Document ID: EPA-HQ-OPP-2005-0540-0007
Agency: epa
Document Type: Supporting & Related Material
Title: 
Posted Date: 2006-05-03T04:00Z

UNITED
STATES
ENVIRONMENTAL
PROTECTION
AGENCY
WASHINGTON,
D.
C.
20460
OFFICE
OF
PREVENTION,
PESTICIDES
AND
TOXIC
SUBSTANCES
MEMORANDUM
Date:
1/
23/
06
Subject:
Azoxystrobin
Use
on
Dill,
Chive,
Sunflowers,
Canola,
and
Post­
Harvest
Citrus.
Review
of
Analytical
Methods
and
Residue
Data.
Petition#
s
3E6637,
3E6749,
4E6823,
&
5E6916.

DP
Barcode:
D312949,
D312951,
D312953,
&
D317291
MRID
Nos.:
46006901,
46219201,
46046603,
46046604,
46046601,
46046602
&
46509101
PC
Code:
128810
40
CFR
180.507
From:
W.
Cutchin,
Chemist
ARIA,
TRB/
RD
(
7505C)

Through:
L.
Cheng,
Chemist
S.
Dapson,
Branch
Senior
Scientist
RAB3/
HED
(
7509C)

To:
B.
Madden/
D.
Rosenblatt
MUIERB/
RD
(
7505C)

Executive
Summary
The
Interregional
Research
Project
No.
4
(
IR­
4)
has
submitted
residue
field
trial
and
processing
study
data
for
azoxystrobin,
[
methyl(
E)­
2­(
2­(
6­(
2­
cyanophenoxy)
pyrimidin­
4­
yloxy)
phenyl)­
3­
methoxyacrylate]
and
the
Z­
isomer
of
azoxystrobin,
[
methyl(
Z)­
2­(
2­(
6­
(
2­
cyanophenoxy)
pyrimidin­
4­
yloxy)
phenyl)­
3
methoxyacrylate]
(
R230310)
on
dill,
sunflower,
canola,
chives,
and
citrus.
Azoxystrobin
is
a
broad
spectrum
fungicide
for
control
of
many
plant
diseases.
It
has
the
same
biochemical
mode
of
action
as
the
naturally
occurring
strobilurins
and
is
structurally
related
to
them.
Azoxystrobin
is
a
$­
methoxyacrylate.
It
is
in
the
same
chemical
class
as
trifloxystrobin.
Azoxystrobin
acts
by
inhibiting
electron
transport.
IR­
4
is
proposing
the
following
tolerances:

Commodities
Proposed
Tolerance
Herb
Subgroup
19A,
Fresh
50
ppm
Azoxystrobin
Summary
of
Analytical
Chemistry
and
Residue
Data
Barcode:
D312949
2
Herb
Subgroup
19A,
Dried
260
ppm
Spice
Subgroup
19B,
except
black
pepper
38
ppm
Rapeseed,
seed
0.5
ppm
Indian
rapeseed
0.5
ppm
Indian
mustard,
seed
0.5
ppm
Field
mustard,
seed
0.5
ppm
Black
mustard,
seed
0.5
ppm
Flax,
seed
0.5
ppm
Sunflower,
seed
0.5
ppm
Safflower,
seed
0.5
ppm
Crambe,
seed
0.5
ppm
Citrus,
dried
pulp
20.0
ppm
Citrus,
oil
40.0
ppm
Fruit,
citrus,
Group
10
10.0
ppm
Permanent
tolerances
are
currently
established
(
40
CFR
§
180.507)
for
the
combined
residues
of
azoxystrobin
and
the
Z­
isomer
in/
on
various
raw
and
processed
plant
commodities
ranging
from
0.01
ppm
in/
on
pecans
to
260
ppm
in/
on
the
Herb
Subgroup
19A,
dried,
except
chive
and
including
citrus,
dried
pulp
at
2.0
ppm
and
citrus,
oil
at
4.0
ppm.
Tolerances
are
also
established
[
40
CFR
§
180.507(
a)(
2)]
for
residues
of
azoxystrobin
per
se
in
milk
at
0.006
ppm
and
the
fat,
meat,
and
meat
byproducts
of
cattle,
goats,
hogs,
horses,
and
sheep
at
levels
ranging
from
0.01
­
0.07
ppm.

Adequate
plant
metabolism
studies
on
azoxystrobin
have
been
previously
conducted
using
grapes,
peanuts,
and
wheat.
Azoxystrobin
undergoes
photochemical
isomerization
to
produce
the
Zisomer
and
is
extensively
metabolized
in
plants.
The
parent
compound
undergoes
cleavage
of
the
ether
linkages
between
the
phenylacrylate
and
pyrimidinyl
rings
and
the
cyanophenyl
and
pyrimidinyl
rings,
with
subsequent
oxidation,
hydrolysis,
and/
or
reduction
of
the
primary
metabolites
to
form
numerous
secondary
metabolites.
Azoxystrobin
is
systemic.
Adequate
livestock
metabolism
studies
for
azoxystrobin
have
also
been
submitted.
The
HED
Metabolism
Assessment
Review
Committee
(
MARC)
has
determined
that
the
residues
of
concern
in/
on
plants
for
the
tolerance
expression
and
risk
assessment
are
azoxystrobin
and
its
Z­
isomer.
The
MARC
Azoxystrobin
Summary
of
Analytical
Chemistry
and
Residue
Data
Barcode:
D312949
3
determined
that
the
residue
of
concern
in/
on
livestock
for
the
tolerance
expression
and
risk
assessment
is
azoxystrobin
only.

Between
sampling
and
extraction,
samples
were
stored
frozen:
dill
for
973
days,
chive
for
1124
days,
sunflower
for
99
days,
canola
for
150,
and
citrus
for
411
days.
Previously
submitted
storage
stability
data
indicate
that
residues
of
azoxystrobin
and
the
Z­
isomer
(
R230310)
are
stable
in
oil
seed
rape,
soybean
meal,
corn
grits,
carrot
root,
leaf
lettuce,
wheat
forage,
orange
oil,
orange
juice,
and
orange
pulp
for
at
least
two
years
under
frozen
storage.
Although
the
samples
were
stored
for
durations
longer
than
the
previously
submitted
data,
the
information
is
adequate
for
the
purpose
of
supporting
the
azoxystrobin
and
the
Z­
isomer
residue
data
on
dill
and
chive.
Canola
seed
is
a
type
of
rape
seed
with
similar
moisture
and
oil
content,
therefore
the
analyte
is
considered
also
to
be
stable
on
canola
seed
under
freezer
conditions.
Since
sunflower
seed
is
similar
to
oil
seed
rape
in
moisture
and
oil
content,
the
analyte
is
considered
also
to
be
stable
on
the
sunflower
seed.
The
information
is
adequate
for
the
purpose
of
supporting
the
azoxystrobin
and
the
Z­
isomer
residue
data
on
citrus.

Adequate
methodology
is
available
for
enforcement
of
the
established
tolerances
on
plants.
The
gas
chromatography
with
nitrogen
phosphorus
detector
GC/
NPD
method
(
RAM
243/
04)
has
undergone
a
method
validation
by
the
EPA
analytical
laboratory.
EPA
comments
have
been
incorporated
and
the
revised
method
(
designated
RAM
243,
dated
5/
15/
98;
MRID
44595105)
has
been
submitted
to
FDA
for
inclusion
in
the
Pesticide
Analytical
Manual
(
PAM),
Volume
II
as
an
enforcement
method.
Data
pertaining
to
the
multiresidue
methods
testing
of
azoxystrobin
in
conjunction
with
the
grape
tolerance
petition
have
previously
been
submitted.
The
data
indicate
that
azoxystrobin
could
not
be
recovered
through
application
of
the
multiresidue
protocols.
These
data
have
been
forwarded
to
FDA.

Dill
is
a
representative
crop
for
the
Spice
Subgroup
19B,
except
black
pepper.
The
number
and
locations
of
the
dill
field
trials
are
adequate.
The
concurrent
method
recoveries
fell
in
the
acceptable
range.
Azoxystrobin
and
Z­
isomer
residues
ranged
from
5.05
to
31.1
ppm
and
from
0.122
to
1.79
ppm,
respectively.
The
requested
tolerance
takes
into
account
the
highest
field
trial
residue
and
the
analytical
variability
of
the
method.
There
is
an
established
tolerance
for
another
member
of
the
spice
Subgroup
19B,
coriander
at
30
ppm.
This
tolerance
was
established
based
on
data
translated
from
parsley.
The
data
used
to
establish
the
tolerance
on
coriander
is
within
the
5x
range
required
for
a
group
tolerance.

Chive
is
a
representative
crop
for
the
Herb
Subgroup
19A.
The
number
and
locations
of
the
chive
field
trials
are
adequate.
The
concurrent
method
recoveries
fell
in
the
acceptable
range.
In
fresh
chives,
azoxystrobin
and
R230310
residues
ranged
from
1.09
ppm
to
7.33
ppm
and
from
0.0291
ppm
to
0.221
ppm,
respectively.
In
dried
chives,
azoxystrobin
and
R230310
residues
ranged
from
25.4
to
45.1
ppm
and
0.338
to
0.874
ppm,
respectively.
Based
on
the
average
concentration
factor
on
dried
chive
from
the
three
studies,
14.4x,
and
the
highest
average
field
trial
(
HAFT)
value
of
6.5
ppm,
residues
on
dried
chive
are
estimated
to
be
95
ppm.
Previous
studies
conducted
on
the
other
representative
crop
of
the
subgroup,
basil,
showed
that
the
maximum
residues
of
Azoxystrobin
Summary
of
Analytical
Chemistry
and
Residue
Data
Barcode:
D312949
4
azoxystrobin
and
its
Z­
isomer,
R230310,
in/
on
fresh
basil
are
48.98
ppm.
Based
on
the
average
concentration
factor
for
dried
basil
from
two
studies,
5.44x,
and
the
HAFT
of
47.31
ppm,
residues
in
dried
basil
were
estimated
to
be
257
ppm.
Although
the
difference
between
the
residues
found
in
the
crop
field
trials
in
the
two
representative
crops
for
the
herb
Subgroup
19A,
fresh
is
slightly
above
the
required
5x
range
(~
7x),
the
variation
could
be
from
the
large
difference
in
water
content
of
the
raw
agricultural
commodities
(
RACs).
The
residues
found
in
the
crop
field
trials
of
the
two
representative
crops
of
the
herb
Subgroup
19A,
dried
are
within
the
required
range,
5x.

Sunflower
and
canola
are
representative
crops
for
the
proposed
crop
group
oilseed,
Group
20.
The
number
and
locations
of
the
sunflower
field
trials
are
adequate.
The
number
and
locations
of
the
canola
field
trials
are
adequate.
Although
there
are
4
studies
required
which
have
not
been
conducted
in
Regions
II,
V,
and
XI
[
2],
7
additional
studies
were
conducted
in
Region
XIV
which
is
adjacent
to
Region
V
and
near
Region
XI.
Since
these
additional
trials
were
conducted
in
an
area
geographically
near
or
identical
to
Regions
V
and
XI,
they
will
be
accepted
in
lieu
of
those
studies.
In
addition,
the
required
data
from
a
single
field
trial
from
Region
II
would
most
likely
not
affect
the
level
of
the
proposed
tolerance.
The
concurrent
method
recoveries
fell
in
the
acceptable
range.
The
results
from
the
sunflower
residue
trials
show
that
the
maximum
residues
for
azoxystrobin
and
R230310
are
0.24
ppm
and
0.01
ppm,
respectively.
The
maximum
residues
found
in
canola
for
azoxystrobin
and
R230310
were
0.23
ppm
and
0.02
ppm,
respectively.

A
previous
study
was
submitted
of
canola
residue
field
trials
conducted
at
an
exaggerated
application
rate
and
a
tolerance
was
established
on
canola
based
on
information
that
the
rate
would
be
used
in
Canada.
New
information
indicates
that
the
exaggerated
rate
was
never
used
and
will
not
be
used
on
any
oilseed
crop.
Therefore,
since
the
exaggerated
rate
was
never
used,
TRB
will
not
use
the
data
from
the
previous
residue
field
trials
for
tolerance
setting
purposes.

There
is
an
existing
use
for
azoxystrobin
on
citrus
fruit
with
an
established
tolerance
of
2.0
ppm.
The
citrus
field
trials
were
conducted
to
demonstrate
the
residues
of
azoxystrobin
in
fruit
which
were
treated
by
simulated
postharvest
applications
following
normal
preharvest
use.
The
petitioner
first
treated
the
fruit
according
to
the
existing
preharvest
use
and
showed
that
quantifiable
residues
were
found
similar
to
those
previously
found
from
the
use.
Those
fruit
were
then
treated
with
azoxystrobin
using
six
different
postharvest
methods.
The
highest
azoxystrobin
residues
were
detected
in
grapefruit,
orange
and
lemon
samples
that
received
preharvest
as
well
as
post
harvest
dip
treatments
ranging
from
1.185
to
5.427
ppm,
1.213
to
3.994
ppm,
and
1.466
to
9.182
ppm,
respectively.
The
results
of
the
residue
chemistry
field
trials
indicate
that
the
residues
of
azoxystrobin
following
both
preharvest
and
postharvest
uses
are
not
likely
to
exceed
the
proposed
tolerance
on
citrus
fruit.

Sunflower
and
canola
are
representative
crops
for
oilseed,
Group
20.
The
results
of
the
current
sunflower
processing
study
and
the
previously
submitted
canola
processing
study
indicate
that
the
residues
of
azoxystrobin
do
not
concentrate
in
oilseed
crop
processed
commodities.
Azoxystrobin
Summary
of
Analytical
Chemistry
and
Residue
Data
Barcode:
D312949
5
N
N
O
O
CN
OCH
3
O
H
3
CO
No
new
processing
studies
were
submitted
for
azoxystrobin
on
citrus
fruit.
Based
on
the
HAFT
residue
for
citrus
fruit
from
the
current
field
trials
of
8.7
ppm
and
the
average
concentration
factors
from
the
previously
submitted
processing
studies
of
2.1x
for
pulp
and
4.6x
for
oil,
the
petitioner's
requests
for
proposed
tolerances
are
adequate.

The
HED
MARC
determined
that
the
tolerance
expression
for
azoxystrobin
in/
on
plants
(
40
CFR
§
180.507)
includes
the
combined
residues
of
azoxystrobin
and
its
Z­
isomer.
At
the
time
of
establishment
of
US
tolerances,
no
Codex,
Canadian,
or
Mexican
maximum
residue
limits
(
MRLs)
were
proposed
or
established
for
residues
of
azoxystrobin.
Harmonization
of
international
tolerances
was
thus
not
an
issue.

Regulatory
Recommendations
and
Residue
Chemistry
Deficiencies
Pending
the
results
of
the
forthcoming
human
health
risk
assessment,
the
Agency
recommends
establishing
permanent
tolerances
for
the
combined
residues
of
azoxystrobin
and
its
Z­
isomer
on
the
Herb
Subgroup
19A,
fresh
at
50
ppm,
Herb
Subgroup
19A,
dried
at
260
ppm,
Spice
Subgroup
19B,
except
black
pepper
at
38
ppm,
rapeseed,
seed
at
0.5
ppm,
Indian
rapeseed
at
0.5
ppm,
Indian
mustard,
seed
at
0.5
ppm,
field
mustard,
seed
at
0.5
ppm,
black
mustard,
seed
at
0.5
ppm,
flax,
seed
at
0.5
ppm,
sunflower,
seed
at
0.5
ppm,
safflower,
seed
at
0.5
ppm,
crambe,
seed
at
0.5
ppm,
citrus,
dried
pulp
at
20.0
ppm,
citrus,
oil
at
40.0
ppm,
and
citrus
fruit
Group
10
at
10.0
ppm.

Note
to
PM:
The
current
tolerances
on
canola
and
coriander
should
be
removed.

A.
BACKGROUND
INFORMATION
Azoxystrobin
is
a
broad
spectrum
fungicide
for
control
of
many
plant
diseases.
It
has
the
same
biochemical
mode
of
action
as
the
naturally
occurring
strobilurins
and
is
structurally
related
to
them.
Azoxystrobin
is
a
$­
methoxyacrylate.
It
is
in
the
same
chemical
class
as
trifloxystrobin.
Azoxystrobin
acts
by
inhibiting
electron
transport.

TABLE
1.
Test
Compound
Nomenclature
Compound
Chemical
Structure
Common
name
azoxystrobin
Company
experimental
name
ICIA5504
IUPAC
name
methyl
(
E)­
2­{
2­[
6­(
2­
cyanophenoxy)
pyrimidin­
4­
yloxy]
phenyl}­
3­
methoxyacrylate
Azoxystrobin
Summary
of
Analytical
Chemistry
and
Residue
Data
Barcode:
D312949
6
CAS
name
methyl
(
E)­
2­[[
6­(
2­
cyanophenoxy)­
4­
pyrimidinyl]
oxy]­%­(
methoxymethylene)­
benzeneacetate
CAS
#
131860­
33­
8
End­
use
product/
EP
Amistar
 
(
EPA
Reg.
No.:
100­
1164),
Quadris
®
Flowable
(
EPA
Reg.
No.:
100­
1098)
Abound
®
Fungicide
(
EPA
Reg.
No.:
100­
1098)

TABLE
2.
Physicochemical
Properties
Parameter
Value
Melting
point/
range
114­
116
°
C
pH
6.4
Density
1.25
g/
cm3
Water
solubility
(
mg/
L
at
20
/

C)
solvent
solubility
water,
pH
5.2
6.7
mg/
L
water,
pH
7
6.7
mg/
L
water,
pH
9.2
5.9
mg/
L
Solvent
solubility
(
mg/
L
at
20
/

C)
solvent
solubility
n­
hexane
0.057
mg/
mL
methanol
20
mg/
mL
ethyl
acetate
130
mg/
mL
toluene
55
mg/
mL
acetone
86
mg/
mL
dichloromethane
400
mg/
mL
Vapor
pressure
at
25
/

C
1.1
x
10­
13
kPa
=
8.2
x
10­
13
mg
Hg
Dissociation
constant
(
pKa)
Not
dissociable
Octanol/
water
partition
coefficient
Log(
KOW)
log
POW
=
2.5
UV/
visible
absorption
spectrum
Not
available
860.1200
Directions
for
Use
Azoxystrobin
Summary
of
Analytical
Chemistry
and
Residue
Data
Barcode:
D312949
7
TABLE
3.
Summary
of
Directions
for
Use
of
Azoxystrobin.

Applic.
Timing,
Type,
and
Equip.
Formulation
[
EPA
Reg.
No.]
Applic.
Rate
(
lb
ai/
A)
Max.
No.
Appl.
per
Season
Max.
Seasonal
Appl.
Rate
(
lb
ai/
A)
PHI
(
days)
Use
Directions
and
Limitations
Spices
(
Crop
Subgroup
19B)
Except
Black
Pepper
Begin
making
applications
prior
to
disease
development
by
ground,
air,
or
chemigation
Amistar
 
[
100­
1164],
Quadris
®
Flowable
[
100­
1098]
0.15
to
0.25
(
3
to
5
oz.
product)
6
1.50
0
Do
not
apply
more
than
3
sequential
applications
before
alternating
with
a
fungicide
that
has
a
different
mode
of
action.
Do
not
plant
rotational
crops
other
than
those
on
the
label
for
12
months
following
the
last
application.

Oilseed
(
Crop
Group
20)

Apply
by
ground.
The
first
application
should
be
made
at
early
bud
stage.
The
second
application
should
be
made
at
about
45
days
prior
to
harvest
with
2X
dosage.
The
last
application
at
1X
dosage
should
be
made
at
about
30
days
prior
to
harvest.
Amistar
 
[
100­
1164],
Quadris
®
Flowable
[
100­
1098]
1st
:
0.11
2nd
:
0.23
3rd
:
0.11
3
0.45
30
Do
not
plant
rotational
crops
other
than
those
on
the
label
for
12
months
following
the
last
application.

Herbs
(
Crop
Subgroup
19A)
Azoxystrobin
Summary
of
Analytical
Chemistry
and
Residue
Data
Barcode:
D312949
TABLE
3.
Summary
of
Directions
for
Use
of
Azoxystrobin.

Applic.
Timing,
Type,
and
Equip.
Formulation
[
EPA
Reg.
No.]
Applic.
Rate
(
lb
ai/
A)
Max.
No.
Appl.
per
Season
Max.
Seasonal
Appl.
Rate
(
lb
ai/
A)
PHI
(
days)
Use
Directions
and
Limitations
8
Begin
making
applications
at
the
onset
of
disease
development
by
ground
Amistar
 
[
100­
1164],
Quadris
®
Flowable
[
100­
1098]
0.1
to
0.25
(
2
to
5
oz.
product)
6
1.5
0
Do
not
apply
more
than
2
sequential
applications
before
alternating
with
a
fungicide
that
has
a
different
mode
of
action.
Do
not
make
more
than
six
(
6)
applications
per
acre
per
crop
year.
Strobilurin
applications
should
not
be
more
than
1/
3
of
the
total
fungicide
applications
made
per
season.
Do
not
plant
rotational
crops
other
than
those
on
the
label
for
12
months
following
the
last
application.

Citrus
Apply
prior
to
disease
development.
A
pplications
may
be
made
by
ground,
air
or
chemigation.
Abound
[
100­
1098]
0.20­
0.25
(
12.3­
15.4
oz
product)
4
1.0
0
Applications
should
continue
throughout
the
season
on
7­
21
day
intervals
following
the
resistance
management
guidelines.
Under
conditions
that
favor
severe
disease
epidemics,
the
higher
application
rates
should
be
used.
An
adjuvant
may
be
added
at
recommended
rates.
Do
not
use
Abound
in
citrus
plant
propagation
nurseries.

Post
harvest
apply
as
a
dip,
drench,
flood,
or
spray
0.53­
1.06
(
32­
64
oz
product)
2
1.5
NA
Using
water,
wax/
oil
emulsion,
or
aqueous
dilution
of
wax/
oil
emulsion:
High
volume
(
dilute)
mix
in
25­
100
gal,
Low
volume
(
concentrate)
7­
25
gal,
and
Dip
in
100
gal
for
30
sec.
Apply
to
250,000
lbs
of
fruit.

860.1300
Nature
of
the
Residue
­
Plants
Azoxystrobin
Summary
of
Analytical
Chemistry
and
Residue
Data
Barcode:
D312949
9
Adequate
metabolism
studies
on
grapes,
peanuts,
and
wheat
were
submitted
in
conjunction
with
earlier
petitions
(
PP#
5F4541,
DP
Barcode:
D218318
and
D218448,
J.
Garbus,
3/
19/
96;
and
PP#
6F4762,
DP
Barcode:
D230634,
D230635,
D230636,
and
D230637,
L.
Kutney,
4/
25/
97).
Azoxystrobin
undergoes
photochemical
isomerization
to
produce
the
Z­
isomer
and
is
extensively
metabolized
in
plants.
The
parent
compound
undergoes
cleavage
of
the
ether
linkages
between
the
phenylacrylate
and
pyrimidinyl
rings
and
the
cyanophenyl
and
pyrimidinyl
rings,
with
subsequent
oxidation,
hydrolysis,
and/
or
reduction
of
the
primary
metabolites
to
form
numerous
secondary
metabolites.
Azoxystrobin
is
systemic.
The
HED
MARC
has
determined
that
the
residues
of
concern
in/
on
plants
for
the
tolerance
expression
and
risk
assessment
purposes
are
azoxystrobin
and
its
Z­
isomer
(
DP
Barcode:
D251683,
W.
Wassell,
2/
30/
98).

860.1300
Nature
of
the
Residue
­
Livestock
Adequate
ruminant
and
poultry
metabolism
studies
were
submitted
in
conjunction
with
earlier
petitions
(
PP#
5F4541,
D218318
and
D218448,
3/
19/
96,
J.
Garbus;
and
PP#
6F4762,
DP
Barcode:
D230634,
D230635,
D230636,
and
D230637,
4/
25/
97,
L.
Kutney).
The
HED
MARC
has
determined
that
the
residue
of
concern
in
livestock
is
parent
azoxystrobin
only
(
D251683,
12/
30/
98,
W.
Wassell).

860.1340
Residue
Analytical
Methods
Method
RAM
243/
04
has
undergone
method
validation
by
the
Analytical
Chemistry
Branch
(
ACB),
BEAD
(
PP#
5F4541
and
PP#
6F4762,
DP
Barcode:
D235342,
C.
Stafford,
5/
30/
97).
BEAD
comments
have
been
incorporated
and
the
revised
method
(
designated
RAM
243,
dated
5/
15/
98;
MRID
44595105)
has
been
submitted
to
FDA
for
inclusion
in
PAM,
Volume
II.

For
dill,
extraction
and
analysis
of
all
samples
for
azoxystrobin
(
ICIA5504)
and
R230310
were
conducted
using
Zeneca
Report
Number
RAM
243/
04,
"
Residue
Analytical
Method
for
the
Analysis
of
ICIA5504
and
R230310
in
Grain
and
Grapes
for
EPA
Confirmation"
with
minor
modifications.
The
analysis
was
conducted
by
gas
chromatography
with
nitrogen
phosphorus
detector
(
GC/
NPD).
The
limits
of
detection
(
LOD)
were
0.00855
ppm
and
0.00337
ppm
for
azoxystrobin
and
R230310,
respectively.
The
limits
of
quantitation
(
LOQ)
were
0.0256
ppm
and
0.0101
ppm
for
azoxystrobin
and
R230310,
respectively.

For
chive,
extraction
and
analysis
of
all
samples
for
azoxystrobin
(
ICIA5504)
and
R230310
were
also
conducted
using
Zeneca
Report
Number
RAM
243/
04
with
minor
modifications
using
GC/
NPD.
The
LOD
and
LOQ
for
azoxystrobin
on
fresh
chives
were
calculated
at
0.0042
ppm
and
0.013
ppm,
respectively;
for
R210310
they
were
0.0075
ppm
and
0.023
ppm,
respectively.
For
dried
chives
LOD
and
LOQ
could
not
be
determined
with
sufficient
statistical
rigor
because
only
three
replicate
analyses
were
performed
for
this
commodity.

Sunflower
seed,
oil,
and
meal
samples
were
extracted
using
analytical
method
TMR0812B
titled
"
Azoxystrobin:
Determination
of
Azoxystrobin
and
R230310
in
Crops
by
Gas
Chromatography
Azoxystrobin
Summary
of
Analytical
Chemistry
and
Residue
Data
Barcode:
D312949
10
with
Nitrogen­
Phosphorous
Detection."
Analysis
of
azoxystrobin
and
R230310
are
determined
with
liquid
chromatography
with
a
mass
selective
detector
(
LC/
MSD).
The
LOQ
for
the
method
has
been
established
at
0.01
ppm
for
both
analytes.

Extractions
of
all
canola
samples
for
azoxystrobin
(
ICIA5504)
and
R230310
were
also
conducted
based
on
the
method
TMR0812B
with
some
modifications.
The
analysis
was
conducted
using
LC/
MSD.
The
LOQ
for
azoxystrobin
and
R230310
was
established
at
0.01
ppm.

Citrus
samples
were
analyzed
for
residues
of
azoxystrobin
and
its
Z­
isomer
(
R230310)
via
GC/
NPD.
Extraction
and
analysis
of
all
samples
for
azoxystrobin
(
ICIA5504)
and
R230310
were
also
conducted
using
Zeneca
Report
Number
RAM
243/
04,
with
minor
modifications.
LODs
for
azoxystrobin
and
R230310
were
established
at
0.0092
ppm
and
0.0065
ppm
in
grapefruit,
0.011
ppm
and
0.0074
ppm
in
orange,
and
0.0077
ppm
and
0.0056
ppm
in
lemon.
LOQs
for
azoxystrobin
and
R230310
were
established
at
0.028
ppm
and
0.020
ppm
in
grapefruit,
0.034
ppm
and
0.022
ppm
in
orange,
and
0.023
ppm
and
0.017
ppm
in
lemon.

Conclusions:
The
methods
of
extraction
and
analysis
were
adequate
in
all
commodities
for
data
collection.
There
is
an
adequate
method
available
for
tolerance
enforcement.

860.1360
Multiresidue
Methods
Data
have
previously
been
submitted
pertaining
to
the
multiresidue
methods
testing
of
azoxystrobin
in
conjunction
with
the
grape
tolerance
petition
(
PP#
5F4541;
DP
Barcodes
D218318
and
D218448,
J.
Garbus,
3/
19/
96).
The
data
indicate
that
azoxystrobin
could
not
be
recovered
through
application
of
the
multiresidue
protocols.
These
data
have
been
forwarded
to
FDA.

860.1380
Storage
Stability
Dill
samples
were
stored
frozen
for
973
days
between
sampling
and
extraction.
Chive
samples
were
stored
frozen
for
1124
days
between
sampling
and
extraction.
Previously
submitted
storage
stability
data
indicates
that
residues
of
azoxystrobin
and
the
Z­
isomer
(
R230310)
are
stable
in
soybean
meal,
corn
grits,
carrot
root,
leaf
lettuce,
wheat
forage,
orange
oil,
orange
juice,
and
orange
pulp
for
at
least
two
years
under
frozen
storage
(
PP#
9F06058
and
ID#
s
000100­
01098
and
000100­
01093,
DP
Barcodes:
D283588
&
D287062,
MRID
45738101,
N.
Dodd,
2/
6/
03).
Although
the
samples
were
stored
for
durations
longer
than
the
previously
submitted
data,
the
information
is
adequate
for
the
purpose
of
supporting
the
azoxystrobin
and
the
Z­
isomer
residue
data
on
dill
and
chive.

Oilseed
PP#
7F4864
&
8F4995,
DP
Barcode:
D248887
&
D249671,
MRID
44452303,
D.
Dotson,
10/
14/
98
Azoxystrobin
Summary
of
Analytical
Chemistry
and
Residue
Data
Barcode:
D312949
11
Sunflower
seed
samples
were
stored
frozen
for
99
days
between
sampling
and
extraction.
Canola
samples
were
stored
frozen
for
117
to
150
days
between
sampling
and
extraction.
Azoxystrobin
and
R230310
residues
have
been
shown
to
be
stable
on
oil
seed
rape
for
up
to
two
years
when
stored
frozen.
Since
sunflower
seed
is
similar
to
oil
seed
rape
in
moisture
and
oil
content,
the
analyte
is
considered
also
to
be
stable
on
the
sunflower
seed.
Since
canola
seed
is
a
type
of
rape
seed
with
similar
moisture
and
oil
content,
the
analyte
is
considered
also
to
be
stable
on
canola
seed
under
freezer
conditions.

Citrus
Citrus
samples
were
stored
frozen
for
up
to
411
days
between
sampling
and
extraction.
Previously
submitted
storage
stability
data
indicates
that
residues
of
azoxystrobin
and
the
Zisomer
(
R230310)
are
stable
in
orange
oil,
orange
juice,
and
orange
pulp
for
at
least
two
years
under
frozen
storage
(
PP#
9F06058
and
ID#
s
000100­
01098
and
000100­
01093,
DP
Barcodes:
D283588
&
D287062,
MRID
45738101,
N.
Dodd,
2/
6/
03).
The
information
is
adequate
for
the
purpose
of
supporting
the
azoxystrobin
and
the
Z­
isomer
residue
data
on
citrus.

860.1400
Water,
Fish,
and
Irrigated
Crops
As
no
water,
fish,
or
irrigated
crop
issues
are
associated
with
the
uses
of
azoxystrobin
on
dill,
sunflower,
canola,
chives,
and
citrus,
this
guideline
requirement
is
not
relevant
to
the
current
petition.

860.1460
Food
Handling
As
there
are
no
food
handling
uses
for
azoxystrobin,
this
guideline
requirement
is
not
relevant
to
the
current
petition.

860.1480
Meat,
Milk,
Poultry,
and
Eggs
As
there
are
no
feed
uses
on
chive
and
dill,
this
guideline
requirement
is
not
relevant
to
those
petitions.
The
feed
items,
citrus
dried
pulp
and
canola
meal,
have
already
been
considered
and
found
to
have
no
effect
on
the
maximum
theoretical
dietary
burden
(
MTDB)
of
azoxystrobin
for
livestock
(
PP#
9F6058,
DP
Barcode:
D283055,
N.
Dodd,
9/
19/
02).
The
addition
of
the
only
other
livestock
feed
item
associated
with
these
actions,
sunflower
meal,
will
also
have
no
effect
on
the
MTDB
to
livestock.
Therefore,
the
currently
established
tolerances
for
secondary
residues
of
azoxystrobin
in
milk
(
0.006
ppm);
meat
of
cattle,
goats,
hogs,
horses,
and
sheep
(
0.01
ppm);
fat
and
meat
byproducts
of
hogs
(
0.01
ppm);
fat
of
cattle,
goats,
horses,
and
sheep
(
0.03);
and
meat
byproducts
of
cattle,
goats,
horses,
and
sheep
(
0.07
ppm)
remain
adequate.

860.1500
Crop
Field
Trials
Dill
Azoxystrobin
Summary
of
Analytical
Chemistry
and
Residue
Data
Barcode:
D312949
12
46006901CFT.
der.
wpd,
W.
Cutchin,
8/
28/
05
PP#
9F06058,
DP
Barcode:
D260134,
MRID#
s
44915206
thru
44915232
&
44983101,
M.
Nelson,
9/
06/
00
IR­
4
has
submitted
residue
field
trial
data
for
azoxystrobin
and
its
Z­
isomer
(
R230310)
on
dill
seed.
The
submitted
data
were
obtained
from
field
trials
conducted
in
New
Hampshire,
Maryland,
and
Idaho
(
EPA
Regions
1,
2,
and
11,
respectively).
Each
of
the
three
field
trial
sites
consisted
of
one
untreated
control
plot
and
one
treated
plot.

At
each
test
location
azoxystrobin
was
applied
as
Azoxystrobin
80
WG,
which
is
water
dispersible
granule
formulation
containing
80%
azoxystrobin.
At
the
Maryland
site,
this
formulation
was
applied
6
times
at
the
rate
of
~
0.25
lb
ai/
A
each,
for
a
total
of
~
1.5
lb
ai/
A.
At
the
New
Hampshire
trial,
the
test
substance
was
over­
applied
by
32
to
37%
at
a
rate
of
~
0.33
lb
to
0.34
lb,
for
a
total
of
~
2.02
lb
ai/
A,
1.35x
the
proposed
use.
At
the
Idaho
trial,
a
total
of
2.25
lb
ai/
A
was
applied
in
9
applications
(~
0.25
lb
ai/
A
each)
instead
of
6
due
to
the
immaturity
of
the
crop.
At
each
trial,
applications
were
made
at
6
to
9
day
intervals.
Dill
heads
were
harvested
on
the
day
of
the
final
application
and
were
dried
for
7,
14,
and
15
days
at
three
trials,
respectively.
Dried
seeds
were
collected
and
stored
frozen
until
shipping
to
the
analytical
laboratory.

Extraction
and
analysis
of
all
samples
for
azoxystrobin
(
ICIA5504)
and
R230310
were
conducted
using
Zeneca
Report
Number
RAM
243/
04,
"
Residue
Analytical
Method
for
the
Analysis
of
ICIA5504
and
R230310
in
Grain
and
Grapes
for
EPA
Confirmation"
with
minor
modifications.
The
analysis
was
conducted
by
GC/
NPD.
The
LOQs
were
0.0256
ppm
and
0.0101
ppm
for
azoxystrobin
and
R230310,
respectively.
The
lowest
fortification
level
in
the
method
validation
study
was
0.02
ppm,
at
the
level
of
LOQ
for
azoxystrobin.
At
the
range
of
the
spiking
levels
(
0.02
­
5.0
ppm)
all
recoveries
fell
in
the
acceptable
range
(
70%
­
120%;
avg.
95%
±
17).
Azoxystrobin
and
R230310
residues
ranged
from
5.05
to
31.1
ppm
and
from
0.122
to
1.79
ppm,
respectively.

TABLE
4.
Summary
of
Residue
Data
from
Dill
Field
Trials
with
Azoxystrobin.

Analyte
Total
Applic.
Rate,
(
lb
ai/
A)
PHI
(
days)
Residue
Levels
(
ppm)

n
Min.
Max.
HAFT*
Median
(
STMdR)
Mean
(
STMR)
Std.
Dev.

ICIA5504
1.5
­
2.25
0
6
5.05
31.1
23.25
15.55
15.6
0.07
R230310
1.5
­
2.25
0
6
0.12
1.79
0.56
0.56
0.83
0.75
*
HAFT
=
Highest
Average
Field
Trial.

Chive
46219201CFT.
der.
wpd,
W.
Cutchin,
8/
28/
05
PP#
s
2E06489,
2E06495,
2E06375,
&
2E06488,
DP
Barcodes:
D285603,
D285606,
D285607,
&
D285608,
N.
Dodd,
1/
22/
03
Azoxystrobin
Summary
of
Analytical
Chemistry
and
Residue
Data
Barcode:
D312949
13
IR­
4
has
submitted
residue
field
trial
data
for
chives
treated
with
azoxystrobin.
The
submitted
data
were
obtained
from
four
field
trials
conducted
in
Idaho,
Georgia,
Maryland
and
New
Jersey
(
EPA
Region
11,
2,
1,
and
2,
respectively).
All
field
trial
sites
consisted
of
one
untreated
control
plot
and
one
treated
plot,
except
the
Georgia
trial,
which
consisted
of
three
untreated
and
three
treated
plots
to
meet
sample
requirements.

At
each
test
location
azoxystrobin
was
applied
by
foliar
broadcast,
foliar
directed,
or
banded
applications
as
Azoxystrobin
80
WG,
which
is
a
water
dispersible
granule
formulation
containing
80%
azoxystrobin.
This
formulation
was
applied
6
times
at
the
maximum
proposed
label
rate
of
~
0.25
lb
ai/
A
each,
for
a
total
of
~
1.5
lb
ai/
A.
At
each
trial,
applications
were
made
at
5
to
8
day
intervals.
Chives
were
harvested
on
the
day
of
the
final
application
and
stored
frozen
until
shipping
to
the
analytical
laboratory.
At
three
trials
(
Idaho,
Maryland
and
New
Jersey),
additional
control
and
treated
samples
were
collected
after
being
dried
for
3
to
5
days.
These
dried
samples
were
stored
frozen
until
shipping
to
the
analytical
laboratory.

Extraction
and
analysis
of
all
samples
for
azoxystrobin
(
ICIA5504)
and
R230310
were
conducted
using
Zeneca
Report
Number
RAM
243/
04,
"
Enforcement
Method
for
the
Determination
of
Residues
of
ICIA5504
and
R230310
in
Grain
and
Grapes
for
EPA
Confirmation"
with
minor
modifications.
The
analysis
was
conducted
by
GC/
NPD.
The
LOD
and
LOQ
for
azoxystrobin
on
fresh
chives
were
calculated
at
0.0042
ppm
and
0.013
ppm,
respectively;
for
R210310
they
were
0.0075
ppm
and
0.023
ppm,
respectively.
For
dried
chives,
the
LOD
and
LOQ
could
not
be
determined
with
sufficient
statistical
rigor
because
only
three
replicate
analyses
were
performed
for
this
commodity.
In
fresh
chives,
azoxystrobin
and
R230310
residues
ranged
from
1.09
ppm
to
7.33
ppm
and
from
0.0291
ppm
to
0.0221
ppm,
respectively.
In
dried
chives,
azoxystrobin
and
R230310
residues
ranged
from
25.4
to
45.1
ppm
and
0.338
to
0.874
ppm,
respectively.

TABLE
5.
Summary
of
Residue
Data
from
Fresh
Chives
Field
Trials
with
Azoxystrobin.

Analyte
Total
Applic.
Rate,
(
lb
ai/
A)
2
PHI
(
days)
Residue
Levels
(
ppm)

n
Min.
Max.
HAFT*
Median
(
STMdR)
Mean
(
STMR)
Std.
Dev.

ICIA5504
1.500
­
1.562
0
8
1.09
7.33
6.54
3.4
3.6
2.211
R230310
1.500
­
1.562
0
8
0.029
0.221
0.191
0.089
0.105
0.071
*
HAFT
=
Highest
Average
Field
Trial.
2
Total
Application
Rate
for
ICIA5504
and
R230310
together.

TABLE
6.
Summary
of
Residue
Data
from
Dried
Chives
Field
Trials
with
Azoxystrobin.

Analyte
Total
Applic.
Rate,
(
lb
ai/
A)
2
PHI
(
days)
Residue
Levels
(
ppm)

n
Min.
Max.
HAFT*
Median
(
STMdR)
Mean
(
STMR)
Std.
Dev.

ICIA5504
1.500
­
1.562
0
6
25.4
45.1
38.85
28.75
31.1
7.34
Azoxystrobin
Summary
of
Analytical
Chemistry
and
Residue
Data
Barcode:
D312949
14
R230310
1.500
­
1.562
0
6
0.338
0.874
0.831
0.747
0.693
0.187
*
HAFT
=
Highest
Average
Field
Trial.
2
Total
Application
Rate
for
ICIA5504
and
R230310
together
Oilseed
Crop
Group
Reviewer's
Guide
and
Summary
of
HED
ChemSAC
Approvals
for
Amending
Commodity
Definitions
[
40
CFR
§
180.1(
h)]
and
Crop
Group/
Subgroups
[
40
CFR
§
180.41],
B.
Schneider,
6/
14/
02
Sunflowers
46046601CFT.
der.
wpd,
W.
Cutchin,
8/
28/
05
IR­
4
has
submitted
residue
field
trial
data
for
azoxystrobin
and
its
Z­
isomer
(
R230310)
in
or
on
sunflower
seeds.
The
submitted
data
were
obtained
from
six
trials
in
the
USA
encompassing
3
regions
and
four
trials
in
Canada
encompassing
3
regions.
The
number
and
locations
of
field
trials
are
in
accordance
with
OPPTS
Guideline
860.1500.

At
each
test
location
in
the
USA,
azoxystrobin
was
applied
as
Quadris
80
WG,
which
is
a
water
dispersible
granule
containing
81.4%
azoxystrobin.
At
each
test
location
in
Canada,
azoxystrobin
was
applied
as
a
Quadris
2.08
SC,
which
is
a
soluble
concentrate
containing
22.8%
azoxystrobin.
Both
formulations
were
applied
three
times
as
a
foliar
broadcast
spray
at
the
target
rate
of
~
0.11
lb
ai/
A
for
the
first
and
third
applications
and
at
the
target
rate
of
~
0.23
lb
ai/
A
for
the
second
application.
The
target
seasonal
application
rate
for
the
treated
plots
was
~
0.45
lb
ai/
A.
The
first
spray
was
applied
at
early
bud;
the
second
and
third
sprays
were
applied
at
38­
46
and
28­
30
days
prior
to
harvest,
respectively.
An
adjuvant
was
not
added
to
the
spray
mixture
for
all
applications.
Sunflower
seed
samples
were
harvested
by
hand
at
28­
30
days
after
the
last
application
at
all
sites.

Azoxystrobin
and
its
Z­
isomer
(
R230310)
residues
on
sunflower
seeds
were
extracted
by
method
TMR0812B
titled
"
Azoxystrobin:
Determination
of
Azoxystrobin
and
R230310
in
Crops
by
Gas
Chromatography
with
Nitrogen­
Phosphorous
Detection."
Analysis
was
conducted
using
LC/
MSD.
The
LOQ
was
established
at
0.01
ppm.
The
test
substances
have
been
shown
to
be
stable
for
the
duration
of
storage
that
occurred
during
the
conduct
of
this
study.
The
results
from
these
trials
show
that
at
the
maximum
total
application
rate
of
0.462
lb
ai/
A
and
at
28­
30
day
PHI,
maximum
residues
for
azoxystrobin
and
R230310
are
0.24
ppm
and
0.01
ppm,
respectively.

TABLE
7.
Summary
of
Residue
Data
from
Sunflower
Field
Trials
with
Azoxystrobin.

Analyte
Total
Applic.
Rate,
(
lb
ai/
A)
2
PHI
(
days)
Residue
Levels
(
ppm)

n
Min.
Max.
HAFT*
Median
(
STMdR)
Mean
(
STMR)
Std.
Dev.

ICIA5504
0.442
­
0.462
28
­
30
24
<
0.01
0.24
0.185
0.052
0.0494
0.0526
Azoxystrobin
Summary
of
Analytical
Chemistry
and
Residue
Data
Barcode:
D312949
15
R230310
0.442
­
0.462
28
­
30
24
<
0.01
0.01
<
0.01
<
0.01
0.006
0.005
*
HAFT
=
Highest
Average
Field
Trial.
2
Total
Application
Rate
for
ICIA5504
and
R230310
together.

Canola
46046604CFT.
der.
wpd,
W.
Cutchin,
8/
28/
05
PP#
s
7F4864
&
8F4995,
DP
Barcode:
D249657
&
D249668,
D.
Dotson,
1/
25/
99
IR­
4
has
submitted
residue
field
trial
data
for
azoxystrobin
and
its
Z­
isomer
(
R230310)
in
or
on
canola
treated
with
an
azoxystrobin
SC
(
soluble
concentrate).
The
submitted
data
were
obtained
from
nine
trials
conducted
in
Canada
encompassing
Region
V
(
MB),
VII
(
SK),
and
XIV
(
AB
[
3],
SK
[
2],
MB
[
2]).

At
each
test
location,
azoxystrobin
was
applied
as
Quadris
2.08
SC
containing
22.8%
azoxystrobin.
This
formulation
was
applied
three
times
as
a
foliar
broadcast
spray
at
the
target
rate
of
~
0.11
lb
ai/
A
(
0.123
kg
ai/
ha)
for
the
first
and
third
applications
and
at
the
target
rate
of
~
0.23
lb
ai/
A
(
0.258
kg
ai/
ha)
for
the
second
application.
The
target
seasonal
application
rate
for
the
treated
plots
was
0.45
lb
ai/
A
(
0.504
kg
ai/
ha).

Extraction
of
all
samples
for
azoxystrobin
(
ICIA5504)
and
R230310
were
conducted
based
on
the
method
TMR0812B
"
Azoxystrobin:
Determination
of
Azoxystrobin
and
R230310
in
Crops
by
Gas
Chromatography
with
Nitrogen­
Phosphorous
Detection"
with
some
modifications.
The
analysis
was
conducted
using
LC/
MSD.
The
LOQ
for
azoxystrobin
and
R230310
was
established
at
0.01
ppm.
Canola
seed
samples
were
collected
for
analysis
at
28­
31
days
after
the
last
application.
The
maximum
residues
found
for
azoxystrobin
and
R230310
were
0.23
ppm
and
0.02
ppm,
respectively.

TABLE
8.
Summary
of
Residue
Data
from
Canola
Field
Trials
with
Azoxystrobin.

Analyte
Total
Applic.
Rate,
(
lb
ai/
A)
2
[
kg
ai/
ha]
PHI
(
days)
Residue
Levels
(
ppm)

n
Min.
Max.
HAFT*
Median
(
STMdR)
Mean
(
STMR)
Std.
Dev.

ICIA5504
0.435
­
0.460
[
0.488
­
0.516]
28
­
31
18
<
0.01
0.23
0.17
0.02
0.055
0.067
R230310
18
<
0.01
0.02
0.015
<
0.01
0.007
0.004
*
HAFT
=
Highest
Average
Field
Trial.
2
Total
Application
Rate
for
ICIA5504
and
R230310
together.

Citrus
46509101CFT.
der.
wpd,
W.
Cutchin,
8/
28/
05
PP#
9F06058,
DP
Barcode:
D283055,
N.
Dodd,
9/
19/
02
Azoxystrobin
Summary
of
Analytical
Chemistry
and
Residue
Data
Barcode:
D312949
16
IR­
4
has
submitted
residue
data
for
azoxystrobin
(
methyl
(
E)­
2­{
2­[
6­(
2­
cyanophenoxy)
pyrimidin­
4­
yloxy]
­
phenyl}­
3­
methoxyacrylate)
and
its
Z­
isomer
(
R230310)
on
citrus
treated
with
both
preharvest
and
postharvest
applications.
The
submitted
data
were
obtained
from
trials
conducted
in
Florida
(
1
trial),
Texas
(
1
trial),
and
California
(
4
trials)
(
EPA
Region
3,
6,
and
10,
respectively).
Each
of
the
field
site
consisted
of
one
untreated
control
plot
and
one
treated
plot.
The
total
number
of
citrus
trials
as
well
as
the
number
of
trials
per
site
are
not
in
compliance
with
the
recommended
numbers
in
the
EPA
Residue
Chemistry
Test
Guidelines,
OPPTS
860.1500­
Crop
Field
Trials.
However,
since
the
study
was
conducted
to
obtain
data
for
the
post­
harvest
use,
only,
the
number
and
location
of
the
trials
are
adequate.

At
each
test
location,
azoxystrobin
was
applied
as
Azoxystrobin
80WG,
which
is
a
water
dispersible
granule
formulation
containing
80%
azoxystrobin.
Each
treated
plot
received
two
foliar
applications
at
the
single
application
rate
of
~
0.25
lb
ai/
A
with
6
to
8
days
between
applications.
Mature
citrus
fruits
were
collected
on
the
day
of
the
final
application.
Adequate
amounts
of
treated
fruit
were
collected
from
each
site
for
separate
post­
harvest
treatments.
Additional
oranges
from
a
California
trial
were
collected
to
generate
control
peel
and
flesh
samples
as
well
as
post­
harvest
dip
without
storage
wax
treatment
samples.

Six
different
types
of
post­
harvest
treatment
were
tested
in
the
study:
1)
dip
with
Decco
202
storage
wax;
2)
packing­
line
spray
with
storage
wax;
3)
dip
without
wax;
4)
packing­
line
spray
without
wax
followed
by
application
of
Decco
400
shipping
wax;
5)
dip
with
storage
wax
followed
by
dip
without
storage
wax;
and,
6)
packing­
line
spray
with
storage
wax,
followed
by
wash
with
Decco
cleaner,
followed
by
packing­
line
spray
without
storage
wax,
followed
by
application
of
shipping
wax.
All
post­
harvest
test
solutions
contained
Azoxystrobin
80WG
and
were
applied
at
1.0
lb
ai/
100
gal
water
(
dip)
and
1.0
lb
ai/
250,000
lb
fruits
(
packing­
line
spray).

Samples
were
analyzed
for
residues
of
azoxystrobin
and
its
Z­
isomer
(
R230310)
via
GC/
NPD.
Extraction
and
analysis
of
all
samples
for
azoxystrobin
(
ICIA5504)
and
R230310
were
conducted
using
Zeneca
Report
Number
RAM
243/
04,
"
Residue
Analytical
Method
for
the
Analysis
of
ICIA5504
and
R230310
in
Grain
and
Grapes
for
EPA
Confirmation"
with
minor
modifications.
LOD
for
azoxystrobin
and
R230310
were
established
at
0.0092
ppm
and
0.0065
ppm
in
grapefruit,
0.011
ppm
and
0.0074
ppm
in
orange,
and
0.0077
ppm
and
0.0056
ppm
in
lemon.
LOQ
for
azoxystrobin
and
R230310
were
established
at
0.028
ppm
and
0.020
ppm
in
grapefruit,
0.034
ppm
and
0.022
ppm
in
orange,
and
0.023
ppm
and
0.017
ppm
in
lemon.
Azoxystrobin
residues
found
in
grapefruit,
orange,
and
lemon
samples
that
were
only
treated
in
the
field
ranged
from
0.098
to
0.288
ppm,
0.075
to
1.982
ppm,
and
0.289
to
0.693
ppm,
respectively.
Azoxystrobin
residues
detected
in
grapefruit,
orange
and
lemon
samples
that
received
preharvest
as
well
as
post
harvest
dip
treatments
ranged
from
1.185
to
5.427
ppm,
1.213
to
3.994
ppm,
and
1.466
to
9.182
ppm,
respectively.
Azoxystrobin
residues
detected
in
grapefruit,
orange,
and
lemon
samples
that
received
preharvest
as
well
as
packing­
line
spray
postharvest
treatments
ranged
from
0.414
to
0.915
ppm,
0.365
to
1.082
ppm,
and
0.715
to
1.565
ppm.
Finally,
residues
in
the
orange
peel
and
flesh
samples
ranged
from
4.690
to
5.518
ppm
and
0.528
to
0.744
ppm,
Azoxystrobin
Summary
of
Analytical
Chemistry
and
Residue
Data
Barcode:
D312949
17
respectively.
No
R230310
residues
above
the
lowest
level
of
method
validation
(
LLMV)
of
0.02
ppm
were
observed
in
any
sample.

TABLE
9.
Summary
of
Residue
Data
from
Citrus
Field
Trials
with
Azoxystrobin.

Analyte
Total
Application
Rate
1
PHI
(
days)
Residue
Levels
(
ppm)

Preharvest
Rate
(
lb
ai/
A)
Post­
harvest
dip
(
lb
ai/
100
gal.)
Post­
harvest
spray
(
lb
ai/
250,000
lbs.
fruit)
n
Min.
Max.
HAFT
2
Median
(
STMdR)
Mean
(
STMR)
Std.
Dev.

ICIA5504
0.500
­
0.503
1
0
36
1.185
9.182
8.667
2.092
2.869
1.95
1
0
18
0.365
1.565
1.372
0.792
0.794
0.296
R230310
0.500
­
0.503
1
0
36
<
0.02
<
0.02
<
0.02
N/
A3
N/
A
N/
A
1
0
18
<
0.02
<
0.02
<
0.02
N/
A
N/
A
N/
A
1
­
Total
Application
Rate
for
ICIA5504
and
R230310
together.
2
­
HAFT
=
Highest
Average
Field
Trial.
3
­
N/
A
­
Not
applicable
Conclusions:

Spice
subgroup
19B,
except
black
pepper:
Dill
is
a
representative
crop
for
the
spice
Subgroup
19B,
except
black
pepper.
The
number
and
locations
of
the
dill
field
trials
are
in
accordance
with
OPPTS
Guideline
860.1500.
At
the
range
of
spiking
level
(
0.02
­
5.0
ppm)
all
recoveries
fell
in
the
acceptable
range
(
70%
­
120%;
avg.
95%
±
17).
Azoxystrobin
and
R230310
residues
ranged
from
5.05
to
31.1
ppm
and
from
0.122
to
1.79
ppm,
respectively.
The
requested
tolerance
takes
into
account
the
highest
field
trial
residue
and
the
analytical
variability
of
the
method.

There
is
an
established
tolerance
for
another
member
of
the
spice
Subgroup
19B,
coriander
at
30
ppm.
This
tolerance
was
established
based
on
data
translated
from
parsley.
Since
dill
is
the
representative
crop
for
spice
Subgroup
19B,
except
black
pepper,
and
the
data
used
to
establish
the
tolerance
on
coriander
is
within
the
5x
range
required
for
a
group
tolerance,
the
proposed
tolerance
will
include
coriander.
The
MRL
Spreadsheet
(
Attachment
4)
indicates
a
much
higher
suggested
tolerance.
However,
the
data
variation
is
very
wide
and
doesn't
include
previous
information
for
the
other
representative
commodity
for
the
spice
Subgroup
19B
and
therefore
will
not
be
used
in
tolerance
setting.
TRB
recommends
for
the
requested
azoxystrobin
tolerance
of
38
ppm
on
spice
subgroup
19B,
except
black
pepper.

Note
to
PM:
The
current
tolerance
on
coriander
should
be
removed.

Herb
Subgroup
19A
Dried
and
Fresh:
Chive
is
a
representative
crop
for
the
Dried
and
Fresh
Herb
Subgroup
19A.
The
number
and
locations
of
the
chive
field
trials
are
in
accordance
with
OPPTS
Guideline
860.1500.
In
fresh
chives,
azoxystrobin
and
R230310
residues
ranged
from
1.09
ppm
to
7.33
ppm
and
from
0.0291
ppm
to
0.221
ppm,
respectively.
In
dried
chives,
azoxystrobin
and
R230310
residues
ranged
from
25.4
to
45.1
ppm
and
0.338
to
0.874
ppm,
respectively.
Based
on
the
average
concentration
factor
on
dried
chive
from
the
three
studies,
14.4x
(
7.0x,
21.8x,
&
Azoxystrobin
Summary
of
Analytical
Chemistry
and
Residue
Data
Barcode:
D312949
18
14.5x),
and
the
HAFT
of
6.6,
residues
on
dried
chive
are
estimated
to
be
95
ppm.
Previous
studies
conducted
on
the
other
representative
crop
of
the
subgroup,
basil,
showed
that
the
maximum
residues
of
azoxystrobin
and
its
Z­
isomer,
R230310,
in/
on
fresh
basil
are
48.98
ppm
after
a
total
application
rate
of
1.5
lb
ai/
A
and
a
PHI
of
0
days.
Based
on
the
average
concentration
factor
for
dried
basil
from
two
studies,
5.44x,
and
the
HAFT
of
47.31
ppm,
residues
in
dried
basil
were
estimated
to
be
257
ppm.
Although
the
difference
between
the
residues
found
in
the
crop
field
trials
in
the
two
representative
crops
for
the
Fresh
Herb
Subgroup
19A
is
slightly
above
the
required
5x
range
(~
7x),
the
variation
could
be
from
the
large
difference
in
water
content
of
the
RACs
(
personal
communication,
R.
Loranger
and
B.
Schneider,
12/
13/
05).
Therefore,
TRB
recommends
for
the
tolerance
for
azoxystrobin
on
Herb
Subgroup
19A,
Fresh
at
50
ppm.
Since
the
residues
found
in
the
crop
field
trials
of
the
two
representative
crops
of
the
Dried
Herb
Subgroup
19A,
are
within
the
required
range,
5x,
TRB
recommends
for
the
tolerance
for
azoxystrobin
on
Herb
Subgroup
19A,
Dried
at
260
ppm.

Oilseed:
Sunflower
and
canola
are
representative
crops
for
the
proposed
crop
group
oilseed,
Group
20.
The
number
and
locations
of
the
sunflower
field
trials
are
in
accordance
with
OPPTS
Guideline
860.1500.
The
number
and
locations
of
the
canola
field
trials
are
not
in
accordance
with
OPPTS
Guideline
860.1500
since
there
are
4
studies
required
which
have
not
been
conducted
in
Regions
II,
V,
and
XI
[
2].
However,
7
additional
studies
were
conducted
Region
XIV
which
is
adjacent
to
Region
V
and
near
Region
XI.
Since
these
additional
trials
were
conducted
in
an
area
geographically
near
or
identical
to
Regions
V
and
XI,
they
will
be
acceptable
in
lieu
of
those
studies.
In
addition,
the
required
data
from
a
single
field
trial
from
Region
II
would
most
likely
not
affect
the
level
of
the
proposed
tolerance.
The
results
from
the
sunflower
residue
trials
show
that
the
maximum
residues
for
azoxystrobin
and
R230310
are
0.24
ppm
and
0.01
ppm,
respectively.
The
maximum
residues
found
in
canola
for
azoxystrobin
and
R230310
were
0.23
ppm
and
0.02
ppm,
respectively.
Therefore,
the
results
of
the
residue
chemistry
field
trials
indicate
that
the
residues
of
azoxystrobin
are
not
likely
to
exceed
the
proposed
tolerances
of
0.5
ppm
on
the
members
of
the
oilseed,
Group
20:
rapeseed,
seed;
Indian
rapeseed;
Indian
mustard,
seed:
field
mustard,
seed;
black
mustard,
seed;
flax,
seed;
sunflower,
seed;
safflower,
seed;
and
crambe,
seed.

A
previous
study
was
submitted
of
canola
residue
field
trials
conducted
at
0.38,
0.76,
and
1.9x
the
proposed
application
rate.
A
tolerance
was
established
on
canola
at
the
highest
use
rate
tested
based
on
information
from
Zeneca
(
which
merged
with
Novartis
to
become
Syngenta)
that
the
highest
rate,
1.9x,
would
be
used
in
Canada.
New
information
from
Syngenta
(
Michelle
Schulz,
email
12/
2/
05,
through
Barbara
Madden,
email
12/
2/
05;
see
attachment)
indicates
that
the
highest
rate
was
never
used
and
will
not
be
used
on
any
oilseed
crop.
Since
the
higher
rate,
1.9x,
was
never
used
and
the
lower
rates
of
the
previous
study
do
not
match
the
proposed
use
rate,
TRB
will
not
use
the
data
from
the
previous
residue
field
trials
for
tolerance
setting
purposes.

Note
to
PM:
The
current
tolerance
on
canola
should
be
removed.
Azoxystrobin
Summary
of
Analytical
Chemistry
and
Residue
Data
Barcode:
D312949
19
Citrus:
The
study
was
conducted
to
demonstrate
the
residues
of
azoxystrobin
in
fruit
which
were
treated
by
simulated
post­
harvest
applications
following
normal
pre­
harvest
use.
For
this
purpose,
the
number
and
location
of
the
trials
are
adequate.
There
is
an
existing
use
for
azoxystrobin
on
citrus
fruit
with
an
established
tolerance
of
2.0
ppm.
The
petitioner
first
treated
the
fruit
according
to
the
existing
preharvest
use
and
showed
that
quantifiable
residues
were
found
similar
to
those
previously
found
from
the
use.
Those
fruit
were
then
treated
with
azoxystrobin
using
six
different
postharvest
methods.
The
highest
azoxystrobin
residues
were
detected
in
grapefruit,
orange
and
lemon
samples
that
received
preharvest
as
well
as
post
harvest
dip
treatments
ranging
from
1.185
to
5.427
ppm,
1.213
to
3.994
ppm,
and
1.466
to
9.182
ppm,
respectively.
The
results
of
the
residue
chemistry
field
trials
indicate
that
the
residues
of
azoxystrobin
following
both
preharvest
and
postharvest
uses
are
not
likely
to
exceed
the
proposed
tolerance
on
citrus
fruit.
Therefore,
TRB
recommends
for
the
increase
in
the
tolerance
on
citrus
fruit
to
10.0
ppm.

860.1520
Processed
Food
and
Feed
Dill
and
Chive
Dill
and
chive
have
no
processed
commodities
of
regulatory
interest
and
will
not
be
discussed
here.

Oilseed
Crop
Group
Reviewer's
Guide
and
Summary
of
HED
ChemSAC
Approvals
for
Amending
Commodity
Definitions
[
40
CFR
§
180.1(
h)]
and
Crop
Group/
Subgroups
[
40
CFR
§
180.41],
B.
Schneider,
6/
14/
02
Sunflower
46046603PFF.
der.
wpd,
W.
Cutchin,
8/
29/
05
IR­
4
has
submitted
the
results
of
a
sunflower
processing
study
conducted
by
Syngenta,
in
which
the
commodity
was
treated
three
times
with
the
active
ingredient
azoxystrobin
as
Quadris
80
WG,
a
water
dispersible
granule
formulation
that
is
80
%
azoxystrobin.
A
total
of
two
residue
trials
were
conducted
in
Texas
and
North
Dakota.
Samples
were
collected
from
both
sites,
but
only
those
from
North
Dakota
were
processed
into
sunflower
oil
and
meal.
The
application
rates
in
the
study
were
0.55
lb
ai/
A
for
the
first
and
third
applications
and
1.16
lb
ai/
A
for
the
second
application.
Sunflowers
were
harvested
30
days
after
the
final
application
and
seeds
were
later
processed
into
sunflower
oil
and
sunflower
meal.

Sunflower
seed,
oil,
and
meal
samples
were
extracted
using
analytical
method
TMR0812B
titled
"
Azoxystrobin:
Determination
of
Azoxystrobin
and
R230310
in
Crops
by
Gas
Chromatography
with
Nitrogen­
Phosphorous
Detection."
Analysis
of
azoxystrobin
and
R230310
are
determined
with
liquid
chromatography
with
a
mass
selective
detector
(
LC/
MSD).
The
LOQ
for
the
method
has
been
established
at
0.01
ppm
for
both
analytes.
Azoxystrobin
Summary
of
Analytical
Chemistry
and
Residue
Data
Barcode:
D312949
20
Samples
were
stored
frozen
for
86
­
99
days
between
sampling
and
extraction.
Azoxystrobin
and
R230310
residues
have
been
shown
to
be
stable
on
oil
seed
rape
for
up
to
two
years
when
stored
frozen.
Since
sunflower
seed
is
similar
to
oil
seed
rape
in
moisture
and
oil
content,
the
analytes
are
considered
to
also
be
stable
in
sunflower
seed
and
its
processed
commodities
under
the
conditions
of
frozen
storage.

Azoxystrobin
residues
did
not
concentrate
in
sunflower
oil
and
meal.
Residues
in
the
RAC
ranged
from
0.113
to
0.138,
whereas
no
residues
at
or
above
the
0.01
ppm
LOQ
were
detected
in
any
meal
sample
and
the
maximum
oil
sample
residues
was
0.0235
ppm.
No
R230310
residue
at
or
above
the
LOQ
were
detected
in
any
sample.
The
theoretical
concentration
factors
for
sunflower
meal
and
oil
are
4.5
and
2.5,
respectively.

Canola
PP#
s
7F4864
&
8F4995,
DP
Barcode:
D249657
&
D249668,
D.
Dotson,
1/
25/
99
No
canola
processing
studies
were
submitted
with
these
actions.
In
a
previous
submission
the
registrant
included
a
canola
processing
study.
HED
concluded
that
the
study
was
adequate,
and
that
the
processing
of
canola
seeds
to
oil
and
presscake
(
meal)
results
in
a
decrease
of
residues.
Therefore,
it
is
not
necessary
to
set
a
tolerance
for
azoxystrobin
and
R230310
on
oil
or
presscake.

Citrus
PP#
9F06058,
MRID
44915228,
DP
Barcode:
D260134,
M.
Nelson,
9/
6/
00
No
new
citrus
processing
study
was
submitted
with
this
action.
A
citrus
processing
study
has
been
previously
reviewed.
Total
residues
of
azoxystrobin
and
its
Z
isomer
do
not
concentrate
in
juice
processed
from
oranges
bearing
detectable
residues.
Total
residues
of
azoxystrobin
and
its
Z­
isomer
may
concentrate
1.9­
2.3x
in
dried
pulp
(
avg.
2.1x)
and
4.4­
4.7x
in
oil
(
avg.
4.6x)
processed
from
oranges
bearing
detectable
residues.

The
HAFT
residue
for
citrus
fruit
(
grapefruit,
lemons,
and
oranges)
treated
at
1x
the
maximum
seasonal
rate
from
the
submitted
citrus
field
trials
was
8.668
ppm
(
total
residues
of
azoxystrobin
and
its
Z­
isomer).
Based
on
the
HAFT
and
an
average
concentration
factor
of
2.1x,
the
highest
expected
residues
in
dried
citrus
pulp
would
be
18.2
ppm
and
based
on
an
average
concentration
factor
of
4.6x,
the
highest
expected
residues
in
citrus
oil
would
be
39.87
ppm.

Conclusions:

Dill
and
Chive:
Dill
and
chive
have
no
processed
commodities
of
regulatory
interest
and
will
not
be
discussed
here.
Azoxystrobin
Summary
of
Analytical
Chemistry
and
Residue
Data
Barcode:
D312949
21
Oilseed
Crop
Group:
Sunflower
and
canola
are
representative
crops
for
oilseed,
Group
20.
The
results
of
the
current
sunflower
processing
study
and
the
previously
submitted
canola
processing
trials
indicate
that
the
residues
of
azoxystrobin
do
not
concentrate
in
oilseed
crop
processed
commodities
and
are
not
likely
to
exceed
the
proposed
0.5
ppm
azoxystrobin
tolerance
on
oilseed,
Group
20.

Citrus:
Based
on
the
HAFT
residue
for
citrus
fruit
of
8.7
ppm
(
total
residues
of
azoxystrobin
and
its
Z­
isomer)
and
the
average
concentration
factors
from
the
previously
submitted
processing
studies
of
2.1x
for
pulp
and
4.6x
for
oil,
the
petitioner's
requests
for
proposed
tolerances
are
adequate.
Therefore,
TRB
recommends
for
azoxystrobin
tolerances
of
20.0
ppm
for
citrus,
dried
pulp
and
40.0
ppm
for
citrus,
oil.

860.1650
Submittal
of
Analytical
Reference
Standards
The
analytical
reference
standards
for
both
azoxystrobin
(
7/
2000)
and
its
Z­
isomer
(
5/
2001)
have
been
submitted
to
the
EPA
National
Pesticide
Standards
Repository.

860.1850
Confined
Accumulation
in
Rotational
Crops
Adequate
confined
studies
have
previously
been
reviewed
(
DP
Barcodes
D230634,
D230635,
D230636,
and
D230637,
4/
25/
97,
L.
Kutney)
and
summarized
(
DP
Barcode
260134,
9/
6/
00,
M.
J.
Nelson).

Azoxystrobin
was
identified
in
all
RACs
at
the
30­
DAT
interval.
In
30­
DAT
samples,
the
Z
isomer
was
only
identified
in
wheat
forage
and
straw.
Compound
42
was
the
major
metabolite
identified
in
30­
DAT
lettuce
and
wheat
forage
and
straw.
In
30­
DAT
radish
roots,
azoxystrobin
was
the
major
metabolite
and
in
30­
DAT
radish
tops,
metabolites
G
2
,
N
1
,
and
N
2
were
the
major
metabolites.
In
30­
DAT
wheat
grain,
14C­
starch
was
found
to
account
for
the
largest
portion
of
radioactivity.
Several
conjugated
metabolites
(
compound
42
and
the
M,
N,
and
O
metabolites)
of
primary
crop
metabolites
were
identified,
indicating
that
azoxystrobin
is
more
extensively
metabolized
in
rotational
crops
than
in
primary
crops.
The
residues
of
concern
in
rotational
crops
are
parent
and
the
Z­
isomer.

860.1900
Field
Accumulation
in
Rotational
Crops
Limited
field
rotational
crop
studies
were
previously
reviewed
(
DP
Barcodes
D230634,
D230635,
D230636,
and
D230637,
4/
25/
97,
L.
Kutney)
and
summarized
(
DP
Barcode
260134,
9/
6/
00,
M.
J.
Nelson).
The
limited
field
accumulation
study
(
MRID
45640307)
is
adequate
to
indicate
that
residues
of
azoxystrobin
and
Z­
isomer
(
R230310)
will
not
occur
in
mustard
greens,
turnip
roots,
turnip
tops,
and
wheat
grain
planted
36
days
after
application
of
azoxystrobin,
as
an
80%
water
dispersible
granular
formulation,
to
a
primary
crop
at
a
rate
of
1.6
lb
ai/
A/
season.
This
study
also
indicates
that
small
residues
of
azoxystrobin
per
se
may
occur
in
wheat
matrices
other
than
grain
at
a
plantback
interval
of
approximately
60
days
after
treatment
(
DAT)
(
i.
e.,
0.02
ppm
in
wheat
Azoxystrobin
Summary
of
Analytical
Chemistry
and
Residue
Data
Barcode:
D312949
22
forage
at
61
DAT;
0.01
ppm
in
wheat
hay
at
45
DAT;
0.04
ppm
in
wheat
straw
at
59
DAT).
No
residues
of
Z­
isomer
(
R230310)
were
found
in
any
matrix
at
any
plantback
interval.

860.1550
Proposed
Tolerances
The
HED
MARC
determined
that
the
tolerance
expression
for
azoxystrobin
in/
on
plants
(
40
CFR
§
180.507)
includes
the
combined
residues
of
azoxystrobin
and
its
Z­
isomer.
At
the
time
of
establishment
of
US
tolerances,
no
Codex
maximum
residue
limits
(
MRLs)
were
proposed
or
established
for
residues
of
azoxystrobin.
There
is
an
existing
Canadian
MRL
on
rapeseed
(
canola)
and
a
Mexican
MRL
on
lemon,
orange,
and
grapefruit
both
at
1
ppm.
As
the
higher
use
rate
originally
proposed
for
canola
in
Canada
will
not
be
used
(
see
860.1500,
above),
it
is
unlikely
that
canola
with
over
tolerance
residues
will
be
imported
into
the
U.
S.
The
U.
S.
is
a
net
importer
of
citrus
fruit,
thus
the
lower
residue
level
on
Mexican
fruit
will
not
hinder
imports.
Harmonization
of
international
tolerances
was
thus
not
an
issue
for
these
actions.
Azoxystrobin
Summary
of
Analytical
Chemistry
and
Residue
Data
Barcode:
D312949
23
TABLE
10.
Tolerance
Summary
for
Azoxystrobin.

Commodity
Established
/
Proposed
Tolerances
Recommended
Tolerances
Comments/
Correct
Commodity
Definition
Herb
Subgroup
19A,
Fresh
50
ppm
50
ppm
Herb
Subgroup
19A,
Dried
260
ppm
260
ppm
Spice
subgroup
19B,
except
black
pepper
38
ppm
38
ppm
Rapeseed,
seed
0.5
ppm
0.5
ppm
Includes
canola
Indian
rapeseed
0.5
ppm
0.5
ppm
Indian
mustard,
seed
0.5
ppm
0.5
ppm
Field
mustard,
seed
0.5
ppm
0.5
ppm
Black
mustard,
seed
0.5
ppm
0.5
ppm
Flax,
seed
0.5
ppm
0.5
ppm
Sunflower,
seed
0.5
ppm
0.5
ppm
Safflower,
seed
0.5
ppm
0.5
ppm
Crambe,
seed
0.5
ppm
0.5
ppm
Citrus,
dried
pulp
20.0
ppm
20.0
ppm
Citrus,
oil
40.0
ppm
40.0
ppm
Fruit,
citrus,
Group
10
10.0
ppm
10.0
ppm
Attachment
1:
Figure
1:
Chemical
Names
and
Structures
of
Azoxystrobin
and
its
Z­
isomer
Attachment
2:
International
Residue
Status
Sheet
Attachment
3:
Syngenta
email,
12/
2/
05
Attachment
4:
MRL
Spreadsheet
Data
and
Results
Azoxystrobin
Summary
of
Analytical
Chemistry
and
Residue
Data
Barcode:
D312949
24
Template
Version
September
2003
Azoxystrobin
Summary
of
Analytical
Chemistry
and
Residue
Data
Barcode:
D312949
25
N
N
O
O
CN
OCH
3
O
H
3
CO
N
N
O
O
CN
OCH
3
O
H
3
CO
Attachment
1
Figure
1.
Chemical
Names
and
Structures
of
Azoxystrobin
and
its
Metabolites
1
Common
Name
Chemical
Name
Structure
Azoxystrobin
methyl
(
E)­
2­{
2­[
6­(
2­
cyanophenoxy)
pyrimidin­
4­
yloxy]­
phenyl}­
3­
methoxyacrylate
Z­
isomer
methyl
(
Z)­
2­{
2­[
6­(
2­
cyano­
phenoxy)
pyrimidin­
4­
yloxy]­
phenyl}­
3­
methoxyacrylate
1
For
a
complete
list
of
metabolites,
refer
to
DP
Barcode:
D230634,
4/
25/
97,
L.
Kutney.
26
Attachment
2:
International
Residue
Status
Sheet
INTERNATIONAL
RESIDUE
LIMIT
STATUS
Chemical
Name:
Common
Name:
Azoxystrobin
9
Proposed
tolerance
9
Reevaluated
tolerance
9
Other
Date:

Codex
Status
(
Maximum
Residue
Limits)
U.
S.
Tolerances
X
No
Codex
proposal
step
6
or
above
9
No
Codex
proposal
step
6
or
above
for
the
crops
requested
Petition
Numbers:
3E6637
DP
Barcodes:
D312949
Other
Identifier:

Residue
definition
(
step
8/
CXL):
N/
A
Reviewer/
Branch:
W.
Cutchin
Proposed
Residue
definition:
Combined
residues
of
azoxystrobin
and
its
Z­
isomer
Crop
(
s)
MRL
(
mg/
kg)
Crop(
s)
Tolerance
(
ppm)

Herb
Subgroup
19A,
Fresh
50
ppm
Herb
Subgroup
19A,
Dried
260
ppm
Spice
subgroup
19B,
except
black
38
ppm
Rapeseed,
seed
0.5
ppm
Indian
rapeseed
0.5
ppm
Indian
mustard,
seed
0.5
ppm
Field
mustard,
seed
0.5
ppm
Black
mustard,
seed
0.5
ppm
Flax,
seed
0.5
ppm
Sunflower,
seed
0.5
ppm
Safflower,
seed
0.5
ppm
Crambe,
seed
0.5
ppm
Citrus,
dried
pulp
20.0
ppm
Citrus,
oil
40.0
ppm
Fruit,
citrus,
Group
10
10.0
ppm
Limits
for
Canada
Limits
for
Mexico
9
No
Limits
9
No
Limits
for
the
crops
requested
9
No
Limits
9
No
Limits
for
the
crops
requested
Crop
(
s)
MRL
(
mg/
kg)
Crop(
s)
Tolerance
(
ppm)

27
Residue
definition:
("
E)­
methyl
2­[[
6­(
2­
cyanophenoxy)­
4­
pyrimidinyl]
oxy]­"­
(
methoxymethylene)
benzeneacetate,
including
the
isomer
(
Z)­
methyl
2­[[
6­(
2­
cyanophenoxy)­
4­
pyrimidinyl]
oxy]­­(
methoxymethylene)
benzeneacetate
Residue
definition:
azoxistrobin
Crop(
s)
MRL
(
mg/
kg)
Crop(
s)
MRL
(
mg/
kg)

rapeseed
(
canola)
1.
Lemon,
orange,
grapefruit
1.

Notes/
Special
Instructions:
S.
Funk,
01/
05/
2006.
28
Attachment
3:
Syngenta
Email
From:
michele.
schulz@
syngenta.
com
[
mailto:
michele.
schulz@
syngenta.
com]
Sent:
Friday,
December
02,
2005
11:
17
AM
To:
dthompson@
AESOP.
Rutgers.
edu
Subject:
RE:
Azoxystrobin
ResChem?

At
the
time
the
original
azoxystrobin
data
were
generated/
tolerances
established
in
USA,
the
higher
use
rate
was
planned
for
use
in
Canada.
Subsequently
we
learned
that
the
higher
use
rates
were
not
economically
practical
and
the
use
rates
for
Canada
on
canola
were
adjusted
down
accordingly.
Apparently
the
economics
of
canola
production
in
both
Canada
and
USA
do
not
support
the
use
of
premium
products.
Disease
control
in
canola
is
often
managed
thru
long
rotational
cycles
and
lowest
possible
use
rates.
The
higher
use
rates
originally
submitted
are
not
relevant
to
the
oil
seed
registration.
The
current
tolerance
in
the
USA
on
canola
could
be
lowered!

Regards
Michele
Schulz
NAFTA
Regulatory
Team
Leader
336.632.2380
office
336.209.5190
mobile
336.292.6374
Fax
Syngenta
29
Attachment
4:
MRL
Spreadsheet
Dill
Data
Regulator:
EPA
Chemical:
Azoxy
Crop:
Dill
PHI:
0
days
App.
Rate:
Submitter:

7.580
5.172
17.450
20.790
31.654
15.959
Regulator:
EPA
Chemical:
Azoxy
Crop:
Dill
PHI:
0
days
App.
Rate:
Submitter:

n:
6
min:
5.17
max:
31.65
median;
16.70
average:
16.43
95th
Percentile
99th
Percentile
99.9th
Percentile
EU
Method
I
Normal
35
40
50
(
55)
(
65)
(­­)

EU
Method
I
Log
Normal
45
70
120
(
170)
(
420)
(­­)

EU
Method
II
Distribution­
Free
50
California
Method
:?
+
3F?
50
UPLMedian95th
200
Approximate
Shapiro­
Francia
Normality
Test
Statistic
0.9444
p­
value
>
0.05
:
Do
not
reject
lognormality
assumption
30
31
Fresh
Chive
Data
Regulator:
EPA
Chemical:
Azoxy
Crop:
Chive
FR
PHI:
0
days
App.
Rate:
Submitter:
Residues
4.1528
4.2289
7.3682
5.7791
1.205
1.25
2.451
2.931
Regulator:
EPA
Chemical:
Azoxy
Crop:
Chive
FR
PHI:
0
days
App.
Rate:
Submitter:

n:
8
min:
1.21
max:
7.37
median;
3.54
average:
3.67
95th
Percentile
99th
Percentile
99.9th
Percentile
EU
Method
I
Normal
8.0
9.0
11
(
11)
(
14)
(­­)

EU
Method
I
Log
Normal
10
15
25
(
30)
(
60)
(­­)

EU
Method
II
Distribution­
Free
11
California
Method
:?
+
3F?
11
UPLMedian95th
35
Approximate
Shapiro­
Francia
Normality
Test
Statistic
0.9462
p­
value
>
0.05
:
Do
not
reject
lognormality
assumption
32
Dry
Chive
Data
Regulator:
EPA
Chemical:
Azoxy
Crop:
ChiveDry
PHI:
0
days
App.
Rate:
Submitter:
Residues
31.243
27.75
27.374
26.188
32.938
45.766
Regulator:
EPA
Chemical:
Azoxy
Crop:
ChiveDry
PHI:
0
days
App.
Rate:
Submitter:

n:
6
min:
26.19
max:
45.77
median;
29.50
average:
31.88
95th
Percentile
99th
Percentile
99.9th
Percentile
EU
Method
I
Normal
45
50
55
(
60)
(
70)
(­­)

EU
Method
I
Log
Normal
45
55
60
(
70)
(
90)
(­­)

EU
Method
II
Distribution­
Free
75
California
Method
:?
+
3F?
55
UPLMedian95th
350
Approximate
Shapiro­
Francia
Normality
Test
Statistic
0.8319
p­
value
>
0.05
:
Do
not
reject
lognormality
assumption
33
Sunflower
Data
Regulator:
EPA
Chemical:
Azoxy
Crop:
Sunflow
PHI:
28­
30
d
App.
Rate:
Submitter:
Residues
0.033
0.018
0.010
0.020
0.056
0.057
0.039
0.034
0.250
0.135
0.056
0.090
0.076
0.089
0.165
0.010
0.010
0.017
0.023
0.010
0.020
0.048
0.066
0.091
Regulator:
EPA
Chemical:
Azoxy
Crop:
Sunflow
PHI:
28­
30
d
App.
Rate:
Submitter:

n:
24
min:
0.01
max:
0.25
median;
0.04
average:
0.06
95th
Percentile
99th
Percentile
99.9th
Percentile
34
EU
Method
I
Normal
0.20
0.20
0.25
(
0.20)
(
0.25)
(­­)

EU
Method
I
Log
Normal
0.20
0.40
0.80
(
0.35)
(
0.80)
(­­)

EU
Method
II
Distribution­
Free
0.20
California
Method
:?
+
3F?
0.25
UPLMedian95th
0.30
Approximate
Shapiro­
Francia
Normality
Test
Statistic
0.9679
p­
value
>
0.05
:
Do
not
reject
lognormality
assumption
35
Canola
Data
Regulator:
EPA
Chemical:
Azoxy
Crop:
Canola
PHI:
28­
31
d
App.
Rate:
Submitter:
Residues
0.120
0.180
0.010
0.010
0.025
0.025
0.065
0.045
0.010
0.010
0.015
0.015
0.015
0.025
0.140
0.035
0.120
0.250
Regulator:
EPA
Chemical:
Azoxy
Crop:
Canola
PHI:
28­
31
d
App.
Rate:
Submitter:

n:
18
min:
0.01
max:
0.25
median;
0.03
average:
0.06
95th
Percentile
99th
Percentile
99.9th
Percentile
EU
Method
I
Normal
0.20
0.25
0.30
(
0.25)
(
0.30)
(­­)

EU
Method
I
Log
Normal
0.25
0.50
1.1
36
(
0.60)
(
1.5)
(­­)

EU
Method
II
Distribution­
Free
0.25
California
Method
:?
+
3F?
0.30
UPLMedian95th
0.20
Approximate
Shapiro­
Francia
Normality
Test
Statistic
0.9142
p­
value
>
0.05
:
Do
not
reject
lognormality
assumption
37
Citrus
Data
Chemical:
Azoxy
Crop:
Citrus
PHI:
0
days
App.
Rate:

Submitter:

Residues
0.251
0.288
2.938
5.427
0.915
0.986
1.185
1.443
0.414
0.554
2.077
2.682
0.734
0.865
1.509
1.982
2.385
3.994
0.822
1.082
4.690
5.519
0.528
0.744
1.509
1.982
0.365
0.467
1.512
2.150
0.578
0.584
0.289
0.515
2.711
3.577
1.179
1.565
38
1.941
2.451
0.715
0.808
0.466
0.693
5.050
6.643
1.466
1.952
8.152
9.182
0.098
0.101
1.562
2.096
1.517
1.675
2.603
2.870
0.075
0.087
1.212
1.632
1.309
1.468
1.784
2.087
Regulator:
EPA
Chemical:
Azoxy
Crop:
Citrus
PHI:
0
days
App.
Rate:
Submitter:

n:
66
min:
0.08
max:
9.18
median;
1.49
average:
1.89
95th
Percentile
99th
Percentile
99.9th
Percentile
EU
Method
I
5.0
7.0
8.0
39
Normal
(
6.0)
(
8.0)
(­­)

EU
Method
I
Log
Normal
7.0
14
35
(
10)
(
25)
(­­)

EU
Method
II
Distribution­
Free
4.5
California
Method
:?
+
3F?
8.0
UPLMedian95th
8.0
Approximate
Shapiro­
Francia
Normality
Test
Statistic
0.9625
p­
value
>
0.05
:
Do
not
reject
lognormality
assumption