### P ropiconazole 122101 Summary of Analytical Chemistry a nd Residue Data DP# 389670

Page 3 of 30 Samples were analyzed using adequate analytical methods and the sample storage intervals are

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

indicating that residues of propiconazole are stable at ≤

- 15 C from 4

- 3 9 months in a variety of

commodities, including corn commodities.

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

concentrati on factors for propiconazole in citrus processed commodities. Processing of the

orange RAC bearing quantifiable residues indicate that levels of propiconazole are reduced in

juice ( < 0. 0 1x) , slightly concentrate in citrus dried pulp (1.4x) and concentrate in citrus oil

( 185 x). These data, along with the Highest Average Field Trial (HAFT) residue, indicate that a

tolerance is needed for propiconazole in citrus oil at 10 00 ppm with no tolerances being required

for the other citrus processed commodities.

A dequate 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. C urrent ly,

propiconazole tolerance s for inadvertent residues in/on alfalfa forage and hay at 0.1 ppm

.

Residue Chemistry Deficiencies

The Interregional Research Project No. 4 (IR

- 4) ha s submitted a request to add additional use s of

p ropiconazole using Tilt (EPA Reg. No. 100

- 617), Tilt 45W (EPA Reg. No. 100

- 780), Quilt®

(EPA Reg. No. 100

- 1178) and QuiltXcelTM (EPA Reg. No. 100

- 1324).

C onclusion : No deficiencies were noted in th is request that would preclude granting these

proposed us es

.

Regulatory Recommendations and Residue Chemistry Deficiencies

HED has examined the residue chemistry database for propiconazole . Pending submission of a

revised Section F (see requirements below) and a revised Section B (PHI mu st be changed to 7

days for succulent beans)

, there are no residue chemistry issues that would preclude granting an

un conditional registration for the requested uses of propiconazole on snap beans, succulent

shelled beans, dry beans, citrus fruit, tomato, stone fruit, and plum or establishment of tolerances

for residues of propiconazole in/on the following commodities as follow:

Bean, snap

................................ ................................ .......... 0. 7 0 ppm

Bean, succulent shelled

................................ ...................... 0.1 0 ppm

Legume, foliage

................................ ................................ .... 30 ppm

Bean, dry seed

................................ ................................ .... 0. 40 ppm

Tomato

................................ ................................ ................. 3.0 ppm

Fruit, citrus, group 10

- 10

................................ ..................... 8.0 ppm

Fruit, stone, group 12, except plum

................................ ..... 4 .0 ppm

Plum

................................ ................................ ................... 0.6 0 ppm

Citrus oil

................................ ................................ ............ 1000 ppm

A human health risk assessment is forthcoming.

### P ropiconazole 122101 Summary of Analytical Chemistry a nd Residue Data DP# 389670

Page 4 of 30 860.1550 Proposed Tolerances

The proposed tolerances for snap bean, succulent shelle d beans, stone fruit group 12

except plum, and plum must be reduced to 0.70 ppm, 0.10 ppm, 4.0 ppm, and 0.60 ppm,

respectively

. The proposed tolerance s for foliage of legume vegetables and tomato must be increased

to 30 ppm and 3.0 ppm, respectively.

A tol erance for citrus oil must be proposed at 1000 ppm.

### P ropiconazole 122101 Summary of Analytical Chemistry a nd Residue Data DP# 389670

Page 5 of 30 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 con trol of

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

trade name s Quilt® (EPA Reg. No. 100

- 1178) and QuiltXcelTM (EPA Reg. No. 100

- 1324).

These formulations also contain 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]

- 1 H

- 1,2,4

- triazole, and its

metabolites determ ined 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 i ts

metabolites determined as 2,4

- DCBA at 0.1 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 variet y of plant

commodities at level of 2.0 ppm in/on nectarine and peach [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 forag e and alfalfa hay.

Table 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]

- 1 H

- 1,2,4_triazole

CAS name 1

- [[2

- (2,4

- dichloro phenyl)

- 4

- propyl

- 1,3

- dioxolan

- 2

- yl]methyl]

- 1 H

- 1,2,4

- triazole

CAS # 60207

- 90

- 1

End

- use products/EP 3.6 lb/gal EC (EPA Reg. Nos. 100

- 617

### P ropiconazole 122101 Summary of Analytical Chemistry a nd Residue Data DP# 389670

Page 6 of 30 Table 2. Physicochemical Properties of Technical Grade Propiconazole.

Parameter Value Reference

Boiling point 12 0 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/cm 3 at 20 C MRID No. 43698701

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

Solvent solubility (temperature not specif ied) 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 (pK

a ) 1.09 MRID No. 43698701

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

UV/visible absorption spectrum ( max, nm) Data needed 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), Tilt® 45W

Fungicide (EPA Reg. No. 100

- 780), Quilt ® 

### (EPA Reg. No. 100

- 1178) and QuiltXcelTM (EPA

Reg. No. 100

- 1324) (See Table 3. ).

### P ropiconazole 122101 Summary of Analytical Chemistry a nd Residue Data DP# 389670

Page 7 of 30 Table 3. Summary of Proposed Directions for Use of Propiconazole

.

Applic. Timing,

Type, and

Equip. Formul ation

[EPA Reg.

No.] Applic.

Rate

(lb ai/A) Max. No.

Applic.

per Season Max. Seasonal

Applic. Rate

(lb ai/A) PHI

(days) Use Directions and

Limitations

Beans, Dry and Succulent

Post emergence

Broadcast foliar

Ground or

aerial 1.04 lb/gal

Quilt

EC

[100

- 1178 ]

3.6 lb/gal

Tilt

EC

[100

- 617]

1.02 lb/gal

Quilt Xcel

EC

[100

- 1324] 0.11 4

0.113

0.084

- 0.112 3

3

3 0.34

0 .34

0.34 7

7

7 A minimum retreatment

i nterval (RTI) of 7 days is

proposed. Contains

azoxystrobin also. Not

for use on cowpea

cultivars intended for

livestock feeding.

A minimum retreatment

interval (RTI) of 7 days is

proposed.

A minimum retreatment

interval (RTI) of 7 days is

propose d. Contains

azoxystrobin also. Not

for use on cowpea

cultivars intended for

livestock feeding.

Citrus Post

- Harvest

In

- Line

Dip/Drench

Inline Aqueous

or Fruit Coating

Spray

Application 45% WSP

[100

- 780 ] 0.225

- 0.45

lb ai/100gal

0 .225

- 0.45

lb ai/

250,000 lb

fruit 2

2 NS

NS NS

NS Dip for a minimum of 30

seconds and allow to

drain.

Use T

- jet, CDA, or

similar application

system.

Tomato Post

- Harvest

### P ropiconazole 122101 Summary of Analytical Chemistry a nd Residue Data DP# 389670

Page 8 of 30 Table 3. Summary of Proposed Directions for Use of Propiconazole

.

Applic. Timing,

Type, and

Equip. Formul ation

[EPA Reg.

No.] Applic.

Rate

(lb ai/A) Max. No.

Applic.

per Season Max. Seasonal

Applic. Rate

(lb ai/A) PHI

(days) Use Directions and

Limitations

Stone Fruit Post

- Harvest

In

- Line

Dip/Drench

I nline Aqueous

or Fruit Coating

Spray

Application 45% WSP

[100

- 780] 0. 007

-

0. 11 lb

ai/100gal

0. 007

-

0. 11 lb ai/

250,000

lb fruit 1

1 NS

NS NS

NS Dip for a minimum of 30

seconds and allow to

drain.

Use T

- jet, CDA, or

s imilar application

system.



### 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 conjugatio n of the resulting metabolite.

The alkyl bridge between the phenyl and triazole rings is metabolized and free 1 H

- 1,2,4

- triazole

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

triazole aniline which is fu rther 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, includin g 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 also 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

pestici des 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.

860.1300 Nature of the Residue

– Livestock.

The nature of propiconazole residues in livestock is ad equately 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 f or

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

### P ropiconazole 122101 Summary of Analytical Chemistry a nd Residue Data DP# 389670

Page 9 of 30 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.

Snap bean , lima bean, and dry bean samples were analyzed for residues of propiconazole using

gas chromatography with mass selective detection (GC/MSD) and its triazole metabolites 1,2,4

- triazole (T), triazole alanin e (TA), and triazole acetic acid (TAA) using High Pressure Liquid

Chromatography/Mass Spectrometry/Mass Spectrometry (LC/MS/MS) ; modified Novartis Crop

Protection Analytical Method AG

- 626 and Morse Laboratories, Inc. Analytical Method No. 160

Revision 2, r espectively. The limit of quantitation ( LOQ ; determined as the lowest limit of

method validation, LLMV) was 0.0 5 ppm for propiconazole, 0.01 ppm for T and TAA, and 0.03

ppm for TA.

Samples of tomatoes were analyzed for residues of propiconazole and total propiconazole (as

2,4

- DCBA, expressed as propiconazole equivalents) using a LC

- MS/MS method modified from

Morse Labs Analytical Method Meth

- 180 and a GC/MSD method modified from Novartis Crop

Protection Analytical Method AG

- 626, respectively.

Samples of citrus (RAC) and its processed fractions (juice, dried pulp, and oil) were analyzed for

residues of propiconazole using a LC

- MS/MS method modified from Syngenta Analytical

Method REM 130.11, entitled “Residue Analytical Method for the Determination of Resi dues of

Propiconazole (CGA 64250) in Crop Samples. Final Determination by LC

- MS/MS”.

Samples of stone fruit were analyzed for residues of propiconazole (as propiconazole) and

propiconazole (as 2,4

- DCBA expressed as propiconazole equivalents) using a LC

- MS/MS

method modified from Morse Labs Analytical Method Meth

- 180 and a GC method modified

from Novartis Crop Protection Analytical Method AG

- 626, respectively, and for residues of

propiconazole triazole metabolites T, TA, and TAA using a method modified fr om Morse

Laboratories, Inc. Analytical Method No. 160 Revision 2.

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 30 2. 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 30 4.

860.1380 Storage Stability.

Snap bean samples were stored for up to 1704 days, lima beans for up to 1396 days, dry beans

for up to 338 days, tomato for up to 138 days, citrus for up to 184 days, and stone fruit for up to

217 days for the analysis of p ropiconazole residues. Adequate storage stability data are available

indicating that residues of propiconazole and its metabolites determined as 2,4

- DCBA are stable

a t ≤

- 15 C for up to 3 9 months in a variety of commodities

. (D329394, Y. Donovan, 6/15/06)

.

### P ropiconazole 122101 Summary of Analytical Chemistry a nd Residue Data DP# 389670

Page 10 of 30 860.1400 Water, Fish, and Irrigated Crops

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

860.1460 Food Handling

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

860.1480 Meat, Milk, Poultry, and Eggs

Note: Th is previous dietary burden (See Y. Donovan, D238458, Table 4 below) assessment was

presented using Table 1 data published in 1996 (OPP TS 180.860.1000)

. The maximum

theoretical dietary burdens (MTDB) for combined propiconazole residues were calculated to be

29.0 ppm for beef and 18.5ppm for dairy cattle, 2.3 ppm for swine and 2.0 ppm for poultry.

HED ha s 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 defin itions for the Table 1 reference animals

, and

refinement of feedstuffs availabilities and percentages fed . The livestock dietary burden s

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.

### P ropiconazole 122101 Summary of Analytical Chemistry a nd Residue Data DP# 389670

Page 11 of 30 T able 4. Calculation of Maximum 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 8 0 0.3 0. 27

Aspirated grain f

ractions [CC] 85 5 45 2.65

Soybean seed [PC] 89 5 2.0 0. 11

TOTAL 100 9.8

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 4 5 0.3 0.1 5

Soybean seed [PC] 89 1 0 2.0 0. 22

TOTAL 100 18.5

P oultry

Wheat grain [CC] 89 55 0.5 0. 28

Rice, grain [CC] 88 20 7.0 1. 4

Soybean, seed [PC] 89 2 5 2.0 0. 50

TOTAL 100 2.2

Swine

Corn field, grain [CC] 88 6 5 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



### .

### P ropiconazole 122101 Summary of Analytical Chemistry a nd Residue Data DP# 389670

Page 12 of 30 8 60.1500 Crop Field Trials ( 48438201, 48438202, 4843820 3, 48438204, 48438205, & 48438206.der.doc )



### Field trials have submitted supporting the new use s for propiconazole. The results from these

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

fol lowing tables

.

TABLE C.4. 1 Summary of Residue Data from Snap Bean Crop Field Trials with Propiconazole.

Commodity Analyte Total App.

Rate

(lb ai/A) PHI

(days) Residue Levels (ppm) 1

n Sample

Min. Sample

Max. L AFT 2 HAFT 2 Median Mean Std.

Dev.

S nap beans Propiconazole 0.3370

- 0.3509 4 6

- 8 7 0.0866 0.390 0.0883 0.375 0.230 0.222 0.115

T 7 <0.01 <0.01 <0.01 <0.01 0.01 0.01 N/A 3

TA 7 0.0408 0.180 0.0414 0.166 0.0853 0.0945 0.0463

TAA 7 <0.01 0.0127 0.01 0.0121 0.0100 0.0106 0.0009

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

standard deviation, the LOQ (0.05 ppm for propiconazole, 0.01 ppm for T and TAA, and 0.03 ppm for TA) was used for any

results reported as <LOQ in Table C.3.

2 LAFT = lowest

- average

- field

- trial; HAFT = highest

- a verage

- f ield

- t rial.

3 N/A = Not applicable.

4 Three applications of approximately 0.11 lb ai/A.

TABLE C.4. 2 Summary of Residue Data from Lima Bean Crop Field Trials with Propico nazole.

Commodity Analyte Total App.

Rate

(lb ai/A) PHI

(days) Residue Levels (ppm) 1

n Sample

Min. Sample

Max. L AFT 2 HAFT 2 Median Mean Std. Dev.

Seed Propiconazole 0.3327

- 0.5744 4 6

- 8 5 <0.05 0.0878 0.05 0.0723 0.05 0.0545 0.010

T 5 <0.01 <0.0 1 <0.01 <0.01 0.01 0.01 N/A 3

TA 5 0.134 0.870 0.147 0.833 0.282 0.376 0.267

TAA 5 <0.01 0.0106 0.01 0.0104 0.01 0.0101 0.0002

Foliage Propiconazole 0.3327

- 0.5744 6

- 8 5 1.83 12.8 3.36 12.4 6.29 6.67 3.73

T 5 <0.01 <0.01 <0.01 <0.01 0.01 0.01 N/ A 3

TA 5 <0.01 0.138 <0.01 0.0108 0.0159 0.0409 0.0466

TAA 5 <0.01 0.0291 0.0108 0.0264 0.0143 0.0171 0.0068

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

standard de viation, the LOQ (0.05 ppm for propiconazole, 0.01 ppm for T and TAA, and 0.02 ppm for TA) was used for any

results reported as <LOQ in Table C.3.

2 LAFT = lowest

- average

- field

- trial; HAFT = highest

- a verage

- f ield

- t rial.

3 N/A = Not applicable.

4 Three app lications of approximately 0.11 lb ai/A.

### P ropiconazole 122101 Summary of Analytical Chemistry a nd Residue Data DP# 389670

Page 13 of 30 TABLE C.4. 3 Summary of Residue Data from Dry Bean Crop Field Trials with Propiconazole.

Commodity Analyte Total App.

Rate

(lb ai/A) PHI

(days) Residue Levels (ppm) 1

n Sample

Min. Sample

Max. L AFT 2 HAFT 2 Median Mean Std. Dev.

Dry bean

seed Propiconazole 0.3285

- 0.3641 4 5

- 8 12 <0.05 0.253 0.05 0.248 0.0796 0.0985 0.0593

T 12 <0.01 <0.01 0.01 0.01 0.01 0.01 N/A 3

TA 12 <0.04 0.233 0.04 0.226 0.111 0.115 0.065

TAA 12 <0.01 <0.01 0.01 0 .01 0.01 0.01 N/A 3

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 (0.05 ppm for propiconazole, 0.01 ppm for T and TAA, and 0.04 ppm for TA) was us ed for any

results reported as <LOQ in Table C.3.

2 LAFT = lowest

- average

- field

- trial; HAFT = highest

- a verage

- f ield

- t rial.

3 N/A = Not applicable.

4 Three applications of approximately 0.11 lb ai/A.

TABLE C.4. 4 Summary of Residue Data from Tomato Crop F ield Trials with Propiconazole.

Commodity Treatment

Type Analyte Total

App.

Rate

lb a.i./

100 gal DAA Residue Levels (ppm) 1

n Sample

Min. Sample

Max. L AFT 2 HAFT 2 Median Mean Std.

Dev.

Tomatoes (large and small)

Tomato Dip Propiconazole

Only 0. 2242

-

0.2249 0 6 0.412 1.12 0.469 1.12 0.676 0.702 0.254

Drench 0.2246

-

0.2249 0 3 0.394 1.50 0.457 1.38 0.865 0.901 0.463

Spray 0.2250

-

0.2256 3 0 3 0.324 1.53 0.366 1.47 0.743 0.860 0.561

Tomato Dip Total

Propiconazole

(as 2,4

- DCBA,

expressed as

propi conazole

equivalents) 0.2242

-

0.2249 0 6 0.331 1.23 0.423 1.13 0.602 0.679 0.259

Drench 0.2246

-

0.2249 0 3 0.331 1.52 0.379 1.44 1.04 0.953 0.536

Spray 0.2250

-

0.2256 3 0 3 0.284 1.76 0.324 1.51 0.715 0.850 0.604

1 Except for sample min/max, values refl ect per trial averages; n = no. of field trials.

2 LAFT = lowest

- average

- field

- trial; HAFT = highest

- a verage

- f ield

- t rial.

3 The application rate was lb propiconazole/50,000 lb fruit.

4 N/A = Not applicable.

### P ropiconazole 122101 Summary of Analytical Chemistry a nd Residue Data DP# 389670

Page 14 of 30 TABLE C.4. 5 Summary of Residue Data from Citrus Crop Field Trials with Propiconazole.

Commodity

Treatment

Type Analyte Total

App.

Rate

lb a.i./

100 gal 5 DAA Residue Levels (ppm) 1

n Sample

Min. Sample

Max. LAFT 2 HAFT 2 Median Mean Std.

Dev.

Orange Dip Propiconazole 0.80405

-

0 .80743 0 8 0.77 5.66 0.87 4.91 2.425 2.79 1.20

Spray 0.81752

-

0.82761 3 0 4 1.03 2.32 1.08 2.28 1.23 1.46 0.56

Grapefruit Dip Propiconazole 0.80405

-

0.80768 0 2 0.90 1.44 0.92 1.31 1.12 1.12 0.28

Spray 0.82437 3 0 1 1.19 1.41 1.30 1.30 N/A 4 N/A N/A

Le mon Dip Propiconazole 0.80405 0 2 1.92 3.19 2.11 2.99 2.55 2.55 0.62

Spray 0.82131

-

0.82622 3 0 2 0.92 1.14 0.93 1.12 1.03 1.03 0.13

1 Except for sample min/max, values reflect per trial averages; n = no. of field trials.

2 LAFT = lowest

- average

- fie ld

- trial; HAFT = highest

- a verage

- f ield

- t rial.

3 The application rate was lb propiconazole/250,000 lb fruit.

4 N/A = Not applicable.

5 Two applications of approximately 0.4 lb ai/100 gal.

TABLE C.4. 6

. Summary of Residue Data for Propiconazole (as P ropiconazole and as 2,4

- DCBA) from Stone

Fruit Crop Field Trials with Propiconazole.

Commodity Analyte1 Total App.

Rate 1 DAA Residue Levels (ppm) 2

n Sample

Min. Sample

Max. L AFT 3 HAFT 3 Median Mean Std.

Dev.

TRT 02 ( Peach High

- Volume Spray )

Peac h, Fruit Propiconazole 0.11415

- 0.11861 0 2 0.14 0.20 0.14 0.20 0.17 0.17 0.04

Propiconazole

(as, 2,4

- DCBA) 2 0.13 0.33 0.13 0.33 0.23 0.23 0.14

TRT 0 3 ( Peach Low

- Volume Spray )

Peach, Fruit Propiconazole 0.11365

- 0.11445 0 2 0.43 0.56 0.49 0.50 0.50 0. 50 0.01

Propiconazole

(as, 2,4

- DCBA) 2 0.42 0.43 0.42 0.43 0.43 0.43 0.01

TRT 0 4 ( Peach Dip )

Peach, Fruit Propiconazole 0.11252

- 0.11285 0 4 1.16 2.17 1.17 2.11 1.54 1.59 0.42

Propiconazole

(as, 2,4

- DCBA) 4 0.73 2.52 0.73 2.52 1.68 1.65 0.89

TRT 0 5 ( Plum Low

- Volume Spray )

Plum, Fruit Propiconazole 0.11384

- 0.11596 0 2 0.15 0.20 0.16 0.19 0.18 0.18 0.02

Propiconazole

(as, 2,4

- DCBA) 2 0.13 0.40 0.13 0.40 0.27 0.27 0.19

TRT 0 6 ( Plum Dip )

Plum, Fruit Propiconazole 0.11265 0 2 0.16 0.22 0.18 0.20 0.19 0.19 0.01

Propiconazole

(as, 2,4

- DCBA) 2 0.11 0.13 0.11 0.13 0.12 0.12 0.01

### P ropiconazole 122101 Summary of Analytical Chemistry a nd Residue Data DP# 389670

Page 15 of 30 TABLE C.4. 6

. Summary of Residue Data for Propiconazole (as P ropiconazole and as 2,4

- DCBA) from Stone

Fruit Crop Field Trials with Propiconazole.

Commodity Analyte1 Total App.

Rate 1 DAA Residue Levels (ppm) 2

n Sample

Min. Sample

Max. L AFT 3 HAFT 3 Median Mean Std.

Dev.

TRT 0 7 ( Cherry Dip )

Cherry,

Fruit Propiconazole 0.11244

- 0.11265 0 2 0.65 1.00 0.67 0.85 0.76 0.76 0.13

Propiconazole

(as, 2,4

- DCBA) 2 0.78 2.23 0.78 2.23 1.51 1.51 1.03

TRT 0 7 ( Cherry High

- Volume Spray )

Cherry,

Fruit Propiconazole 0.11208 0 1 0.16 0.17 0.17 0.17 0.17 0.17 N/A

Propiconazole

(as, 2,4

- DCBA) 1 0.24 0.24 0.24 0.24 0.24 0.24 N/A

1 Spray application rate = lb ai/200,000 lb fruit for peach and plum an d lb ai/25,000 lb fruit for cherry for the packing

- line

treatment applications and lb ai/100 gal water for the dip treatment applications.

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

standard deviation, the LOQ (0.05 ppm for all analytes) was used for any results reported as <LOQ in Table C.3. N/A = Not

applicable.

3 LAFT = lowest

- average

- field

- trial; HAFT = highest

- a verage

- f ield

- t rial.

### P ropiconazole 122101 Summary of Analytical Chemistry a nd Residue Data DP# 389670

Page 16 of 30 TABLE C.4. 7

. Summary of Residue Data for Triazole Metabolites from Stone Fruit Crop Field Trials with

Propiconazole.

Commodity Analyte Total App.

Rate 1 DAA Residue Levels (ppm) 2

n Sample

Min. Sample

Max. L AFT 3 HAFT 3 Median Mean Std.

Dev.

TRT 02 ( Peach High

- Volume Spray )

Peac h, Fruit T 0.11415

- 0.11861 0 2 <0.05 <0.05 0.05 0.05 0.05 0.05 N/A

TA 2 0.06 0.06 0.06 0.06 0.06 0.06 0.00

TAA 2 <0.05 <0.05 0.05 0.05 0.05 0.05 N/A

TRT 0 3 ( Peach Low

- Volume Spray )

Peach, Fruit T 0.11365

- 0.11445 0 2 <0.05 <0.05 0.05 0.05 0.05 0.0 5 N/A

TA 2 0.06 0.09 0.07 0.08 0.08 0.08 0.01

TAA 2 <0.05 <0.05 0.05 0.05 0.05 0.05 N/A

TRT 0 4 ( Peach Dip )

Peach, Fruit T 0.11252

- 0.11285 0 4 <0.05 <0.05 0.05 0.05 0.05 0.05 N/A

TA 4 0.07 1.94 0.08 1.83 0.13 0.54 0.86

TAA 4 <0.05 0.17 0.0 5 0.16 0.05 0.08 0.06

TRT 0 5 ( Plum Low

- Volume Spray )

Plum, Fruit T 0.11384

- 0.11596 0 2 <0.05 <0.05 0.05 0.05 0.05 0.05 N/A

TA 2 <0.05 0.09 0.05 0.08 0.07 0.07 0.02

TAA 2 <0.05 <0.05 0.05 0.05 0.05 0.05 N/A

TRT 0 6 ( Plum Dip )

Plum, Fruit T 0.1126 5 0 2 <0.05 <0.05 0.05 0.05 0.05 0.05 N/A

TA 2 <0.05 0.08 0.05 0.08 0.07 0.07 0.02

TAA 2 <0.05 <0.05 0.05 0.05 0.05 0.05 N/A

TRT 0 7 ( Cherry Dip )

Cherry,

Fruit T 0.11244

- 0.11265 0 2 <0.05 <0.05 0.05 0.05 0.05 0.05 N/A

TA 2 0.10 0.59 0.12 0.47 0.30 0.30 0.25

TAA 2 0.05 0.08 0.05 0.07 0.06 0.06 0.01

TRT 0 7 ( Cherry High

- Volume Spray )

Cherry,

Fruit T 0.11208 0 1 <0.05 <0.05 0.05 0.05 0.05 0.05 N/A

TA 1 <0.05 <0.05 0.05 0.05 0.05 0.05 N/A

TAA 1 <0.05 <0.05 0.05 0.05 0.05 0.05 N/A

1 Sp ray application rate = lb ai/200,000 lb fruit for peach and plum and lb ai/25,000 lb fruit for cherry for the packing

- line

treatment applications and lb ai/100 gal water for the dip treatment applications.

2 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 (0.05 ppm for all analytes) was used for any results reported as <LOQ in Table C.3. N/A = Not

applicable.

3 LAFT = lowest

- average

- field

- trial; HAF T = highest

- a verage

- f ield

- t rial.



### Conclusions : The available field trial data are adequate and support the proposed use patterns

for propiconazole on dry beans, snap beans, succulent shelled beans, and postharvest use on

citrus fruit , stone fruit and tomato . The number and typical geographic al region s for the field

trials are adequate and the appropriate samples were collected at a PHI of 6

- 8 days

. With regard

to lima bean field trial number, six field trials are required however, o nly five were submitted

due to two field trials being from the same area. The PHI for succulent beans must be changed

to 7 days since residue data were collected at this PHI.

### P ropiconazole 122101 Summary of Analytical Chemistry a nd Residue Data DP# 389670

Page 17 of 30 860.1520 Processed Food and Feed 48438205.der.doc



### The submitted citrus pr ocessing study is acceptable. Processing of the orange RAC with

quantifiable residues of propiconazole resulted in the concentration of residues in dried pulp

(1.4x processing factor) and oil (185x processing factor), but not in juice (<0.01x processing

f actor)

. The observed concentration factors were less than the theoretical concentration factors.

TABLE C. 5

. Residue Data from Citrus Processing Study with Propiconazole.

RAC Processed Commodity Total Rate

(lb a.i./250,000 lb fruit) DAA Propiconazole

Res idues

(ppm) Processing

Factor 1

Orange Fruit (RAC) 0.40844 0 0.94

--

Juice <0.01 <0.01x

Dried pulp 1.29 1.4x

Oil 174 185x

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



### The observed processing factors for juice and oil are less than the theoretical concentration

factors, based on separation into components, of 2 x for juice and 1000 x for oil (OPPTS

860.1520, Table 3).

Conclusions: The citrus processing results acquir ed in this study are adequate for satisfying

these data requirements. It produced sufficient data at the 1x application rate which is reflective

of the proposed treatment program for evaluating the potential concentration of residues. These

results indic ate that propiconazole residues do not appear to concentrate in citrus juice, but do so

in oil at a processing factor of 185 x. Based on the HAFT residue for oranges ( 4.91 ppm) and the

processing factor, expected residues are 908 ppm in citrus oil . A citr us oil tolerance of 1000

ppm is therefore concluded to be appropriate with no limits being recommended for its other

processed commodities.

860.1650 Submittal of Analytical Reference Standards

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

Standards Repository.

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 st udies 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

confin ed rotational crop studies. Labels specify that any food/feed crops not listed on the label

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

propiconazole in/ on alfalfa planted in rotation with propiconazole

- trea ted crops have been

established at 0.1 ppm for alfalfa forage and hay

.

### P ropiconazole 122101 Summary of Analytical Chemistry a nd Residue Data DP# 389670

Page 18 of 30 860.1550 Proposed Tolerances

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

its 2,4

- DCBA containing metabolites at levels ranging fro m 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 0.1 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 commo dities is not appropriate and has previously recommended that the tolerance

expression be revised to include only parent

.

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

for propiconazole in/on various raw agricultu ral commodities. The Codex MRLs are expressed

in terms of propiconazole per se , which is the same as the US tolerance expression

, recommended by the RED for existing tolerances and for the new uses. In addition, both Canada

and Mexico have established MR Ls/tolerances on several commodities which also have U.S.

tolerances. To the extent possible, U.S. tolerances have been harmonized with Codex, Canadian,

and Mexican MRLs.

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 w ere utilized in determining the appropriate tolerance level for

the requested new uses.

References

DP Barcode: D3293 94

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 / 1 6 /201 2 ); S. Hummel ( 2 / 1 6 /201 2 ) & E. Reaves (2/16/2012)

Petition Number: 1E7855

DP Barcode(s): 389670

PC Code: 122101

### P ropiconazole 122101 Summary of Analytical Chemistry a nd Residue Data DP# 389670

Page 19 of 30 Attachment 1: Organization for Economic Cooperation and Development tolerance calculation

procedures

Propiconazole

Snap Beans

US

6

- 8 day PHI

Total number of data (n) 7

Percentage of censored data 0%

Number of non

- censored data 7

Lowest residue 0.088

Highest residue 0.375

Median residue 0.230

Mean 0.222

Standard deviation (SD) 0.115

Correction factor for censoring (CF) 1.000

Proposed MR L estimate

- Highest residue 0.375

- Mean + 4 SD 0.683

- CF x 3 Mean 0.667

Unrounded MRL 0.683

Rounded MRL 0.7

High uncertainty of MRL estimate.

[Small dataset]

Residues (mg/kg) n

0.0883 1

0.11 1

0.135 1

0.23 1

0.269 1

0.3 48 1

0.375 1

### P ropiconazole 122101 Summary of Analytical Chemistry a nd Residue Data DP# 389670

Page 20 of 30 Propiconazole

Lima Bean

US

6

- 8 day PHI

Total number of data (n) 5

Percentage of censored data 80%

Number of non

- censored data 1

Lowest residue 0.050

Highest residue 0.072

Median residue 0.050

Mean 0.054

Standard deviat ion (SD) 0.010

Correction factor for censoring (CF) 0.467

Proposed MRL estimate

- Highest residue 0.072

- Mean + 4 SD 0.094

- CF x 3 Mean 0.076

Unrounded MRL 0.094

Rounded MRL 0.1

High uncertainty of MRL estimate.

[Small dat aset and high level of censoring]

Residues (mg/kg) n

< 0.05 4

0.0723 1

### P ropiconazole 122101 Summary of Analytical Chemistry a nd Residue Data DP# 389670

Page 21 of 30 Propiconazole

Bean Foliage

US

6

- 8 day PHI

Total number of data (n) 5

Percentage of censored data 0%

Number of non

- censored data 5

Lowest residue 3.360

Highest residue 12.400

Median residue 6.290

Mean 6.674

Standard deviation (SD) 3.727

Correction factor for censoring (CF) 1.000

Proposed MRL estimate

- Highest residue 12.400

- Mean + 4 SD 21.582

- CF x 3 Mean 20.022

Unrounded MRL 21. 582

Rounded MRL 30

High uncertainty of MRL estimate.

[Small dataset]

Residues (mg/kg) n

3.36 1

3.47 1

6.29 1

7.85 1

12.4 1

### P ropiconazole 122101 Summary of Analytical Chemistry a nd Residue Data DP# 389670

Page 22 of 30 Propiconazole

Dry Beans

US

7

- 8 day PHI

Total number of data (n) 12

Percentage of censore d data 25%

Number of non

- censored data 9

Lowest residue 0.050

Highest residue 0.248

Median residue 0.080

Mean 0.099

Standard deviation (SD) 0.059

Correction factor for censoring (CF) 0.833

Proposed MRL estimate

- Highest residue 0.248

- Mean + 4 SD 0.336

- CF x 3 Mean 0.246

Unrounded MRL 0.336

Rounded MRL 0.4

Residues (mg/kg) n

< 0.05 3

0.053 1

0.0612 1

0.0677 1

0.0915 1

0.101 1

0.128 2

0.154 1

0.248 1

### P ropiconazole 122101 Summary of Analytical Chemistry a nd Residue Data DP# 389670

Page 23 of 30 Propiconazole

Tomato

US

Post Harvest

T otal number of data (n) 12

Percentage of censored data 0%

Number of non

- censored data 12

Lowest residue 0.366

Highest residue 1.470

Median residue 0.769

Mean 0.791

Standard deviation (SD) 0.366

Correction factor for censoring (CF) 1.000

Propo sed MRL estimate

- Highest residue 1.470

- Mean + 4 SD 2.257

- CF x 3 Mean 2.374

Unrounded MRL 2.374

Rounded MRL 3

Residues (mg/kg) n

0.366 1

0.457 1

0.469 1

0.472 1

0.557 1

0.743 1

0.795 1

0.801 1

0.865 1

1.12 1

1 .38 1

1.47 1

### P ropiconazole 122101 Summary of Analytical Chemistry a nd Residue Data DP# 389670

Page 24 of 30 Propiconazole

Orange

US

Post Harvest

Total number of data (n) 12

Percentage of censored data 0%

Number of non

- censored data 12

Lowest residue 0.870

Highest residue 4.910

Median residue 2.310

Mean 2.343

Standard deviation (SD) 1.198

Correction factor for censoring (CF) 1.000

Proposed MRL estimate

- Highest residue 4.910

- Mean + 4 SD 7.133

- CF x 3 Mean 7.028

Unrounded MRL 7.133

Rounded MRL 8

Residues (mg/kg) n

0.87 1

1.08 1

1.11 1

1.35 1

2.25 1

2.28 1

2.34 1

2.39 1

2.46 1

3.38 1

3.69 1

4.91 1

### P ropiconazole 122101 Summary of Analytical Chemistry a nd Residue Data DP# 389670

Page 25 of 30 Propiconazole

Grapefruit

US

Post Harvest

Total number of data (n) 3

Percentage of censored data 0%

Number of non

- censored data 3

Lowest residue 0.920

Highest residue 1.310

Median residue 1.300

Mean 1.177

Standard deviation (SD) 0.222

Correction factor for censoring (CF) 1.000

Proposed MRL estimate

- Highest residue 1.310

- Mean + 4 SD 2.066

- CF x 3 Mean 3.530

Unrounded MRL 3.530

Rounded MRL 4

High uncertainty of MRL estimate.

[Small dataset]

Residues (mg/kg) n

0.92 1

1.3 1

1.31 1

### P ropiconazole 122101 Summary of Analytical Chemistry a nd Residue Data DP# 389670

Page 26 of 30 Propiconazole

Lemon

US

Post Harvest

Total number of data (n) 4

Percentage of censored data 0%

Number of non

- censored data 4

Lo west residue 0.930

Highest residue 2.990

Median residue 1.615

Mean 1.788

Standard deviation (SD) 0.954

Correction factor for censoring (CF) 1.000

Proposed MRL estimate

- Highest residue 2.990

- Mean + 4 SD 5.604

- CF x 3 Mean 5.363

Un rounded MRL 5.604

Rounded MRL 6

High uncertainty of MRL estimate.

[Small dataset]

Residues (mg/kg) n

0.93 1

1.12 1

2.11 1

2.99 1

### P ropiconazole 122101 Summary of Analytical Chemistry a nd Residue Data DP# 389670

Page 27 of 30 Propiconazole

Peach

US

Post harvest

Total number of data (n) 8

Percentage of censo red data 0%

Number of non

- censored data 8

Lowest residue 0.140

Highest residue 2.110

Median residue 0.835

Mean 0.961

Standard deviation (SD) 0.736

Correction factor for censoring (CF) 1.000

Proposed MRL estimate

- Highest residue 2.110

- Mean + 4 SD 3.906

- CF x 3 Mean 2.884

Unrounded MRL 3.906

Rounded MRL 4

Residues (mg/kg) n

0.14 1

0.2 1

0.49 1

0.5 1

1.17 1

1.35 1

1.73 1

2.11 1

### P ropiconazole 122101 Summary of Analytical Chemistry a nd Residue Data DP# 389670

Page 28 of 30 Propiconazole

Plum

US

Post Harvest

Total number of data (n) 4

Percentage of censored data 0%

Number of non

- censored data 4

Lowest residue 0.160

Highest residue 0.200

Median residue 0.185

Mean 0.183

Standard deviation (SD) 0.017

Correction factor for censoring (CF) 1.000

Proposed MRL estimate

- Highest residue 0.200

- Mean + 4 SD 0.251

- CF x 3 Mean 0.548

Unrounded MRL 0.548

Rounded MRL 0.6

High uncertainty of MRL estimate.

[Small dataset]

Residues (mg/kg) n

0.16 1

0.18 1

0.19 1

0.2 1

### P ropiconazole 122101 Summary of Analytical Chemistry a nd Residue Data DP# 389670

Page 29 of 30 Propiconazole

Cherry

US

Post Harvest

Total number of data (n) 3

Percentage of censored data 0%

Number of non

- censored data 3

Lowest residue 0.170

Highest residue 0.850

Median residue 0.670

Mean 0.563

Standard deviation (SD) 0.352

Correction factor for censoring (CF) 1.000

Proposed MRL estimate

- Highest residue 0.850

- Mean + 4 SD 1.973

- CF x 3 Mean 1.690

Unrounded MRL 1.973

Rounded MRL 2

High uncertainty of MRL estimate.

[Small dataset]

Residues (mg/kg) n

0.17 1

0.67 1

0.85 1

### P ropiconazole 122101 Summary of Analytical Chemistry a nd Residue Data DP# 389670

Page 30 of 30 Attachment 2: 

## International Residue Limits

Propiconazole (122101; 12/8/2011)

Summary of US and International Tolerances and Maximum Residue Limits

Residue Definition :

US Canada Mexico 1 

### Codex 2



### 40 CFR 180. 434 :

Plant: propiconazole per se

Livestock: propiconazole per se

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

US Canada Mexico 1 

### Codex

Bean, snap 0.70

Bean, succulent shelled 0.10

Legume, foliage 30

Bean, dry seed 0.40

Tomato 3.0

Fruit, citrus, group 10

- 10 8.0

Fruit, stone, group 12, except

plum 4.0

Plum 0.60



### Completed:

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

2 * = absent at the limit o f 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.