 77 96 

0.2 1 104 104 

0.5 1 79 79 

TAA 0.01 2 91, 91 91 

0.1 1 91 91 

0.5 1 88 88 
 Propiconazole/PC Code 122101/Syngenta Crop Protection, LLC 

 DACO 7.4.5/OPPTS 860.1520/OECD IIA 6.5.4 and IIIA 8.5 

 Processed Food and Feed - Wheat 

DP# 400030/MRID No. 48681704 Page 14 of 19

TABLE C.1. Summary of Method and Concurrent Recoveries of Propiconazole and its Triazole 

Metabolites from Wheat Matrices.

Matrix Analyte Spike 

Level 

(ppm) 

Sample 

Size 

(n) 

Recoveries 

(%)1

Mean ± Std. 

Dev. 

(%)2,3

Wheat Germ T 0.01 2 113, 101 107 

0.1 2 117, 99 108 

TA 0.15 1 102 102 

0.3 2 105, 112 108 

3.0 2 100, 108 104 

4.0 1 99 99 

TAA 0.02 1 100 100 

0.05 1 103 103 

0.5 2 101, 104 102 1

 Concurrent recoveries were corrected for apparent residues in control samples. 2

 Standard deviations are calculated only for fortification levels having ≥3 samples. 3

 Means and standard deviations were calculated by the petitioner. 

4 Method recovery data for grain are also presented in the crop field trial DER (48681704.de2). 

TABLE C.2. Summary of Storage Conditions.

Matrix Analyte Storage Temperature 

(°C) 

Actual Storage Duration1 Limit of Demonstrated Storage 

Stability 

Propiconazole 

Grain Propiconazole Ambient at field sites; 

10 °F at processor; 

-10 at preparation 

facility; 

-20 at analytical 

laboratory 

189-455 days (6.2-15.0 months) Residues of propiconazole and 

metabolites convertible to 2,4-

DCBA are stable during frozen 

storage for up to: 38 months in/on 

grass forage and straw2; and for up 

to 36 months in/on wheat grain3

. 

Residues of propiconazole per se

are stable during frozen storage for 

up to 24 months in/on barley grain 

and 30 months in/on soybean seed4

.

Propiconazole 

and 

Metabolites 

202-468 days (6.6-15.4 months) 

AGF Propiconazole 55-62 days (1.8-2.0 months) 

Propiconazole 

and 

Metabolites 

67-74 days (2.2-2.4 months) 

Bran Propiconazole 52-59 days (1.7-1.9 months) 

Propiconazole 

and 

Metabolites 

59-66 days (1.9-2.2 months) 

Flour Propiconazole 56-63 days (1.8-2.1 months) 

Propiconazole 

and 

Metabolites 

67-73 days (2.2-2.4 months) 

Middlings Propiconazole 60-67 days (2.0-2.2 months) 

Propiconazole 

and 

Metabolites 

65-72 days (2.1-2.4 months) 

Shorts Propiconazole 62-64 days (2.0-2.1 months) 

Propiconazole 

and 

Metabolites 

65-72 days (2.1-2.4 months) 

Germ Propiconazole 56-63 days (1.8-2.1 months) 

Propiconazole 

and 

Metabolites 

67-74 days (2.2-2.4 months) 
 Propiconazole/PC Code 122101/Syngenta Crop Protection, LLC 

 DACO 7.4.5/OPPTS 860.1520/OECD IIA 6.5.4 and IIIA 8.5 

 Processed Food and Feed - Wheat 

DP# 400030/MRID No. 48681704 Page 15 of 19

TABLE C.2. Summary of Storage Conditions.

Matrix Analyte Storage Temperature 

(°C) 

Actual Storage Duration1 Limit of Demonstrated Storage 

Stability 

Triazole metabolites 

Grain T Ambient at field sites; 

10 °F at processor; 

-10 at preparation 

facility; 

-20 at analytical 

laboratory 

176-442 days (5.8-14.5 months) Residues of T, TA, and TAA are 

stable during frozen storage in/on 

wheat grain and flour, and residues 

of TA and TAA are stable in wheat 

bran for up to 4 years; residues of T 

in wheat bran are relatively stable 

for up to 1 year, but decline 

thereafter.5

 Residues of TAA are 

stable in/on wheat grain for up to 

13 months, and residues of TA are 

stable in/on wheat grain for up to 

13 months.6 

TA 181-447 days (6.0-14.7 months) 

TAA 181-447 days (6.0-14.7 months) 

AGF T 43-50 days (1.4-1.6 months) 

TA 42-49 days (1.4-1.6 months) 

TAA 43-50 days (1.4-1.6 months) 

Bran T 38-50 days (1.3-1.6 months) 

TA 38-51 days (1.3-1.7 months) 

TAA 38-51 days (1.3-1.7 months) 

Flour T 38-59 days (1.3-1.9 months) 

TA 43-60 days (1.4-2.0 months) 

TAA 44-60 days (1.4-2.0 months) 

Middlings T 38-55 days (1.3-1.8 months) 

TA 37-56 days (1.2-1.8 months) 

TAA 38-56 days (1.3-1.8 months) 

Shorts T 38-57 days (1.3-1.9 months) 

TA 44-57 days (1.4-1.9 months) 

TAA 38-56 days (1.3-1.8 months) 

Germ T 39-50 days (1.3-1.6 months) 

TA 38-51 days (1.3-1.7 months) 

TAA 39-51 days (1.3-1.7 months) 1

 Interval from harvest to analysis. Extracts were stored 0-11 days prior to analysis. Samples were processed within 398 days of 

harvest. 

2

 DP# 210742, 3/15/95, M. Rodriguez. 

3

 DP# 240856, 2/23/05, T. Morton. 

4

 Refer to 48681707.der. 

5

 DP# 363016, 1/12/12, D. Drew; 47606601.der. 

6 DP# 388246, 5/28/08, M. Doherty. 
 Propiconazole/PC Code 122101/Syngenta Crop Protection, LLC 

 DACO 7.4.5/OPPTS 860.1520/OECD IIA 6.5.4 and IIIA 8.5 

 Processed Food and Feed - Wheat 

DP# 400030/MRID No. 48681704 Page 16 of 19

TABLE C.3.1 Residue Data for Propiconazole from Wheat Processing Study with Propiconazole.

RAC Processed 

Commodity 

Total 

Rate 

(lb ai/A) 

PHI Residues (ppm)1 [Average] Processing Factor2

Propiconazole Propiconazole and 

metabolites Propiconazole Propiconazole and 

metabolites 

Cheneyville, LA; 2009 (E17-9032) 

Wheat Grain (RAC) 1.109 30 0.0590, 0.0601, 

0.0465 [0.0552] 

0.255, 0.218, 0.280 

[0.251] 

-- -- 

AGF 4.49, 4.43 [4.46] 9.05, 10.2 [9.63] 81x 38x 

Bran 0.0724, 0.0629 

[0.0677] 

0.519, 0.475 

[0.497] 

1.2x 2.0x 

Flour <0.01, <0.01 

[<0.01] 

<0.05, <0.05 

[<0.05] 

<0.18x <0.20x 

Middlings 0.0210, 0.0221 

[0.0216] 

0.153, 0.157 

[0.155] 

0.39x 0.62x 

Shorts 0.0286, 0.0254 

[0.0270] 

0.236, 0.241 

[0.239] 

0.49x 0.95x 

Germ 0.0730, 0.0635 

[0.0683] 

0.370, 0.395 

[0.383] 

1.2x 1.5x 

Carrington, ND; 2009 (C13-9038) 

Wheat Grain (RAC) 1.109 55 0.0256, 0.0200, 

0.0227 [0.0228] 

0.214, 0.227, 0.188 

[0.210] 

-- -- 

AGF 2.28, 2.28 [2.28] 7.41, 6.53 [6.97] 100x 33x 

Bran 0.0441, 0.0431 

[0.0436] 

0.507, 0.607 

[0.557] 

1.9x 2.7x 

Flour <0.01, <0.01 

[<0.01] 

<0.05, <0.05 

[<0.05] 

<0.44x <0.24x 

Middlings <0.01, <0.01 

[<0.01] 

0.109, 0.0883 

[0.0987] 

<0.44x 0.47x 

Shorts <0.01, <0.01 

[<0.01] 

0.0764, 0.0807 

[0.0786] 

<0.44x 0.37x 

Germ 0.0453, 0.0419 

[0.0436] 

0.513, 0.514 

[0.514] 

1.9x 2.4x 

Average

Wheat Grain (RAC) 1.109 30-

55 

-- -- 

AGF 90x 36x 

Bran 1.6x 2.3x 

Flour <0.31x <0.22x 

Middlings <0.41x 0.54x 

Shorts <0.46x 0.66x 

Germ 1.6x 2.0x 1

 The LOQ was 0.01 and 0.05 ppm for propiconazole and propiconazole and metabolites, respectively, in all matrices. Per trial 

average residues were calculated by the study reviewer using the LOQ for all residues reported as <LOQ. 

2

 Processing Factor = [Measured residue for analyte in the processed fraction] / [Measured residue for analyte in the grain RAC]. 
 Propiconazole/PC Code 122101/Syngenta Crop Protection, LLC 

 DACO 7.4.5/OPPTS 860.1520/OECD IIA 6.5.4 and IIIA 8.5 

 Processed Food and Feed - Wheat 

DP# 400030/MRID No. 48681704 Page 17 of 19

TABLE C.3.2 Residue Data for Triazole Metabolites from Wheat Processing Study with Propiconazole.

RAC Processed 

Commodity 

Total 

Rate 

(lb ai/A) 

PHI Residues (ppm)1 [Average] Processing Factor2

T TA TAA T TA TAA 

Cheneyville, LA; 2009 (E17-9032) 

Wheat Grain (RAC) 1.109 30 <0.01, 

<0.01, 

<0.01 

[<0.01] 

0.224, 

0.223, 0.236 

[0.228] 

0.0410, 

0.0416, 

0.0412 

[0.0413] 

-- -- -- 

AGF <0.01, 

<0.01 

[<0.01] 

0.111, 0.108 

[0.110] 

0.0565, 

0.0550 

[0.0558] 

NC3 0.48x 1.4x 

Bran <0.01, 

<0.01 

[<0.01] 

0.520, 0.615 

[0.568] 

0.0660, 

0.0755 

[0.0708] 

NC 2.5x 1.7x 

Flour <0.01, 

<0.01 

[<0.01] 

<0.05, 

<0.05 

[<0.05] 

<0.05, 

<0.05 

[<0.05] 

NC <0.22x <0.24x4

Middlings <0.01, 

<0.01 

[<0.01] 

0.130, 

0.0925 

[0.111] 

0.0382, 

0.0318 

[0.0350] 

NC 0.49x 0.85x 

Shorts <0.01, 

<0.01 

[<0.01] 

0.243, 0.156 

[0.200] 

0.0510, 

0.0390 

[0.0450] 

NC 0.88x 1.1x 

Germ <0.01, 

<0.01 

[<0.01] 

0.505, 0.535 

[0.520] 

0.0600, 

0.0630 

[0.0615] 

NC 2.3x 1.5x 

Carrington, ND; 2009 (C13-9038) 

Wheat Grain (RAC) 1.109 55 <0.01, 

<0.01, 

<0.01 

[<0.01] 

0.620, 

0.590, 0.730 

[0.647] 

0.192, 

0.192, 0.236 

[0.207] 

-- -- -- 

AGF <0.01, 

<0.01 

[<0.01] 

0.595, 0.545 

[0.570] 

0.248, 0.246 

[0.247] 

NC 0.88x 1.2x 

Bran <0.01, 

<0.01 

[<0.01] 

1.72, 1.76 

[1.74] 

0.306, 0.355 

[0.331] 

NC 2.7x 1.6x 

Flour <0.01, 

<0.01 

[<0.01] 

0.186, 0.152 

[0.169] 

0.247, 0.278 

[0.263] 

NC 0.26x 1.3x 

Middlings <0.01, 

<0.01 

[<0.01] 

0.289, 0.233 

[0.261] 

0.198, 0.165 

[0.182] 

NC 0.40x 0.88x 

Shorts <0.01, 

<0.01 

[<0.01] 

0.394, 0.214 

[0.304] 

0.284, 0.171 

[0.228] 

NC 0.47x 1.1x 

Germ <0.01, 

<0.01 

[<0.01] 

3.50, 3.32 

[3.41] 

0.465, 0.491 

[0.478] 

NC 5.3x 2.3x 
 Propiconazole/PC Code 122101/Syngenta Crop Protection, LLC 

 DACO 7.4.5/OPPTS 860.1520/OECD IIA 6.5.4 and IIIA 8.5 

 Processed Food and Feed - Wheat 

DP# 400030/MRID No. 48681704 Page 18 of 19

TABLE C.3.2 Residue Data for Triazole Metabolites from Wheat Processing Study with Propiconazole.

RAC Processed 

Commodity 

Total 

Rate 

(lb ai/A) 

PHI Residues (ppm)1 [Average] Processing Factor2

T TA TAA T TA TAA 

Average

Wheat Grain (RAC) 1.109 30-

55 

-- -- -- 

AGF NC 0.68x 1.3x 

Bran NC 2.6x 1.7x 

Flour NC <0.24x <0.76x 

Middlings NC 0.45x 0.86x 

Shorts NC 0.67x 1.1x 

Germ NC 3.8x 1.9x 1

 The LOQs were: 0.01 ppm for T in all matrices; 0.02 ppm for TA in grain, AGF, middlings, and shorts, 0.05 ppm in flour, 0.13 

ppm in bran, and 0.15 ppm in germ; and 0.01 ppm for TAA in grain, middlings, and shorts, 0.015 ppm in AGF, 0.02 ppm in bran, 

and germ, and 0.05 ppm in flour. 

2

 Processing Factor = [Measured residue for analyte in the processed fraction] / [Measured residue for analyte in the grain RAC]. 3

 NC = Not calculated; residues were below the LOQ in both RAC and processed fraction. 4 To account for the 5-fold difference between the LOQ values for TAA in grain and flour, a 5x adjustment was included in the 

calculation of the processing factor for flour. 

D. CONCLUSION

The submitted wheat processing study is acceptable. Following two foliar broadcast applications 

of the 1.02 lb ai/gal SE formulation at 1.109 lb ai/A, average residues of propiconazole and 

propiconazole and metabolites determined as 2,4-DCBA, respectively, were: 0.0228-0.0552 and 

0.210-0.251 ppm in/on wheat grain (RAC); 2.28-4.46 and 6.97-9.63 ppm in AGF; 0.0436-0.0677 

and 0.497-0.557 ppm in bran; <0.01-0.0216 and 0.0987-0.155 ppm in middlings; <0.01-0.0270 

and 0.0786-0.239 ppm in shorts; 0.0436-0.0683 and 0.383-0.514 ppm in germ; and, were below 

the LOQ in flour. The processing data indicate that propiconazole and propiconazole and 

metabolites may concentrate in AGF, bran, and germ (average processing factors of 36-90x, 1.6-

2.3x, and 1.6-2.0x) but do not concentrate in flour, middlings, and shorts (average processing 

factors of <0.22-<0.31x, <0.41-0.54x, and <0.46-0.66x, respectively). 

For the triazole metabolites, residues of T were below the LOQ (<0.01 ppm) in/on all samples of 

wheat grain RAC and the processed commodities; therefore, processing factors were not 

calculated. Average residues of TA and TAA, respectively, were: 0.228-0.647 and 0.0413-0.207 

ppm in/on wheat grain (RAC); 0.110-0.570 and 0.0558-0.247 ppm in AGF; 0.568-1.74 and 

0.0708-0.331 ppm in bran; <0.05-0.169 and <0.05-0.263 ppm in flour; 0.111-0.261 and 0.0350-

0.182 ppm in middlings; 0.200-0.304 and 0.0450-0.228 ppm in shorts; and, 0.520-3.41 and 

0.0615-0.478 ppm in germ. The processing data indicate that TA may concentrate in bran and 

germ (average processing factors of 2.6x and 3.8x) but do not concentrate in AGF, flour, 

middlings, and shorts (average processing factors of 0.68x, <0.24x, 0.45x, and 0.67x, 

respectively). The processing data indicate that TAA may concentrate in AGF, bran, shorts, and 

germ (average processing factors of 1.3x, 1.7x, 1.1x, and 1.9x) but do not concentrate in flour 

and middlings (average processing factors of <0.76x and 0.86x, respectively). The observed 

concentration factors were less than the theoretical concentration factors. 
 Propiconazole/PC Code 122101/Syngenta Crop Protection, LLC 

 DACO 7.4.5/OPPTS 860.1520/OECD IIA 6.5.4 and IIIA 8.5 

 Processed Food and Feed - Wheat 

DP# 400030/MRID No. 48681704 Page 19 of 19

An acceptable method was used for residue quantitation, and the study is supported by adequate 

storage stability data. 

E. REFERENCES 

DP# 210742, 3/15/95, M. Rodriguez. 

DP# 240856, 2/23/05, T. Morton. 

DP# 388246, 5/28/08, M. Doherty 

DP# 363016, 1/12/12, D. Drew; 47606601.der. 

F. DOCUMENT TRACKING

RDI: T. Morton(2/27/2013); S. Hummel (2/27/2013) 

Petition Number: 2F7975 

DP Barcode(s): 400030 

PC Code: 122101 

Template Version June 2005
• +1 Propiconazole/PC Code 12210 l/Syngenta Crop Protection, LLC 

~ DACO 7.3/0PPTS 860.1380/0ECD IIA 6.1.1 and lilA 8.1.1 

= I Storage Stability- Sugar beet tops and roots, soybean (seed), barley grain, and apple 

Approved by 

Susan V. Hummel, Senior Scientist 

HED/RABIV (7509P) 

Date: 2/27/13 

Date: 2/27/ 13 

Note: This Data Evaluation Record (DER) was originally prepared under contract by Versar, Inc. (6850 Versar 

Center, Springfield, VA 22151; submitted 6/27/ 12). The DER has been reviewed by HED and revised to reflect 

current Office of Pesticide Programs (OPP) policies. 

STUDY REPORT: 

48681707 Royer, A. (2009) Propiconazole- Stability of Propiconazole (CGA64250) Residues in 

Sugar Beet Tops and Roots, Soybean, Barley Grain and Apples Under Freezer Storage 

Conditions: Final Report. Project Number: T003886/05, T003886/05/REG. Unpublished study 

prepared by Eurofins/ ADME Bioanalyses. 43 p. 

EXECUTIVE SUMMARY: 

Syngenta Crop Protection, LLC. has submitted the results of a storage stability study with 

propiconazole on sugar beet tops and root, soybean (seed), barley grain, and apple. Untreated 

samples were fortified with propiconazole at 0.1 ppm. The treated samples were stored frozen (-

20 ± 5 °C), and were analyzed at target storage intervals of - 0, 3, 6, 12, and 24 months (all tested 

crop matrices) and 30 months (soybean). Actual storage intervals were: 0 days, 90-91 days (3.0 

months), 183-184 days (6.1 months), 364-365 days (12.0 months), 750-751 days (24.7 months), 

and 916 days (30.1 months). The study was conducted by Eurofins/ADME Bioanalyses 

(V ergeze, France). 

Samples were analyzed for residues of propiconazole per se using a high performance liquid 

chromatography method with tandem mass spectrometry detection (LCIMSIMS), method REM 

130. 11 (also referenced as AGR/MOA/PROPIC-4 at Eurofins/ADME Bioanalyses). The method 

was adequate for data collection based on acceptable concurrent recovery data. The limit of 

quantitation (LOQ) as reported by the petitioner was 0.01 ppm for all matrices. 

The study results indicate that residues of propiconazole are stable under frozen storage 

conditions (-20 ± 5°C) for up to 24 months inion sugar beet tops and root, barley grain, and 

apple, and for up to 30 months inion soybean. 

STUDY IW AIVER ACCEPT ABILITY /DEFICIENCIES/CLARIFICATIONS: 

Under the conditions and parameters used in the study, the storage stability data are classified as 

scientifically acceptable. The acceptability of this study for regulatory purposes is addressed in 

the forthcoming U.S. EPA Residue Chemistry Summary Document [DP# 400030]. 

DP# 400030/MRID No. 48681707 Page I of6 
Propiconazole/PC Code 122101/Syngenta Crop Protection, LLC 

DACO 7.3/OPPTS 860.1380/OECD IIA 6.1.1 and IIIA 8.1.1 

Storage Stability – Sugar beet tops and roots, soybean (seed), barley grain, and apple 

DP# 400030/MRID No. 48681707 Page 2 of 6

COMPLIANCE:

Signed and dated Good Laboratory Practice (GLP), Quality Assurance and No Data 

Confidentiality statements were provided. No deviations from regulatory requirements were 

reported which would have an impact on the validity of the study. 

A. BACKGROUND INFORMATION 

Propiconazole is a triazole-type fungicide that provides broad spectrum disease control through 

inhibition of sterol biosynthesis in fungi. It is registered to Syngenta Crop Protection for the 

control of fungal diseases on a variety of crops. 

The chemical structure and nomenclature of propiconazole, and the physicochemical properties 

of the technical grade propiconazole are presented in Tables A.1 and A.2. 

TABLE A.1. Nomenclature of Propiconazole.

Compound 

Common name Propiconazole 

Company experimental names CGA-64250 

IUPAC name 1-[2-(2,4_dichlorophenyl)-4-propyl-1,3-dioxolan-2-ylmethyl]-1H-1,2,4-triazole 

CAS name 1-[[2-(2,4-dichlorophenyl)-4-propyl-1,3-dioxolan-2-yl]methyl]-1H-1,2,4-triazole 

CAS # 60207-90-1 

End-use products/EP Not applicable 

TABLE A.2. Physicochemical Properties of Technical Grade Propiconazole.

Parameter Value Reference 

Boiling point 120°C at 1.9 Pa, >250°C at 101.325 kPa MRID No.:43698701 

pH 4.9 @ 25°C (1% aqueous dispersion) MRID No.:43698701 

Density 1.289 g/cm3 typical @ 20°C MRID No.: 43698701 

Water solubility (20°C) 0.10 g/L at 20°C MRID No.: 41720301 

Solvent solubility (temperature not specified)

Completely miscible in ethanol, acetone, 

toluene and n-octanol. n-hexane = 47 g/L MRID No.: 42030201 

Vapor pressure at 25°C 4.2 x 10-7 mm Hg @ 25°C MRID No.: 41720301 

Dissociation constant (pKa) 1.09 MRID No.: 43698701 

Octanol/water partition coefficient Log(KOW)

(25 °C) 3.72 @ pH 6.6 MRID No.: 43698701 

UV/visible absorption spectrum (8max, nm) Not available MRID No.: 40583703 

N

N N

O

O

Cl

Cl
Propiconazole/PC Code 122101/Syngenta Crop Protection, LLC 

DACO 7.3/OPPTS 860.1380/OECD IIA 6.1.1 and IIIA 8.1.1 

Storage Stability – Sugar beet tops and roots, soybean (seed), barley grain, and apple 

DP# 400030/MRID No. 48681707 Page 3 of 6

B. EXPERIMENTAL DESIGN

B.1. Sample Handling and Preparation

Samples of sugar beets, soybean seed, and barley grain were supplied by Syngenta; apples were 

purchased at a local supermarket. Sugar beet tops and roots and barley grain were received 

homogenized. Soybeans and apples were prepared at the analytical laboratory by chopping and 

homogenizing using a horizontal food cutter in the presence of dry ice. The homogenized 

samples were stored at -20 ± 5 °C until analysis. 

Subsamples (10 g) of the bulk homogenized control samples for each crop matrix were weighed 

into 50-mL polypropylene conical tubes and individually fortified at a rate of 0.1 ppm with a 

fortification standard of propiconazole in methanol. The solvent was allowed to evaporate, and 

the samples were sealed and stored in a temperature-monitored freezer at a nominal temperature 

of -20 ± 5 °C.

Two fortified replicate samples of each crop matrix were analyzed on day 0, and two fortified 

replicate samples of each crop matrix were removed for analysis after 3, 6, 12, and 24 months 

(all tested crop matrices) and 30 months (soybean) at a nominal temperature of -20 ± 5 °C. 

Freshly fortified samples were prepared and analyzed as procedural recovery (concurrent 

recovery) samples for each matrix and time interval. Actual storage intervals (based on the 

interval from fortification to extraction) were: 0 days, 90-91 days (3.0 months), 183-184 days 

(6.1 months), 364-365 days (12.0 months), 750-751 days (24.7 months), and 916 days (30.1 

months). Samples were analyzed within 0-4 days of extraction. 

The petitioner noted that there were two instances during which temperatures increased to up to -

15 or -5.4 °C; however, because the specimens remained frozen during these intervals, there was 

no impact to the study. 

B.2. Analytical Methodology 

Samples were analyzed for residues of propiconazole per se using LC/MS/MS, REM 130.11 

(also referenced as AGR/MOA/PROPIC-4 at Eurofins/ADME Bioanalyses). A brief description 

of the method was included in the submission. 

Briefly, samples were extracted by homogenization with methanol:ultra pure water mixture 

(80:20 v:v) on a flatbed shaker for 2 hours, followed by filtration. A 2-mL aliquot was diluted 

up to 10 mL with methanol:ultra pure water (5:95 v:v) for analysis by LC/MS/MS. 

The LOQ (as reported by the petitioner) was 0.01 ppm for all matrices; the limit of detection 

(LOD) was not provided. 

The analytical method was validated in conjunction with analysis of the study samples. 
Propiconazole/PC Code 122101/Syngenta Crop Protection, LLC 

DACO 7.3/OPPTS 860.1380/OECD IIA 6.1.1 and IIIA 8.1.1 

Storage Stability – Sugar beet tops and roots, soybean (seed), barley grain, and apple 

DP# 400030/MRID No. 48681707 Page 4 of 6

C. RESULTS AND DISCUSSION 

The concurrent recovery data are presented in Table C.1. The data indicate that the LC/MS/MS 

method was adequate for the determination of residues of propiconazole per se in sugar beet tops 

and root, soybean, barley grain, and apple. Concurrent recoveries were within the acceptable 

range of 70-120% for all crop matrices. Apparent residues of propiconazole in control samples 

were below the LOQ (<0.01 ppm), and adequate example chromatograms were provided. It 

could not be determined whether recoveries were corrected for apparent residues in controls. 

The results of the storage stability study are presented in Table C.2. The study results indicate 

that residues of propiconazole are stable under frozen storage conditions (-20 ± 5°C) for up to 24 

months in/on sugar beet tops and root, barley grain, and apple, and for up to 30 months in/on 

soybean. 

In the submission, stored sample recoveries were corrected vs. 0-day recoveries. For this DER, 

recoveries were corrected for fresh fortification recoveries. Either way, acceptable recoveries 

were obtained for all matrices at all storage intervals. 

A graph of the storage stability of residues of propiconazole in sugar beet tops and roots, 

soybeans, barley grain and apples is presented in Figure C.1. 

TABLE C.1. Summary of Concurrent Recoveries of Propiconazole from Sugar Beet, Soybean, Barley 

and Apple Matrices.1

Matrix Spike Level 

(ppm) 

Storage Interval2, 

days (months) 

Sample Size (n) Recoveries (%) Mean Recovery 

(%)

Sugar beet tops 0.1 0 (0) 2 98, 95 96 

0.1 91 (3.0) 2 103, 106 104 

0.1 184 (6.1) 2 98, 98 98 

0.1 365 (12.0) 2 96, 96 96 

0.1 751 (24.7) 2 86, 86 86 

Sugar beet root 0.1 0 (0) 2 95, 97 96 

0.1 91 (3.0) 2 110, 109 110 

0.1 184 (6.1) 2 97, 98 97 

0.1 365 (12.0) 2 95, 92 94 

0.1 751 (24.7) 2 99, 99 99 

Soybean 0.1 0 (0) 2 96, 93 94 

0.1 90 (3.0) 2 99, 105 102 

0.1 183 (6.1) 2 95, 104 99 

0.1 364 (12.0) 2 92, 94 93 

0.1 750 (24.7) 2 92, 88 90 

0.1 916 (30.1) 2 94, 78 86 

Barley grain 0.1 0 (0) 2 98, 97 98 

0.1 90 (3.0) 2 94, 92 93 

0.1 183 (6.1) 2 104, 99 102 

0.1 364 (12.0) 2 105, 96 101 

0.1 750 (24.7) 2 86, 88 87 
Propiconazole/PC Code 122101/Syngenta Crop Protection, LLC 

DACO 7.3/OPPTS 860.1380/OECD IIA 6.1.1 and IIIA 8.1.1 

Storage Stability – Sugar beet tops and roots, soybean (seed), barley grain, and apple 

DP# 400030/MRID No. 48681707 Page 5 of 6

TABLE C.1. Summary of Concurrent Recoveries of Propiconazole from Sugar Beet, Soybean, Barley 

and Apple Matrices.1

Matrix Spike Level 

(ppm) 

Storage Interval2, 

days (months) 

Sample Size (n) Recoveries (%) Mean Recovery 

(%)

Apple 0.1 0 (0) 2 101, 98 99 

0.1 90 (3.0) 2 107, 109 108 

0.1 183 (6.1) 2 100, 94 97 

0.1 364 (12.0) 2 89, 92 91 

0.1 750 (24.7) 2 93, 90 92 1

 All recovery values as reported by the petitioner. 

2

 Interval between fortification and extraction; extracts were analyzed within 0-4 days of extraction. 

TABLE C.2. Stability of Propiconazole Residues in Sugar Beet, Soybean, Barley and Apple Matrices 

Following Storage at -20 ± 5 °C.

Commodity Spike Level 

(ppm) 

Storage Interval1, days 

(months) 

Recovered 

Residues (ppm) 

Mean Recovered 

Residues (ppm) 

Mean 

Recovery2 (%) 

Corrected % 

recovery3 

Sugar beet 

tops 

0.1 0 (0) 0.10, 0.09 0.10 95 -- 

91 (3.0) 0.10, 0.11 0.10 105 101 

184 (6.1) 0.11, 0.11 0.11 110 112 

365 (12.0) 0.09, 0.10 0.09 95 99 

751 (24.7) 0.08, 0.07 0.08 75 87 

Sugar beet 

root 

0.1 0 (0) 0.09, 0.10 0.10 95 -- 

91 (3.0) 0.11, 0.10 0.11 105 95 

184 (6.1) 0.11, 0.10. 0.10 105 108 

365 (12.0) 0.09, 0.09 0.09 90 96 

751 (24.7) 0.09, 0.08 0.09 85 86 

Soybean 0.1 0 (0) 0.10, 0.09 0.09 95 -- 

90 (3.0) 0.10, 0.11 0.10 105 103 

183 (6.1) 0.11, 0.11 0.11 110 111 

364 (12.0) 0.09, 0.09 0.09 90 97 

750 (24.7) 0.09, 0.09 0.09 90 100 

916 (30.1) 0.09, 0.10 0.09 95 110 

Barley grain 0.1 0 (0) 0.10, 0.10 0.10 100 -- 

90 (3.0) 0.09, 0.09 0.09 90 97 

183 (6.1) 0.11, 0.11 0.11 110 108 

364 (12.0) 0.09, 0.10 0.10 95 94 

750 (24.7) 0.08, 0.08 0.08 80 92 

Apple 0.1 0 (0) 0.10, 0.10 0.10 100 

90 (3.0) 0.10, 0.10 0.10 100 93 

183 (6.1) 0.10, 0.10 0.10 100 103 

364 (12.0) 0.09, 0.09 0.09 90 99 

750 (24.7) 0.08, 0.08 0.08 80 87 1

 Interval between fortification and extraction; extracts were analyzed within 0-4 days of extraction. 2

 Calculated by the study reviewer from reported recovered residue values. 3 Corrected for mean concurrent recovery by the study reviewer (See TABLE C.1.) 
Propiconazole/PC Code 122101/Syngenta Crop Protection, LLC 

DACO 7.3/OPPTS 860.1380/OECD IIA 6.1.1 and IIIA 8.1.1 

Storage Stability – Sugar beet tops and roots, soybean (seed), barley grain, and apple 

DP# 400030/MRID No. 48681707 Page 6 of 6

Figure C.1 Graph of Propiconazole Storage Stability in Plant Matrices 

D. CONCLUSION

The storage stability data are adequate and demonstrate that residues of propiconazole are stable 

in/on sugar beet tops and roots, barley grain, and apple stored frozen (-20 ± 5 °C) for up to 24 

months, and in/on soybean stored frozen for up to 30 months in/on soybeans. An acceptable 

method was used for quantitation of propiconazole residues in the tested matrices. 

E. REFERENCES 

None. 

F. DOCUMENT TRACKING

RDI: T. Morton(2/27/2013); S. Hummel (2/27/2013) 

Petition Number: 2F7975 

DP Barcode(s): 400030 

PC Code: 122101 

80

85

90

95

100

105

110

115

0 10 20 30 40

Corrected Recovery

%

Storage Interval (Months)

Storage Stability of Propiconazole in Plant Matrices

Sugar Beet Tops

Sugar Beet Roots

Soybean

Barley

Apple