Document ID: EPA-HQ-OPP-2004-0380-0008
Agency: epa
Document Type: Supporting & Related Material
Title: 
Posted Date: 2005-02-07T05:00Z

UNITED
STATES
ENVIRONMENTAL
PROTECTION
AGENCY
WASHINGTON,
D.
C.
20460
OFFICE
OF
PREVENTION,
PESTICIDES
AND
TOXIC
SUBSTANCES
MEMORANDUM
Date:
7/
22/
04
Subject:
Dimethipin.
Residue
Chemistry
Considerations
for
Reregistration
Eligibility
Decision.
Case
No.
3063.

DP
Barcode:
D293580
PC
Codes:
118901
40
CFR:.
§
180.406
From:
Danette
Drew,
Chemist
Reregistration
Branch
3
Health
Effects
Division
(
7509C)

Through:
Catherine
Eiden,
Branch
Chief
Reregistration
Branch
3
Health
Effects
Division
(
7509C)

To:
Susan
Stanton
Reregistration
Branch
3
Health
Effects
Division
(
7509C)

Attached
is
the
Residue
Chemistry
Chapter
for
the
dimethipin
Reregistration
Eligibility
Decision.
The
document
was
originally
prepared
by
Dynamac
Corp.(
9/
4/
03;
Germantown,
MD)
and
has
been
modified
to
reflect
current
HED
policies.
2
Executive
Summary
Dimethipin
[
2,3­
dihydro­
5,6­
dimethyl­
1,4­
dithiin
1,1,4,4­
tetraoxide]
is
a
plant
growth
regulator/
dessicant
registered
for
use
as
a
preharvest
cotton
defoliant.
Dimethipin
products
are
registered
in
the
U.
S.
to
Crompton
Manufacturing
Company,
Inc.
(
parent
company
to
Uniroyal
Chemical
Company,
Inc.)
under
the
trade
name
HARVADE
®
.
Currently,
the
2,
3.2,
and
4.9
lb/
gal
flowable
concentrate
formulations
of
dimethipin
are
registered
for
use
on
cotton.
The
products
are
typically
applied
as
postemergence
broadcast
applications
using
ground
or
aerial
equipment.

Dimethipin
is
a
FIFRA
List
C
pesticide.
The
Health
Effects
Division
completed
the
Dimethipin
Phase
4
Review
on
9/
26/
91.
A
Dimethipin
Data
Call­
In
(
DCI)
Notice
was
subsequently
issued
12/
30/
91.
Several
data
submissions
have
been
received
and
evaluated
since
the
Phase
4
Review.
The
information
contained
in
this
document
outlines
the
Residue
Chemistry
Science
Assessments
with
respect
to
the
reregistration
of
dimethipin.

The
nature
of
the
residue
in
plants
(
cotton)
and
livestock
is
adequately
understood
based
on
metabolism
studies
with
cotton,
goats,
and
hens.
The
residue
of
concern
for
tolerance
enforcement
is
dimethipin
per
se
for
both
plant
and
livestock
commodities.
The
residue
of
concern
for
risk
assessment
is
dimethipin
per
se
for
plant
commodities
and
livestock
commodities
except
liver.
The
residues
of
concern
for
risk
assessment
for
the
liver
of
cattle,
goats,
hogs
and
sheep
are
dimethipin
plus
acetyl
dithiane
tetraoxide
(
Dimethipin
Team
Review
of
Metabolism
Information,
3/
11/
04
and
5/
17/
04
meetings
).

Tolerances
are
established
under
40
CFR
§
180.406
(
a)
for
residues
of
dimethipin
(
2,3­
dihydro­
5,6­
dimethyl­
1,4­
dithiin
1,1,4,4­
tetraoxide;
CAS
Reg.
No.
55290­
64­
7)
per
se
in/
on
cotton,
undelinted
seed
at
0.5
ppm,
cotton
hulls
at
0.7
ppm,
and
the
fat,
meat,
and
meat
byproducts
of
cattle,
goats,
hogs,
horses,
and
sheep,
each
at
0.02
ppm.
There
are
no
tolerance
established
for
dimethipin
residues
in
poultry
tissues
or
eggs
as
the
Agency
has
concluded
that
there
is
no
reasonable
expectation
of
finite
residues
(
40
CFR
§
180.6(
a)(
3))
of
dimethipin
in
poultry
commodities
based
on
the
current
registered
uses.

Tolerances
for
dimethipin
have
been
reassessed.
The
tolerance
level
for
undelinted
cottonseed
should
remain
at
the
established
level
(
0.5
ppm).
The
established
tolerance
for
cotton
hulls
should
be
revoked
as
processing
studies
indicate
that
dimethipin
residues
do
not
concentrate
in
cotton
hulls.

Although
feeding
study
data,
reflecting
exaggerated
dosing
levels,
indicate
that
there
are
no
expectation
of
finite
residues
in
the
fat,
meat,
or
meat
byproducts
of
cattle,
goat,
horses,
hogs
or
sheep,
HED
recommends
that
the
tolerances
for
dimethipin
in
livestock
meat
and
meat
byproducts
not
be
revoked
in
order
to
harmonize
with
the
established
Codex
MRLs.
The
U.
S.
tolerances
for
livestock
meat
and
meat
byproducts
and
Codex
MRLs
for
mammalian
meat
and
edible
offal
are
established
at
0.02
ppm,
which
is
at
or
about
the
limit
of
quantitation.

The
U.
S.
tolerances
for
dimethipin
in
the
fat
of
cattle,
goat,
horses,
hogs
and
sheep
should
be
revoked
as
there
is
no
expectation
of
finite
residues
in
these
commodities
and
there
are
no
Codex
MRLs
established.
3
There
is
no
U.
S.
tolerance
for
dimethipin
in
milk.
A
tolerance
for
milk
is
not
required
as
there
is
no
expectation
of
finite
residues
of
dimethipin
in
milk.

For
enforcement
of
tolerances
for
residues
of
dimethipin,
PAM
Vol.
II
lists
two
methods,
Method
I
for
cottonseed
and
Method
II
for
livestock
tissues
and
eggs.
The
stated
detection
limits
are
0.1
ppm
for
cottonseed
and
0.02
ppm
for
livestock
commodities.

Residue
Chemistry
Deficiencies
"
860.1500:
Data
must
be
submitted
depicting
dimethipin
residues
in
cotton
gin
byproducts
which
include
burrs,
leaves,
stem,
lint,
immature
seeds
and
sand
(
dirt)
obtained
from
ginning
cotton.

"
860.1850:
To
demonstrate
the
storage
stability
of
the
samples
used
in
the
supplemental
confined
rotational
crop
submission,
the
registrant
must
submit
additional
data/
information
comparing
the
chromatographic
profiles
of
the
stored
samples
with
those
of
the
original
analyses
(
see
D219060
and
D223855,
DERs
43768201,
43768202,
and
43931301).

"
860.1900:
Additional
storage
stability
data
are
required
to
support
the
limited
field
rotational
crop
studies
(
see
D225417,
DERs
43979102
and
43979101).
HED
notes
that
crop
field
trial
data
for
cotton
gin
byproducts
and
extensive
field
rotational
crop
studies
are
required;
storage
stability
data
to
support
those
studies
will
be
required
unless
samples
are
analyzed
within
one
month
of
collection.

"
860.1900:
The
available
limited
rotational
crop
studies
indicate
the
potential
for
dimethipin
residues
in
certain
rotated
crops
at
the
established
plantback
interval
(
6
months).
Extensive
field
rotational
crop
studies
must
be
submitted
for
all
crops,
except
leafy
vegetables,
for
which
the
registrant
wishes
to
allow
a
6­
month
plantback
interval.
4
S
S
CH
3
CH
3
O
O
O
O
Background
The
PC
Code
and
nomenclature
of
dimethipin
are
listed
below
in
Table
1
and
the
physicochemical
properties
of
dimethipin
are
listed
in
Table
2.

Table
1.
Dimethipin
Nomenclature
Chemical
structure
Common
name
Dimethipin
Molecular
Formula
C6H10O4S2
Molecular
Weight
210.26
IUPAC
name
2,3­
dihydro­
5,6­
dimethyl­
1,4­
dithiine
1,1,4,4­
tetraoxide
CAS
name
2,3­
dihydro­
5,6­
dimethyl­
1,4­
dithiin
1,1,4,4­
tetraoxide
CAS
#
55290­
64­
7
PC
Code
118901
Current
Food/
Feed
Site
Registration
Cotton
Table
2.
Physicochemical
Properties
of
Dimethipin
Parameter
Value
Reference
Melting
point/
range
162­
167

C
MRID
41655601
pH
4.52
at
30

C
(
1%
w:
v
solution
in
50%
aqueous
dioxane
due
to
insolubility
in
water)
MRID
41655604
Density
1.5935
g/
cm3
at
23

C
MRID
41655602
Water
solubility
0.46
g/
100
mL
at
25

C
MRIDs
41967004,
41967005
Solvent
solubility
At
25

C:
acetone
0.097
g/
mL
1­
octanol
79.356
mg/
100
mL
hexane
1.664
mg/
100
mL
methanol
0.05
g/
100
mL
xylene
0.57
g/
100
mL
chloroform
7.92
g/
100
mL
MRIDs
41967004,
41967005
Vapor
pressure
<
3.81
x
10­
7
mm
Hg
at
24

C
MRID
43898701
Dissociation
constant,
pKa
10.88
+/­
0.39
at
25

C
MRID
41655603
Octanol/
water
partition
coefficient,
Log(
KOW)
0.66
at
24

C
MRID
42282702
UV/
visible
absorption
spectrum
(
not
available)
Data
outstanding
5
RESIDUE
CHARACTERIZATION
General
Discussion
on
Residue
Chemistry
of
Dimethipin
860.1200
Directions
for
Use
Product
List
An
OPPIN
search
conducted
6/
30/
04
identified
three
dimethipin
end­
use
products
(
EPs)
registered
to
Crompton
Manufacturing
Company,
Inc.
These
EPs,
including
the
associated
Special
Local
Need
(
SLN)
registration
under
FIFRA
Section
24
(
c),
are
listed
below.

Table
3.
Dimethipin
End­
use
Products
(
EPs)
with
Food/
Feed
Uses
Registered
to
Crompton
Manufacturing
Company,
Inc.

EPA
Reg.
No.
Formulation
Product
Name
400­
155
4.9
lb/
gal
FlC1
Harvade
®
­
5F
Harvest
Growth
Regulant
For
Cotton
400­
398
2
lb/
gal
FlC
Harvade
®
­
25F
Harvest
Growth
Regulant
For
Cotton
400­
505
3.2
lb/
gal
FlC2
Leafless
®
Harvest
Growth
Regulant
for
Cotton
1
Including
SLN
WA980008.
2
This
product
also
contains
thidiazuron.
This
product
was
listed
as
an
emulsifiable
concentrate
in
OPPIN.

Use
Pattern
Table
A
comprehensive
summary
of
the
registered
food/
feed
use
patterns
of
dimethipin,
as
prepared
by
BEAD,
is
presented
in
Appendix
1.
A
tabular
summary
of
the
residue
chemistry
science
assessments
for
reregistration
of
dimethipin
is
presented
in
Table
5.
The
conclusions
listed
in
Table
5
regarding
the
reregistration
eligibility
of
dimethipin
food/
feed
uses
are
based
on
the
use
patterns
to
be
supported
by
the
basic
producer,
Crompton
Manufacturing
Company,
Inc.

There
is
one
SLN
registration
for
dimethipin,
WA980008.
Under
WA980008,
dimethipin
is
registered
for
use
on
nonbearing
apple
nursery
stock.
Because
the
label
prohibits
use
on
trees
that
will
bear
fruit
for
harvest
within
on
year
of
application,
the
use
is
considered
a
nonfood
use.

860.1300
Nature
of
the
Residue
­
Plants
The
nature
of
the
residue
in
cotton
is
understood;
the
residue
of
concern
for
tolerance
enforcement
and
risk
assessment
is
the
parent,
dimethipin
per
se
(
Dimethipin
Team
Review
of
Metabolism
Information,
3/
11/
04
and
5/
17/
04
meetings).

A
summary
of
a
cotton
metabolism
study
was
submitted
for
Phase
4
review
(
MRIDs
93089024
and
93089037);
the
Phase
4
Review
concluded
that
this
study
was
not
sufficient
to
satisfy
data
requirements
because
results
were
not
confirmed
using
a
second
method,
and
insufficient
attempts
were
made
to
characterize
unidentified
radioactivity.
6
In
a
second
cotton
metabolism
study
(
MRID
43436901),
greenhouse­
grown
cotton
was
treated
with
[
2,3­
14C]
dimethipin
at
1.22
lb
ai/
A
and
3.06
lb
ai/
A
(
2.2x
and
5.4x
the
maximum
seasonal
rate)
two
weeks
prior
to
harvest.
Total
radioactive
residues
were
97.1
ppm
in
foliage
and
0.291
ppm
in
seeds
from
plants
treated
at
the
2.2x
rate,
and
341.3
ppm
in
foliage
and
1.42
ppm
in
seeds
from
plants
treated
at
the
5.4x
rate.
Matrices
from
the
2.2x
treated
plants
were
subjected
to
extraction
and
characterization/
identification.
Dimethipin
per
se
was
found
to
comprise
74%
of
foliage
radioactivity
and
80%
of
seed
radioactivity;
no
additional
metabolites
were
identified.

860.1300
Nature
of
the
Residue
­
Livestock
The
qualitative
nature
of
the
residue
in
livestock
is
understood.
The
residue
of
concern
for
tolerance
enforcement
is
dimethipin
per
se
for
livestock
commodities.
The
residue
of
concern
for
risk
assessment
is
dimethipin
per
se
for
livestock
commodities
except
liver.
The
residues
of
concern
for
risk
assessment
for
the
liver
of
cattle,
goats,
hogs
and
sheep
are
dimethipin
plus
acetyl
dithiane
tetraoxide
(
Dimethipin
Team
Review
of
Metabolism
Information,
3/
11/
04
and
5/
17/
04
meetings).

Following
oral
administration
of
[
2,3­
14C]
dimethipin
to
lactating
goats
for
5
days
at
3.066,
1010.8,
and
1290.0
ppm
(

0.54x,
177x,
and
226x
the
maximum
theoretical
dietary
burden),
the
TRR
were
0.005­
0.006
ppm
in
milk,
0.27
ppm
in
liver,
0.15
ppm
in
kidney,
0.002
ppm
in
muscle,
and
0.001
ppm
in
fat
from
the
goat
dosed
at
3.066
ppm,
0.68­
1.20
ppm
in
milk,
78.5
ppm
in
liver,
28.4
ppm
in
kidney,
0.64
ppm
in
muscle,
and
0.32
ppm
in
fat
from
the
goat
dosed
at
1010.8
ppm,
and
3.13­
4.26
ppm
in
milk,
45.0
ppm
in
liver,
55.2
ppm
in
kidney,
2.04
ppm
in
muscle,
and
0.99
ppm
in
fat
from
the
goat
dosed
at
1290.0
ppm.

Dimethipin
was
not
detected
in
milk
and
tissues
from
the
goat
dosed
at
3.066
ppm.
In
milk
from
this
goat,
dimethipin
cysteine
conjugate
(
34.8­
52.8%
TRR,
0.001­
0.002
ppm)
was
the
only
residue
identified.
In
kidney,
the
only
metabolite
identified
was
ethane
disulfonic
acid
(
75.6%
TRR,
0.11
ppm).
In
liver,
two
metabolites
were
identified:
ethane
disulfonic
acid
(
14.6%
TRR,
0.38
ppm)
and
acetyl
dithiane
(
16.6%
TRR,
0.045
ppm).
No
attempts
were
made
to
characterize/
identify
radioactive
residues
in
fat
and
muscle
because
the
total
radioactive
residues
in
these
tissues
were
0.001
and
0.002
ppm,
respectively.

The
parent
dimethipin
was
also
not
detected
in
the
milk
and
tissues
of
the
goats
dosed
at
higher
levels.
Dimethipin
cysteine
conjugate
was
also
the
only
residue
identified
in
milk
(
25.2­
50.6%
TRR,
0.22­
0.55
ppm).
In
kidney,
ethane
disulfonic
acid
(
27.6%
TRR,
7.8
ppm)
and
acetyl
dithiane
(
32.3%
TRR,
9.2
ppm)
were
identified.
In
muscle,
reduced
dimethipin
(
2,3­
dimethyl­
1,1,4,4­
tetraoxo­
1,4­
dithiane;
21.9%
TRR,
0.140
ppm)
was
identified.
In
liver,
ethane
disulfonic
acid
(
44.8%
TRR,
20.1
ppm)
was
identified.
Based
on
several
fractionation
and
extraction
procedures
employed
in
the
study,
the
registrant
believes
that
majority
of
radioactive
residues
in
kidney
and
liver
were
covalently
bound
to
proteins.

Following
oral
administration
of
[
2,3­
14C]
dimethipin
to
hens
for
5
days
at
2772
ppm
(
27,720x
the
maximum
theoretical
dietary
burden),
the
TRR
were
0.12­
12
ppm
in
egg
whites,
0.34­
16
ppm
in
egg
yolks,
2.4
ppm
in
fat,
10
ppm
in
thigh
muscle,
10
ppm
in
breast
muscle,
39
ppm
in
kidney,
and
65
ppm
in
liver.
Dimethipin
per
se
was
not
detected
in
any
poultry
matrices,
however
reduced
dimethipin
was
found
in
all
matrices
except
thigh
muscle
and
fat,
0.98­
7.8%
TRR
(
0.21­
7
5.0
ppm).
In
all
matrices
except
liver,
the
predominant
metabolite
was
Glu­
Cys­
S­
Harv
[
S­(
2,3­
dimethyl­
1,1,4,4­
tetraoxo­
1,4­
dithian­
yl)­
L­
cysteinyl­
 ­
glutamic
acid],
at
19­
36%
TRR
(
0.48­
7.5
ppm);
this
metabolite
was
found
in
liver
at
7.4%
TRR
(
4.8
ppm).
The
most
significant
liver
metabolite
was
dimethipin
cysteine
conjugate
(
Harv­
S­
Cys),
at
21.5%
TRR
(
14
ppm);
this
metabolite
was
found
in
all
other
matrices
except
fat,
at
0.1­
7.0%
TRR
(
0.01­
2.8
ppm).
The
major
metabolic
pathway
proposed
by
the
registrant
involved
the
formation
of
thioethers
of
dimethipin;
other
minor
pathways
involved
reduction
and
hydroxylation
of
dimethipin.

860.1340
Residue
Analytical
Methods
Data
collection
methods:
GC
methods
with
flame
photometric
detection
(
FPD)
in
the
sulfur
mode
have
been
used
for
the
determination
of
residues
of
dimethipin
in
plant
commodities.
These
methods
are
the
same
as
or
modifications
of
the
method
listed
in
PAM
Vol.
II
for
tolerance
enforcement.
Brief
descriptions
of
these
methods
follow.

Cottonseed,
meal,
and
hulls
are
extracted
with
methanol:
water
(
9:
1,
v:
v),
and
this
extract
is
partitioned
with
hexane
and
chloroform.
Oil
is
mixed
with
hexane
which
is
partitioned
with
ACN.
Chloroform
extracts
of
cottonseed,
meal,
and
hulls
and
the
ACN
extract
of
oil
are
evaporated
to
dryness
and
redissolved
in
dichloromethane.
The
dichloromethane
extracts
are
concentrated
and
cleaned
up
on
a
GPC
column
eluted
with
dichloromethane.
The
eluates
are
evaporated
to
dryness,
and
residues
are
redissolved
in
toluene:
chloroform
(
4:
1;
v:
v).
Interfering
materials
are
then
removed
by
a
Florisil/
alumina
column
cleanup
in
which
residues
of
dimethipin
are
eluted
with
acetone:
chloroform
(
8:
92,
v:
v).
The
eluates
are
evaporated
to
dryness,
and
the
residues
are
taken
up
in
ethyl
acetate
for
analysis
by
GC/
FPD.
The
limit
of
quantitation
is
0.1
ppm
for
all
commodities.

For
rotational
crops,
a
data
collection
method,
SOP
#
Meth­
74,
similar
to
the
enforcement
method
was
used.
Samples
are
extracted
with
acetone/
water,
partitioned
into
chloroform,
cleaned
up
by
gel
permeation
and
Florisil
chromatography,
and
analyzed
by
GC/
FPD
(
sulfur
mode).
The
validated
LOQ
is
0.02
ppm.

For
livestock
commodities,
two
data
collection
methods
have
been
used:
EBT
SOP
271,
which
determines
residues
of
dimethipin
in
milk,
and
EBT
SOP
270,
which
determines
residues
of
dimethipin
in
cattle
muscle,
liver,
and
kidney.
Samples
are
extracted
with
acetonitrile
(
tissues)
or
ethyl
acetate
(
milk),
partitioned
with
petroleum
ether,
cleaned
up
by
alumina/
Florisil
or
silica
gel
column
chromatography,
and
analyzed
by
GC/
ECD.
The
validated
LOQ
is
0.01
ppm.
The
method
validation
recoveries
indicate
that
GC/
ECD
methods
EBT
SOP
270
and
EBT
SOP
271
are
adequate
for
data
collection
purposes
for
the
determination
of
residues
of
dimethipin
in
dairy
cattle
milk,
muscle,
liver,
and
kidney.

Two
methods
were
used
for
the
determination
of
1,2­
ethanedisulfonic
acid
(
EDSA)
in
cattle
kidney,
a
primary
method
and
a
confirmatory
method.
Kidney
samples
are
homogenized
with
water,
proteins
are
precipitated
with
potassium
ferrocyanide
and
zinc
acetate
solutions,
and
the
extract
is
cleaned
up
then
analyzed
by
HPLC
(
primary
method)
or
ion
chromatography
(
confirmatory
method)
with
conductivity
detection.
The
validated
LOQ
is
0.1
ppm
for
the
primary
method
and
0.2
ppm
for
the
confirmatory
method.
8
Enforcement
method:
For
enforcement
of
tolerances
for
residues
of
dimethipin,
PAM
Vol.
II
lists
two
methods,
Method
I
for
cottonseed
and
Method
II
for
livestock
tissues
and
eggs.
The
stated
detection
limits
are
0.1
ppm
for
cottonseed
and
0.02
ppm
for
livestock
commodities.
In
Method
I,
samples
are
extracted
with
methanol/
water,
the
extract
is
washed
with
hexane
to
remove
oil,
the
residues
are
partitioned
into
chloroform,
the
chloroform
extract
is
evaporated
to
dryness
and
redissolved
in
benzene/
chloroform,
and
the
extract
is
cleaned
up
on
a
Florisil/
alumina
column
prior
to
analysis
using
GC/
FPD.
In
Method
II,
samples
are
extracted
with
acetonitrile,
the
extract
is
washed
with
petroleum
ether,
the
acetonitrile
phase
is
evaporated
to
dryness
and
redissolved
in
benzene/
chloroform,
and
the
extract
is
cleaned
up
on
a
Florisil/
alumina
column
prior
to
analysis
by
GC/
MS
with
selected
ion
monitoring.

The
registrant
has
submitted
a
revised
version
of
the
enforcement
method
for
cottonseed
to
include
instructions
for
the
analysis
of
cottonseed
processed
commodities,
the
use
of
toluene
instead
of
benzene
as
a
solvent,
and
a
GPC
cleanup
step.
The
revised
method
has
undergone
adequate
independent
laboratory
validation.
The
requested
waiver
of
the
requirement
for
additional
method
validation
(
including
Agency
method
validation)
for
this
method
has
been
approved.
The
method
(
in
MRID
43109801)
should
be
forwarded
to
FDA
for
publication
in
PAM
Vol.
II
as
a
replacement
for
Method
I.

No
radiovalidation
data
are
available
for
any
dimethipin
enforcement
method.
It
was
concluded
in
the
Phase
4
Review
that
radiovalidation
data
were
not
needed
for
the
cottonseed
method
because
metabolism
studies
indicate
that
dimethipin
per
se
comprises
a
large
portion
of
the
residues.
We
note
that
the
extraction
procedures
of
the
enforcement
method
for
plant
commodities
are
similar
to
the
extraction
procedures
used
in
the
cotton
metabolism
study.

860.1360
Multiresidue
Methods
The
FDA
PESTDATA
database
dated
11/
01
(
PAM
Volume
I,
Appendix
I)
indicates
that
dimethipin
is
completely
recovered
using
Multiresidue
Methods
Section
302
(
Luke
Method;
Protocol
D)
but
is
not
recovered
using
Section
303
(
Mills,
Onley,
and
Gaither
Method;
Protocol
E,
nonfatty
food)
or
Section
304
(
Mills
Method;
Protocol
F,
fatty
food).

860.1380
Storage
Stability
The
reregistration
requirements
for
storage
stability
data
are
not
fulfilled.
Additional
storage
stability
data
are
required
to
support
the
limited
field
rotational
crop
studies.
Data
must
be
submitted
demonstrating
the
stability
of
residues
of
dimethipin
during
frozen
storage
for
up
to
8.5
months
in
lettuce
and
carrot
roots
and
tops,
9.5
months
in
oat/
wheat
forage,
and
6
months
in
oat/
wheat
grain
and
straw.
We
note
that
crop
field
trial
data
for
cotton
gin
byproducts
and
extensive
field
rotational
crop
studies
are
required;
storage
stability
data
to
support
those
studies
will
be
required
unless
samples
are
analyzed
within
one
month
of
collection.

The
available
storage
stability
data
demonstrate
that
residues
of
dimethipin
are
stable
under
frozen
storage
conditions
for
up
to
one
year
in/
on
cottonseed.
Samples
of
cottonseed
from
the
crop
field
trial
studies
used
for
tolerance
reassessment
were
stored
frozen
for
4­
6
months
prior
to
analysis.
9
The
available
storage
stability
data
indicate
that
residues
of
dimethipin
are
stable
in
cottonseed
meal,
hulls,
and
oil
for
up
to
7
months
of
frozen
storage.
Cottonseed
samples
from
the
processing
study
were
stored
frozen
for
4­
7
months
prior
to
analysis.

The
available
storage
stability
data
indicate
that
residues
of
dimethipin
are
stable
in
dairy
cattle
milk,
muscle,
liver,
and
kidney
for
up
to
2
months
of
frozen
storage,
and
residues
of
EDSA
are
stable
in
cattle
kidney
for
up
to
178
days
of
frozen
storage.
In
the
feeding
study,
samples
of
milk
were
stored
frozen
for
up
to
43
days
prior
to
analysis
for
residues
of
dimethipin,
tissues
were
stored
frozen
for
up
to
22
days
prior
to
analysis
for
residues
of
dimethipin,
and
kidney
samples
were
stored
frozen
for
up
to
180
days
prior
to
analysis
for
residues
of
EDSA.

860.1400
Water,
Fish,
and
Irrigated
Crops
Dimethipin
is
presently
not
registered
for
direct
use
on
water
and
aquatic
food
and
feed
crops;
therefore,
no
residue
chemistry
data
are
required
under
these
guideline
topics.

860.1460
Food
Handling
Dimethipin
is
presently
not
registered
for
use
in
food­
handling
establishments;
therefore,
no
residue
chemistry
data
are
required
under
this
guideline
topic.

860.1480
Meat,
Milk,
Poultry,
and
Eggs
The
reregistration
requirements
for
magnitude
of
the
residue
in
meat,
milk,
poultry,
and
eggs
are
satisfied.

Currently,
there
are
no
registered
direct
animal
treatments
of
dimethipin
to
livestock;
however,
dimethipin
is
registered
for
use
on
the
livestock
feed
items
of
cotton.
The
tentative
maximum
theoretical
dietary
burdens
of
dimethipin
to
livestock
are
presented
in
Table
4.
We
note
that
these
calculations
are
tentative
because
field
trial
data
remain
outstanding
for
cotton
gin
byproducts,
a
feed
item
for
beef
and
dairy
cattle.
The
dietary
burden
for
cattle
is
calculated
based
on
the
worst
case
assumption
that
residues
in
cotton
gin
byproducts
would
not
exceed
residues
in
cottonseed
by
more
than
a
factor
of
50X.
This
assumption
was
based
on
the
comparison
of
thirteen
different
pesticides
that
had
separate
tolerances
for
cottonseed
and
cotton
gin
byproducts.
The
tolerances
on
cotton
gin
byproducts
were
less
than
or
equal
to
50
times
the
corresponding
tolerances
on
cottonseed.

Table
4.
Calculation
of
Theoretical
Maximum
Dietary
Burden
of
Dimethipin
to
Livestock.

Feedstuff
%
Dry
Matter1
%
Diet1
Reassessed
Tolerance
(
ppm)
Dietary
Contribution
(
ppm)
2
Beef
and
Dairy
Cattle
Cottonseed
88
25
0.5
0.14
Cotton
gin
byproducts
90
20
253
5.56
TOTAL
BURDEN
45
5.70
Table
4.
Calculation
of
Theoretical
Maximum
Dietary
Burden
of
Dimethipin
to
Livestock.

Feedstuff
%
Dry
Matter1
%
Diet1
Reassessed
Tolerance
(
ppm)
Dietary
Contribution
(
ppm)
2
10
Poultry
Cottonseed
meal
89
20
0.5
0.1
TOTAL
BURDEN
20
0.10
Swine
Cottonseed
meal
89
15
0.5
0.075
TOTAL
BURDEN
15
0.075
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.
3
Residue
data
for
cotton
gin
byproducts
have
not
been
submitted.
The
dietary
burden
for
cattle
is
calculated
based
on
the
worst
case
assumption
that
residues
in
cotton
gin
byproducts
would
not
exceed
residues
in
cottonseed
by
more
than
a
factor
of
50X.

A
dairy
cattle
feeding
study
with
dimethipin
has
been
conducted.
Dimethipin
was
administered
orally
to
11
Holstein
dairy
cattle
daily
for
28
days.
Dosing
was
made
at
5,
16,
and
55
ppm
in
the
feed,
equivalent
to
0.9x,
2.8x,
and
9.6x
the
tentative
maximum
theoretical
dietary
burden
to
beef
and
dairy
cattle.
Milk
samples
were
collected
twice
daily.
Cows
were
sacrificed
within
24
hours
of
the
final
dose,
and
samples
of
milk,
muscle,
liver,
and
kidney
were
collected.
Residues
of
dimethipin
were
below
the
limit
of
quantitation
(<
0.01
ppm)
in
samples
of
milk
(
collected
on
study
days
0,
7,
14,
21,
and
28),
muscle,
liver,
and
kidney
from
the
55­
ppm
dosing
group.
As
a
result,
samples
of
cattle
commodities
from
the
5­
and
16­
ppm
dosing
groups
were
not
analyzed.

The
registrant
did
not
collect
or
analyze
samples
of
fat
from
dosed
cattle
in
this
study.
Based
on
the
available
goat
metabolism
data,
which
indicated
that
total
radioactive
residues
were
lowest
in
fat
(
as
compared
with
muscle,
liver,
and
kidney)
following
dosing
with
[
14C]
dimethipin
at
levels
similar
to
and
greatly
exceeding
those
of
the
feeding
study,
HED
will
not
require
data
depicting
dimethipin
residues
in
cattle
fat.

The
available
ruminant
feeding
study
data
indicate
that
there
is
no
expectation
of
finite
residues
in
livestock
fat,
meat,
or
meatbyproducts.

The
registrant
also
submitted
data
from
analyses
of
kidney
samples,
from
the
above
described
feeding
study,
for
residues
of
a
dimethipin
metabolite,
1,2­
ethanedisulfonic
acid
(
EDSA).
Residues
of
EDSA
were
below
the
LOQ
(<
0.100
ppm)
in
samples
of
kidney
from
cattle
in
the
5­
ppm
dosing
group,
0.218­
0.376
ppm
in
kidney
from
the
16­
ppm
dosing
group,
and
0.315­
0.663
ppm
in
kidney
from
the
55­
ppm
dosing
group.
The
results
for
kidney
samples
from
the
55­
ppm
dosing
group
were
confirmed
by
a
second
laboratory;
residues
were
determined
to
be
0.22­
0.54
ppm
in
these
samples.

Based
on
the
results
of
the
poultry
metabolism
study,
the
Agency
has
concluded
that
there
is
no
reasonable
expectation
dimethipin
residues
in
poultry
commodities.
A
poultry
feeding
study
is
not
required.
11
860.1500
Crop
Field
Trials
The
reregistration
requirements
for
magnitude
of
the
residue
in
plants
are
not
fulfilled
for
cotton
gin
byproducts.
Reregistration
requirements
are
fulfilled
for
cottonseed.

The
9/
26/
91
Phase
4
Review
required
crop
field
trial
studies
with
cotton,
which
have
since
been
submitted
and
determined
to
be
adequate
to
satisfy
data
requirements
for
cottonseed.
Residues
of
dimethipin
were
<
0.10­
0.215
ppm
in/
on
cottonseed
treated
with
two
applications
of
the
4.9
lb/
gal
FlC
formulation
at
0.3125
lb
ai/
A
and
0.2344
lb
ai/
A
(
1x
the
maximum
registered
seasonal
rate);
tests
were
conducted
in
AR,
GA,
LA,
MS,
TN,
and
TX.
Additional
data,
from
field
trials
conducted
in
CA,
GA,
MS,
and
TX,
indicate
that
the
residues
of
dimethipin
are
not
likely
to
exceed
the
established
tolerance
of
0.5
ppm
in/
on
cottonseed
harvested
7
days
following
two
broadcast
foliar
applications
of
the
4.9
lb/
gal
FlC
formulation
at
0.31
and
0.23
lb
ai/
A
(
1x
the
maximum
registered
seasonal
rate);
dimethipin
residues
were
<
0.10­
0.260
ppm.

Data
must
be
submitted
depicting
dimethipin
residues
in
cotton
gin
byproducts
which
include
burrs,
leaves,
stem,
lint,
immature
seeds
and
sand
(
dirt)
obtained
from
ginning
cotton.

860.1520
Processed
Food
and
Feed
The
reregistration
requirements
for
magnitude
of
the
residue
in
processed
food/
feed
are
satisfied
for
cotton.
The
available
processing
data
indicate
that
residues
of
dimethipin
do
not
concentrate
in
cottonseed
meal
(
average
processing
factor
of
<
0.22x),
hulls
(
average
processing
factor
of
0.96x),
or
refined
oil
(
average
processing
factor
of
<
0.22x)
processed
from
cotton
treated
at
2x
the
maximum
seasonal
rate.

Two
additional
processing
studies
were
discussed
in
the
Phase
4
Review.
In
one
study,
dimethipin
was
found
to
concentrate
in
cottonseed
hulls
at
1.4x;
however,
the
study
utilized
cottonseed
fortified
in
the
laboratory
and
not
field­
weathered
samples.
In
a
second
study,
cottonseed
in
CA
and
LA
was
treated
with
dimethipin
at
exaggerated
rates;
dimethipin
residues
were
found
to
concentrate
1.4x
in
hulls
processed
from
the
CA
samples,
but
residues
did
not
concentrate
in
samples
processed
from
the
LA
samples.

860.1850
Confined
Accumulation
in
Rotational
Crops
The
reregistration
requirements
for
confined
accumulation
in
rotational
crops
are
not
satisfied.
To
demonstrate
the
storage
stability
of
the
samples
used
in
the
supplemental
confined
rotational
crop
submission,
the
registrant
must
submit
additional
data/
information
comparing
the
chromatographic
profiles
of
the
stored
samples
with
those
of
the
original
analyses.

The
registrant
has
submitted
two
confined
rotational
crop
studies.
[
14C]
Dimethipin
was
applied
to
the
soil
at
0.54
lb
ai/
A
(
1x
the
maximum
seasonal
rate),
and
rotational
crops
of
lettuce,
carrots,
and
barley
were
planted
30
and
183
days
after
application.
Samples
of
immature
and
mature
lettuce,
immature
and
mature
carrot
root
and
top,
and
barley
forage,
grain,
and
straw
were
collected.
12
Total
radioactive
residues
accumulated
above
0.01
ppm
in
all
harvested
rotational
crop
commodities
at
both
plantback
intervals.
At
the
30­
day
plantback
interval,
the
highest
residues
were
observed
in
barley
forage
(
2.52
ppm),
and
the
lowest
residues
were
observed
in
carrot
root
(
immature
and
mature;
0.10
ppm)
and
barley
grain
(
0.02
ppm).
At
the
183­
day
plantback
interval,
the
highest
residues
were
observed
in
carrot
tops
(
immature
and
mature;
0.508­
0.705
ppm),
and
the
lowest
residues
were
observed
in
immature
carrot
root
(
0.017
ppm)
and
barley
grain
(
0.018
ppm).
In
the
30­
day
plantback
interval
samples,
dimethipin
was
identified
in
immature
and
mature
lettuce
(
0.064­
0.091
ppm),
mature
carrot
tops
(
0.024
ppm),
immature
and
mature
carrot
root
(
0.016­
0.039
ppm),
barley
forage
(
0.025
ppm),
and
barley
straw
(
0.012
ppm).
In
the
183­
day
plantback
interval
samples,
dimethipin
was
identified
in
immature
carrot
tops
(
0.041
ppm),
but
was
not
detected
in
any
other
matrix.
Metabolite
H­
5
(
hydroxylated
dimethipin)
was
identified
at
low
levels
in
barley
straw
from
the
30­
day
plantback
interval.
Additional
characterization
data
demonstrated
that
unidentified
radioactivity
generally
consisted
of
several
components,
each
of
which
comprised

0.05
ppm.
Two
additional
metabolites,
H­
80
(
dimethipin
cysteine
conjugate)
and
a
mercaptolactic
acid
conjugate,
were
identified
in
the
extracts
of
30­
DAT
immature
lettuce,
at
2.10%
TRR
(
0.023
ppm)
and
13.68%
TRR
(
0.151
ppm),
respectively.

The
results
of
the
confined
rotational
crop
study
indicate
that
dimethipin
is
extensively
metabolized
in
rotational
crops.
The
registrant
proposed
that
dimethipin
is
metabolized
in
rotational
lettuce
and
carrots
through
glutathione
conjugation
followed
by
degradation
to
cysteine
conjugates.
Further
oxidation
at
the
amino
group
leads
to
the
formation
of
mercaptolactic
acid
conjugates.

860.1900
Field
Accumulation
in
Rotational
Crops
The
reregistration
requirements
for
field
accumulation
in
rotational
crops
are
not
satisfied.
The
available
limited
rotational
crop
studies
indicate
the
potential
for
dimethipin
residues
in
certain
rotated
crops
at
the
established
plantback
interval
(
6
months).
Extensive
field
rotational
crop
studies
must
be
submitted.

Currently,
a
6­
month
plantback
interval
is
established
for
all
rotational
crops
on
the
labels
for
EPA
Reg.
Nos.
400­
155
and
400­
398.
The
label
for
EPA
Reg.
No.
400­
505
(
an
MAI
product
with
thidiazuron)
has
slightly
more
restrictive
rotational
crop
restrictions:
a
9­
month
plantback
interval
for
lettuce,
carrots,
onions,
and
spinach;
and
a
6­
month
plantback
interval
for
all
other
crops.

Two
limited
field
rotational
crop
studies
on
the
representative
crops
lettuce
(
leafy
vegetable),
carrot
(
root
and
tuber
vegetable),
and
wheat/
oat
(
small
grain)
reflecting
plantback
intervals
of
one
month
and
six
months
are
available.
Two
trials
were
conducted
for
each
crop
in
MS
and
TX
at
each
plantback
interval.
At
each
trial
site,
a
primary
crop
of
cotton
received
two
applications
of
a
4.9
lb/
gal
FlC
formulation
at
approximately
0.31
and
0.23
lb
ai/
A
(
1x
the
maximum
seasonal
rate).
Cotton
was
harvested,
disced
into
the
soil,
and
rotational
crops
were
planted
approximately
one
month
and
six
months
after
last
application
of
the
test
substance.
The
trial
sites
were
representative
of
the
areas
where
cotton
is
typically
grown.

Residues
of
dimethipin
were
below
the
LOQ
(<
0.02
ppm)
to
0.031
ppm
in
lettuce,
<
0.02
ppm
in
carrot
roots,
0.034­
0.071
ppm
in
carrot
tops,
0.027­
0.039
ppm
in
wheat
forage,
<
0.02
ppm
in
wheat
grain,
and
<
0.02­
0.023
ppm
in
wheat
straw
planted
one
month
after
application
of
13
dimethipin.
Residues
of
dimethipin
were
below
the
LOQ
(<
0.02
ppm)
in
lettuce,
<
0.02­
0.024
ppm
in
carrot
roots,
<
0.02­
0.180
ppm
in
carrot
tops,
<
0.02
ppm
in
oat
forage,
<
0.02
ppm
in
oat
grain,
and
<
0.02­
0.021
ppm
in
oat
straw
planted
six
months
after
dimethipin
application.
At
both
plantback
intervals,
residues
were
highest
in
carrot
tops.

Adequate
supporting
storage
stability
data
are
required
before
these
studies
may
be
classified
as
acceptable.
The
submitted
data
indicate
that
at
a
minimum,
extensive
field
rotational
crop
studies
will
be
required
for
all
crops,
except
leafy
vegetables,
for
which
the
registrant
wishes
to
allow
a
6­
month
plantback
interval.
The
need
for
rotational
crop
tolerances
will
be
determined
upon
submission
of
the
studies.

860.1650
Submittal
of
Analytical
Reference
Standards
As
of
7/
10/
2003,
an
analytical
reference
standard
for
dimethipin
is
available
at
the
EPA
National
Pesticide
Standards
Repository.
14
Table
5.
Residue
Chemistry
Science
Assessment
for
Reregistration
of
Dimethipin
(
PC
Code
118901).

GLN
Data
Requirements
Current
Tolerances
(
ppm)
[
§
180.406(
a)]
Additional
Data
Needed?
MRID
Nos.
1
860.1200:
Directions
for
Use
N/
A
=
Not
Applicable
No
See
Table
3
and
Appendix
1
860.1300:
Nature
of
the
Residue
­
Plants
N/
A
No
434369012
860.1300:
Nature
of
the
Residue
­
Animals
N/
A
No
427060013
430867014
439221015
860.1340:
Residue
Analytical
Method
­
Plant
Commodities
N/
A
No6
00085669
00136860
93089025
93089038
424670027
429209038
431098019
4397910310
­
Livestock
Commodities
N/
A
No11
4396640112
44147201­
4414720213
860.1360:
Multiresidue
Method
N/
A
No
4309650114
860.1380:
Storage
Stability
Data
­
Plant
Commodities
N/
A
Yes15
4271270116
4393140117
­
Livestock
Commodities
N/
A
No
4396640118
4419000119
860.1400:
Magnitude
of
the
Residue
­
Water,
Fish,
and
Irrigated
Crops
N/
A
860.1460:
Magnitude
of
the
Residue
­
Food
Handling
N/
A
860.1480:
Magnitude
of
the
Residue
­
Meat,
Milk,
Poultry,
Eggs
­
Fat,
Meat,
and
Meat
Byproducts
of
Cattle,
Goats,
Hogs,
Horses,
and
Sheep
0.02
No
4396640120
44147201­
4414720221
­
Milk
None
established
No
4396640120
­
Eggs
and
the
Fat,
Meat,
and
Meat
Byproducts
of
Poultry
None
established
No22
860.1500:
Crop
Field
Trials
Miscellaneous
Commodities
­
Cotton,
seed
and
gin
byproducts
0.5
Yes23
424670017
429209018
4318410124
860.1520:
Processed
Food/
Feed
­
Cotton
0.7,
hulls
No
00080098
00085666
93089026
93089039
429209028
860.1850:
Confined
Accumulation
in
Rotational
Crops
N/
A
Yes25
4266630126
4275780126
43768201­
4376820227
4393130127
860.1900:
Field
Accumulation
in
Rotational
Crops
N/
A
Yes28
4397910129
4397910230
15
1.
Bolded
references
were
discussed
in
the
Dimethipin
Phase
4
Review,
dated
9/
26/
91.
All
other
references
were
reviewed
as
noted.

2.
DP
Barcode
D209289,
2/
21/
96,
C.
Swartz.

3.
DP
Barcode
D189870,
4/
29/
94,
C.
Swartz.

4.
DP
Barcode
D198876,
3/
16/
94,
C.
Swartz.

5.
DP
Barcode
D223337,
7/
21/
04,
D.
Drew.

6.
The
method
(
MRID
43109801)
should
be
forwarded
to
FDA
for
publication
in
PAM
Vol.
II
as
a
replacement
for
Method
I.

7.
DP
Barcode
D182559,
8/
16/
93,
K.
Dockter.

8.
DP
Barcode
D196057,
8/
18/
94,
F.
Fort.

9.
DP
Barcode
D199486,
6/
22/
94,
C.
Swartz.

10.
860.1340
DER
for
MRID
43979103;
DP
Barcode
D225417,
7/
21/
04,
D.
Drew.

11.
Analytical
methods
for
livestock
commodities
are
not
required.

12.
860.1340
DER
for
MRID
43966401;
DP
Barcode
D224851,
7/
21/
04,
D.
Drew.

13.
860.1340
DER
for
MRIDs
44147201
&
44147202;
DP
Barcode
D299519,
7/
21/
04,
D.
Drew.

14.
DP
Barcode
D199242,
5/
9/
94,
C.
Swartz.

15.
Storage
stability
data
are
required
to
support
the
field
rotational
crop
studies.

16.
DP
Barcode
D190381,
11/
2/
93,
C.
Swartz.

17.
860.1380
DER
for
MRID
43931401;
DP
Barcode
D223703,7/
21/
04,
D.
Drew.

18.
860.1380
DER
for
MRID
43966401;
DP
Barcode
D224851,7/
21/
04,
D.
Drew.

19.
860.1380
DER
for
MRID
44190001;
DP
Barcode
D233851,
7/
21/
04,
D.
Drew.

20.
860.1480
DER
for
MRID
43966401;
DP
Barcode
D224851,
7/
21/
04,
D.
Drew.

21.
860.1480
DER
for
MRIDs
44147201
&
44147202;
DP
Barcode
D299519,
7/
21/
04,
D.
Drew.

22.
There
is
no
expectation
of
finite
dimethipin
residues
in
poultry
commodities.

23.
Crop
field
trial
data
for
cotton
gin
byproducts
must
be
submitted.

24.
DP
Barcode
D201816,
6/
6/
95,
C.
Swartz.

25.
Additional
storage
stability
data/
information
comparing
the
chromatographic
profiles
of
stored
samples
with
those
from
the
original
analysis
is
required
to
support
the
supplemental
confined
rotational
crop
data.

26.
DP
Barcodes
D210088
&
D192171,
2/
1/
95.
L.
Cheng.
16
27.
860.1850
DER
for
MRIDs
43768201,
43768202,
&
43931301;
DP
Barcodes
D219060
&
D223855,7/
21/
04,
D.
Drew.

28.
Extensive
field
rotational
crop
studies
must
be
submitted
for
all
crops,
except
leafy
vegetables,
the
registrant
wishes
to
allow
to
be
rotated
after
dimethipin
application.

29.
860.1900
DER
for
MRID
43979101;
DP
Barcode
D225417,
7/
21/
04
D.
Drew.

30.
860.1900
DER
for
MRID
43979102;
DP
Barcode
D225417,
7/
21/
04,
D.
Drew.
17
TOLERANCE
REASSESSMENT
SUMMARY
Tolerance
Reassessments
for
Dimethipin
The
tolerances
listed
in
40
CFR
§
180.406(
a)
are
expressed
in
terms
of
dimethipin
(
2,3­
dihydro­
5,6­
dimethyl­
1,4­
dithiin
1,1,4,4­
tetraoxide;
CAS
Reg.
No.
55290­
64­
7)
per
se.
The
current
tolerance
expression
is
adequate.

Tolerances
Listed
Under
40
CFR
§
180.406(
a):

Adequate
residue
data
have
been
submitted
to
reassess
the
established
tolerance
for
undelinted
cottonseed;
the
tolerance
is
reassessed
at
the
same
level.

The
available
processing
data
indicate
that
dimethipin
residues
do
not
concentrate
in
cotton
hulls.
The
established
tolerance
for
cotton
hulls
should
be
revoked.

Although
feeding
study
data,
reflecting
exaggerated
dosing
levels,
indicate
that
there
are
no
expectation
of
finite
residues
in
the
fat,
meat,
or
meat
byproducts
of
cattle,
goat,
horses,
hogs
or
sheep,
HED
recommends
that
the
tolerances
for
dimethipin
in
livestock
meat
and
meat
byproducts
not
be
revoked
in
order
to
harmonize
with
the
established
Codex
MRLs.
The
U.
S.
tolerances
for
livestock
meat
and
meat
byproducts
and
Codex
MRLs
for
mammalian
meat
and
edible
offal
are
established
at
0.02
ppm,
which
is
at
or
about
the
limit
of
quantitation.

The
U.
S.
tolerances
for
dimethipin
in
the
fat
of
cattle,
goat,
horses,
hogs
and
sheep
should
be
revoked
as
there
is
no
expectation
of
finite
residues
in
these
commodities
and
there
are
no
Codex
MRLs
established
(
dimethipin
is
not
considered
fat
soluble
so
no
MRL
set
for
"
meat
(
fat)").

There
is
no
U.
S.
tolerance
for
dimethipin
in
milk.
A
tolerance
for
milk
is
not
required
as
there
is
no
expectation
of
finite
residues
of
dimethipin
in
milk.

Tolerances
To
Be
Proposed
Under
40
CFR
§
180.406(
a):

A
tolerance
must
be
proposed
for
cotton
gin
byproducts;
adequate
crop
field
trial
data
must
be
submitted
before
the
appropriate
tolerance
level
may
be
determined.

A
summary
of
dimethipin
tolerance
reassessments
is
presented
in
Table
6.
18
Table
6.
Tolerance
Reassessment
Summary
for
Dimethipin.

Commodity
Current
Tolerance
(
ppm)
Range
of
Residues
(
ppm)
Tolerance
Reassessment
(
ppm)
Comment/[
Correct
Commodity
Definition]

Tolerances
Listed
Under
40
CFR
§
180.406(
a):

Cotton,
undelinted
seed
0.5
<
0.10­
0.260
0.5
Cotton,
hulls
0.7
average
processing
factor
=
0.95x
Revoke
No
tolerance
for
cotton
hulls
is
necessary
because
residues
do
not
concentrate.

Cattle,
fat
0.02
<
0.01
at
a
9.6x
dosing
level
Revoke
The
available
feeding
study
data,
reflecting
exaggerated
dosing
levels,
indicate
that
there
is
no
expectation
of
finite
residues.
However,
tolerances
should
be
maintained,
except
for
fat,
to
harmonize
with
CODEX
MRLs.
Tolerances
for
fat
should
be
revoked
as
there
are
no
CODEX
MRLs
for
fat.
Cattle,
meat
0.02
0.02
Cattle,
meat
byproducts
0.02
0.02
Goat,
fat
0.02
Revoke
Goat,
meat
0.02
0.02
Goat,
meat
byproducts
0.02
0.02
Hog,
fat
0.02
Revoke
Hog,
meat
0.02
0.02
Hog,
meat
byproducts
0.02
0.02
Horse,
fat
0.02
Revoke
Horse,
meat
0.02
0.02
Horse,
meat
byproducts
0.02
0.02
Sheep,
fat
0.02
Revoke
Sheep,
meat
0.02
0.02
Sheep,
meat
byproducts
0.02
0.02
Tolerances
to
Be
Proposed
under
40
CFR
180.406(
a):

Cotton,
gin
byproducts
­­
­­
TBD1
1
TBD
=
To
be
determined.
Additional
residue
crop
field
trial
data
are
required.

Codex/
International
Harmonization
The
Codex
Alimentarius
Commission
has
established
several
maximum
residue
limits
(
MRLs)
for
residues
of
dimethipin
in/
on
various
commodities.
The
Codex
MRLs
are
expressed
in
terms
of
dimethipin
per
se.
The
Codex
MRL
and
the
U.
S.
tolerance
expressions
are
compatible.
A
comparison
of
the
Codex
MRLs
and
the
corresponding
reassessed
U.
S.
tolerances
is
presented
in
Table
7.

There
are
no
Canadian
MRLs
established
for
dimethipin.
There
are
Mexican
MRLs
for
"
dimetipin"
on
cottonseed
(
0.5
mg/
kg)
and
potato
(
0.05
mg/
kg).
19
Table
7.
Codex
MRLs
and
applicable
U.
S.
tolerances
for
dimethipin.
Recommendations
are
based
on
conclusions
following
reassessment
of
U.
S.
tolerances
(
see
Table
6).

Codex
Reassessed
U.
S.
Tolerance,
ppm
Recommendation
And
Comments
Commodity,
As
Defined
MRL
(
mg/
kg)
Step
Cottonseed
0.5
CXL
0.5
Harmonized.

Cotton
seed
oil,
Crude
0.1
CXL
­­
No
separate
tolerance
established
in
U.
S.
for
cotton
seed
oil.

Cotton
seed
oil,
Edible
0.02(*)
1
CXL
­­
No
separate
tolerance
established
in
U.
S.
for
cotton
seed
oil.

Edible
offal
(
mammalian)
0.02(*)
CXL
0.02
(
meat
byproducts)
Harmonized
Eggs
0.02(*)
CXL
­­
U.
S.
tolerances
not
necessary
for
poultry
commodities.

Linseed
0.2
CXL
­­
No
U.
S.
registrations
for
use
on
linseed.

Meat
(
from
mammals
other
than
marine
mammals)
0.02(*)
CXL
0.02
(
meat)
Harmonized
Milks
0.02(*)
CXL
­­
U.
S.
tolerance
not
necessary
for
milk.

Potato
0.05(*)
CXL
­­
No
U.
S.
registrations
for
use
on
potato.

Poultry
meat
0.02(*)
CXL
­­
U.
S.
tolerances
not
necessary
for
poultry
commodities.

Poultry,
Edible
offal
of
0.02(*)
CXL
­­
U.
S.
tolerances
not
necessary
for
poultry
commodities.

Rape
seed
0.1
CXL
­­
No
U.
S.
registrations
for
use
on
rape
seed.

Sunflower
seed
0.5
CXL
­­
No
U.
S.
registrations
for
use
on
sunflower.

Sunflower
seed
oil,
Crude
0.1
CXL
­­
No
U.
S.
registrations
for
use
on
sunflower.

Sunflower
seed
oil,
Edible
0.02
CXL
­­
No
U.
S.
registrations
for
use
on
sunflower.

1
(*)
=
At
or
about
the
limit
of
determination.
20
BIBLIOGRAPHY
Study
Citations
42467001
Korpalski,
S.
(
1992)
Harvade
5F
on
Cotton:
Magnitude
of
the
Residue:
Lab
Project
Number:
A026.010:
RP­
91034.
Unpublished
study
prepared
by
Huntingdon
Analytical
Services.
575
p.

42467002
Korpalski,
S.
(
1992)
Harvade
in
Cotton
Seed:
Method
Validation:
Lab
Project
Number:
A026.009:
RP­
91056.
Unpublished
study
prepared
by
Huntingdon
Analytical
Services.
73
p
42666301
Perhach,
M.;
Jalal,
M.
(
1993)
A
Confined
Rotational
Crop
Study
on
Harvade
(
30
Day
Aging):
Dimethipin:
Lab
Project
Number:
ML­
91­
725:
9174.
Unpublished
study
prepared
by
Pan­
Agricultural
Labs.,
Inc.
165
p.

42706001
Lau,
R.;
Gay,
M.
(
1993)
Nature
of
the
Residue
of
(
carbon
14)­
Harvade
in
Laying
Hen:
Lab
Project
Number:
91121:
91104:
URC­
01­
91.
Unpublished
study
prepared
by
Uniroyal
and
Enviro­
Bio­
Tech,
Ltd.
435
p.

42712701
Korpalski,
S.
(
1993)
Freezer
Storage
Stability
of
Harvade
(
Dimethipin)
in
Cottonseed:
Lab
Project
Number:
A026.011:
RP­
91055.
Unpublished
study
prepared
by
Huntingdon
Analytical
Services,
Division
of
Empire
Soils
Investigations,
Inc.
95
p.

42757801
Perhach,
M.
(
1993)
A
Confined
Rotational
Crop
Study
on
HARVADE
(
183
Day
Aging):
Dimethipin:
A
Supplement:
Lab
Project
Number:
9183:
ML­
91­
726.
Unpublished
study
prepared
by
Pan­
Agricultural
Labs,
Inc.
233
p.

42920901
Korpalski,
S.
(
1993)
HARVADE
5F
on
Cotton:
Magnitude
of
the
Residue:
Lab
Project
Number:
RP­
92026:
ML92­
0345­
UNI.
Unpublished
study
prepared
by
Morse
Laboratories,
Inc.
299
p.

42920902
Korpalski,
S.
(
1993)
HARVADE
5F
on
Cotton:
Processing
Study:
Lab
Project
Number:
ML92­
0346­
UNI:
RP­
92027.
Unpublished
study
prepared
by
Morse
Laboratories,
Inc.
293
p.

42920903
Korpalski,
S.
(
1993)
Method
Validation
for
HARVADE
in
Cottonseed
and
Commodities
Generated
from
Cottonseed
Processing:
Lab
Project
Number:
ML92­
0347­
UNI:
RP­
92033.
Unpublished
study
prepared
by
Morse
Laboratories,
Inc.
89
p.

43086701
Byrd,
J.
(
1992)
Nature
of
the
Residue
of
Radiolabeled
HARVADE
in
Lactating
Goat:
Part
I.
(
Dimethipin)
Lab
Project
Number:
9202,
9275G.
Unpublished
study
prepared
by
Southwest
Bio­
Labs,
Inc.
109
p.
21
43096501
Thiem,
D.;
Rhoads,
W.
(
1994)
Multiresidue
Study:
Testing
of
Dimethipin
Through
FDA
Multiresidue
Protocols
C,
D,
and
E:
Final
Report:
Lab
Project
Number:
RP/
93032:
UNIROYAL/
1208.
Unpublished
study
prepared
by
Colorado
Analytical
Research
&
Development
Corp.
100
p.

43109801
Koch,
D.;
Cooper,
J.
(
1994)
Independent
Laboratory
Method
Validation
for
Dimethipin
in
Cottonseed:
Final
Report:
Lab
Project
Number:
41344:
RP/
93033.
Unpublished
study
prepared
by
ABC
Laboratories,
Inc.
121
p.

43184101
Korpalski,
S.
(
1994)
HARVADE
5F
on
Cotton:
Magnitude
of
the
Residue:
Amended
Final
Report:
Lab
Project
Number:
A026.010:
RP­
91034:
WSM­
91­
009.
Unpublished
study
prepared
by
Huntingdon
Analytical
Services,
Mid­
South
Ag
Research
and
S­
L
Agri­
Development.
580
p.

43436901
Burke,
B.;
Johnson,
K.
(
1994)
Metabolism
of
(
Carbon
13)/(
Carbon
14)­
HARVADE
Used
as
Defoliant
in
Cotton:
Lab
Project
Number:
92206:
PRT/
15/
2UON/
01:
PRT/
15/
2UON/
01/
003.
Unpublished
study
prepared
by
Uniroyal
Chemical
Co.,
Inc.;
Plant
Research
Technologies,
Inc.
78
p.

43768201
Perhach,
M.;
Jalal,
M.
(
1995)
A
Confined
Rotational
Crop
Study
on
Harvade
(
Dimethipin)
(
30
Day
Aging):
Amended
(
Final
Report
#
3):
Lab
Project
Number:
ML­
91­
725:
9174.
Unpublished
study
prepared
by
Pan­
Agricultural
Labs,
Inc.
166
p.

43768202
Perhach,
M.
(
1995)
A
Confined
Rotational
Crop
Study
on
Harvade
(
Dimethipin)
(
183
Day
Aging):
Amended
(
Final
Report
#
1):
Lab
Project
Number:
ML­
91­
726:
9183.
Unpublished
study
prepared
by
Pan­
Agricultural
Labs,
Inc.
244
p.

43922101
Lau,
R.;
Gay,
M.
(
1996)
Nature
of
the
Residue
of
Dimethipin
in
Lactating
Goat:
Lab
Project
Number:
9202:
9275G:
95089G.
Unpublished
study
prepared
by
Uniroyal
Chemical
Co.,
Inc.
and
Southwest
Bio­
Labs,
Inc.
363
p.

43931301
Ryan,
J.
(
1996)
Upgrade
of
HARVADE
(
Dimethipin)
Confined
Rotational
Crop
Study:
30
and
183
Days
Aging:
Lab
Project
Number:
XBL95082:
RPT00264:
95119.
Unpublished
study
prepared
by
XenoBiotic
Laboratories,
Inc.
188
p.

43931401
Korpalski,
S.
(
1996)
Freezer
Storage
Stability
of
Dimethipin
in
Cottonseed
Processed
Commodities:
Lab
Project
Number:
ML95­
0510­
UNI:
RP­
94025:
SJK17\
SK60123D.
Unpublished
study
prepared
by
Morse
Labs,
Inc.
146
p.

43966401
Singh,
H.;
Eckert,
J.
(
1996)
In­
Life
Feeding
Study
of
Dimethipin:
Determination
of
the
Magnitude
of
Residues
in
Milk,
Tissues,
and
Dosing
Capsules;
Method
Validation
in
Various
Substrates;
and
Freezer
Storage
Stability
of
Dimethipin
in
Milk
and
Tissues:
Lab
Project
Number:
UR­
01­
95:
95156:
EBT
220.02.
Unpublished
study
prepared
by
Enviro­
Bio­
Tech,
Ltd.
168
p.
22
43979101
Korpalski,
S.
(
1996)
Thirty­
Day
HARVADE
Field
Rotational
Crop
Study:
Lab
Project
Number:
ML94­
0467­
UNI:
RP­
94009:
METH­
74.
Unpublished
study
prepared
by
Morse
Laboratories,
Inc.
336
p.

43979102
Korpalski,
S.
(
1995)
Six
Month
HARVADE
Field
Rotational
Crop
Study:
Lab
Project
Number:
RP­
93014:
ML93­
0392­
UNI:
METH­
74.
Unpublished
study
prepared
by
Morse
Laboratories,
Inc.
279
p.

43979103
Korpalski,
S.
(
1995)
Method
Validation
for
Dimethipin
in
Rotational
Crop
Matrices:
Lab
Project
Number:
ML94­
0498­
UNI:
RP­
94021:
METH­
74.
Unpublished
study
prepared
by
Morse
Laboratories,
Inc.
94
p.

44147201
Hughes,
D.;
Patzer,
S.
(
1996)
Determination
of
1,2­
Ethanedisulfonic
Acid
in
Beef
Kidney:
Final
Report:
Lab
Project
Number:
6111­
155:
96037:
CHW
6111­
155.
Unpublished
study
prepared
by
Corning
Hazleton
Inc.
33
p.

44147202
Batorewicz,
W.;
Long,
S.
(
1996)
Confirmational
Analysis:
Analytical
Method
for
Determination
of
1,2­
Ethanedisulfonic
Acid
in
Beef
Kidney:
Lab
Project
Number:
96099:
93179.
Unpublished
study
prepared
by
Uniroyal
Chemical
Co.,
Inc.
38
p.

44190001
Hughes,
D.;
Halverson,
R.
(
1996)
Storage
Stability
of
1,2­
Ethanedisulfonic
Acid
in
Beef
Kidney:
Final
Report:
Lab
Project
Number:
CHW
6111­
156:
96039:
6111­
156.
Unpublished
study
prepared
by
Corning
Hazleton,
Inc.
48
p.

93089025
Mertz,
J.
(
1990)
Uniroyal
Chemical
Company
Inc.
Phase
3
Summary
of
MRID
00136860
and
Related
MRIDs
00085669.
Determination
of
N252
Residues
in
Cottonseed:
Project
No.
7524.
Prepared
by
Uniroyal
Chemical
Co.
Inc.
11
p.

93089026
Gaydosh,
K.
(
1990)
Uniroyal
Chemical
Company
Inc.
Phase
3
Summary
of
MRID
00080098
and
Related
MRIDs
00085666.
Harvade
Residues
in
Cottonseed
Fractions
and
Harvade
Residues
in
Processed
Cottonseed.
Prepared
by
Uniroyal
Chemical
Co.
Inc.
9
p.

93089038
Womer,
J.;
Sisken,
H.
(
1990)
Uniroyal
Chemical
Company
Inc.
Phase
3
Reformat
of
MRID
00136860
and
Related
MRIDs
00085669.
Determination
of
N252
Residues
in
Cottonseed:
Project
No.
7524.
Prepared
by
Uniroyal
Chemical
Co.
48
p.

93089039
Ball,
J.;
Ames,
R.
(
1990)
Uniroyal
Chemical
Company
Inc.
Phase
3
Reformat
of
MRID
00080098
and
Related
MRIDs
00085666.
Harvade
Residues
in
Cottonseed
Fractions
and
Harvade
Residues
in
Processed
Cottonseed.
Prepared
by
Uniroyal
Chemical
Company.
75
p.
23
(
continued)

Agency
Memoranda
Citations
Table
8.
Agency
Memoranda
Citations.

Date
DP
Barcode
CB
No.
From
To
MRID
Nos.
Subject
8/
20/
92
D181121
10310
S.
Knizner
M.
Wilhite
None
Dimethipin.
Time
extension
request
for
Guideline
171­

4(
b).
Chemical
#
118901.
Case
#
3063.

8/
16/
93
D182559
10597
K.
Dockter
B.
Sidwell/

M.
Wilhite
42467001
42467002
Reregistration
of
Dimethipin.
Uniroyal
Responses
of
9/
03/
92
to
GDLN
171­
4(
c)
­
Cottonseed
Residue
Analytical
Method,
and
to
GDLN
171­
4(
k)
­
Magnitude
of
the
Residue
­
Cotton
Field
Trials.
Case#
3063;

Chemical#
118901.

11/
2/
93
D190381
11753
B.
Cropp­
Kohlligian
B.
Sidwell
42712701
Dimethipin
Reregistration.
Cottonseed
Storage
Stability
Data.
Chemical
No.
118901.
Case
No.
3063.

3/
16/
94
D198876
13177
C.
Swartz
B.
Sidwell
43086701
Dimethipin.
List
C
Reregistration
Case
No.

3063/
Chemical
ID
NO.
118901.
Ruminant
metabolism,

Preliminary
Report.

4/
29/
94
D189870
11669
C.
Swartz
B.
Sidwell
42706001
Dimethipin.
List
C
Reregistration
Case
No.

3063/
Chemical
ID
NO.
118901.
Guideline
No.
171­

4(
b):
Poultry
Metabolism.

5/
9/
94
D199242
13211
C.
Swartz
H.
Hundley
43096501
Dimethipin.
List
C.
Reregistration
Case
No.

3063/
Chemical
ID
No.
118901.
Multiresidue
Method
Testing.

6/
22/
94
D199486
13221
C.
Swartz
B.
Sidwell
43109801
Dimethipin.
List
C.
Reregistration
Case
No.

3063/
Chemical
ID
No.
118901.
Analytical
Method
for
Determination
of
Residues
in
Cottonseed:
Independent
Laboratory
Validation.

8/
18/
94
D196057
12736
F.
Fort
M.
Wilhite/

B.
Sidwell
42920901
42920902
42920903
Dimethipin.
Cottonseed
Field
Trial
and
Processing
Study
and
Method
Validation
Table
8.
Agency
Memoranda
Citations.

Date
DP
Barcode
CB
No.
From
To
MRID
Nos.
Subject
24
(
continued)

1/
23/
95
or
1/
24/
95
N/
A
­­
C.
Swartz
B.
Sidwell
None
Dimethipin.
List
C
Reregistration
Case
No.
3063/

Chemical
ID
No.
118901.
12/
14/
94
Meeting
with
Uniroyal
to
Discuss
Progress
in
the
Ruminant
Metabolism
Study.

2/
1/
95
D210088
&

D192171
14824
&

12037
L.
Cheng
M.
Wilhite
42666301
42757801
Dimethipin.
Case
No.
3063.
Confined
Crop
Rotation
Study.

5/
9/
95
D214987
15500
G.
Kramer
Chemistry
Branch
Files
None
Dimethipin­
Application
of
DES
Proviso
to
Existing
Feed
Additive
Tolerances.

6/
6/
95
D201816
13546
C.
Swartz
B.
Sidwell
43184101
Dimethipin.
List
C.
Reregistration
Case
No.

3063/
Chemical
ID
No.
118901.
Magnitude
of
the
Residue
in
Cotton:
GLP
Amendment
to
MRID
No.

42467001.

12/
7/
95
D217387
&

D217388
15878
&

15879
B.
Schneider
C.
Giles­
Parker
None
ID#
000400­
00155,
000400­
0398.
Review
of
label
amendment
for
Dimethipin
(
Harvade
®
­
5F,
Harvade
®
25F
Harvest
Growth
Regulant)
to
Determine
if
Established
Tolerances
Cover
the
Proposed
Uses
for
Cotton.

2/
21/
96
D209289
14720
C.
Swartz
B.
Sidwell
43436901
Dimethipin.
List
C
Reregistration
Case
No.

3063/
Chemical
ID
No.
118901.
Nature
of
the
Residue
in
Cotton
[
Guideline
Ref.
No.
171­
4(
a)].

9/
2/
98
D233856
­­
S.
Mason
P.
Budig
43109801
Dimethipin
Reregistration.
Analytical
Method
for
Residue
Analysis
in
Cottonseed:
Independent
Laboratory
Validation.

7/
21/
04
D223337
­­
D.
Drew
A.
Johnson
43922101
Dimethipin
metabolism
in
goats
7/
21/
04
D219060
&

D223855
16190
&

16967
D.
Drew
­­
43768201
43768202
43931301
860.1850
DER
for
MRIDs
43768201,
43768202,
&

43931301:
Confined
Rotational
Crop
Data
to
Upgrade
Previously
Submitted
Study.
Table
8.
Agency
Memoranda
Citations.

Date
DP
Barcode
CB
No.
From
To
MRID
Nos.
Subject
25
7/
21/
04
D223703
16959
D.
Drew
­­­
43931401
860.1380
DER
for
MRID
43931401:
Storage
Stability
Data
for
Dimethipin
in
Cottonseed
Processed
Commodities
7/
21/
04
D224851
17084
D.
Drew
­­­
43966401
860.1340
DER
for
MRID
43966401:
Residue
Analytical
Method
for
Dimethipin
in
Cattle
Matrices.

860.1380
DER
for
MRID
43966401:
Storage
Stability
Data
for
Dimethipin
in
Cattle
Matrices.

860.1480
DER
for
MRID
43966401:
Cattle
Feeding
Study
Data
for
Dimethipin.

7/
21/
04
D225417
­­
D.
Drew
­­­
43979101
860.1900
DER
for
MRID
43979101:
Limited
Field
Rotational
Crop
Data
for
One­
Month
Plantback
Interval.

43979102
860.1900
DER
for
MRID
43979102:
Limited
Field
Rotational
Crop
Data
for
Six­
Month
Plantback
Interval.

43979103
860.1340
DER
for
MRID
43979103:
Residue
Analytical
Method
for
Dimethipin
in
Rotational
Crops.

7/
21/
04
D299519
 
D.
Drew
­­­
44147201
44147202
860.1340
DER
for
MRIDs
44147201
&
44147202:

Residue
Analytical
Methods
for
the
Determination
of
1,2­
Ethanedisulfonic
Acid
in
Cattle
Kidney.

860.1480
DER
for
MRIDs
44147201
&
44147202:

Residues
of
1,2­
Ethanedisulfonic
Acid
in
Cattle
Kidney.

7/
21/
04
D233851
­­
D.
Drew
­­­
44190001
860.1380
DER
for
MRID
44190001:
Storage
Stability
Data
for
EDSA
in
Cattle
Kidney.
26
S
S
CH
3
CH
3
O
O
O
O
SO
3
H
HO
3
S
S
S
O
O
O
O
CH
3
O
APPENDIX
I
Table
A1.
Summary
of
Chemical
Structures
for
Dimethipin
Metabolites
Name
Structure
Study
Identified
(%
TRR)

Dimethipin
Cotton
metabolism:
foliage
(
74%);
seed
(
80%)

Lettuce(
mature
and
immature),
carrot
(
root
and
top),
barley
(
grain
and
straw):
30
day
PBI
confined
rotational
study.

Reduced
Dimethipin
Poultry
metabolism
(
0.98­
7.8%
in
all
matrices,
except
thigh
muscle)

Ruminant
metabolism
(
21.9%,
only
in
muscle
at
the
high
dose)

Glu­
Cys­
S­
Harv:

S­(
2,3­
dimethyl­
1,1,4,4­
tetraoxo­
1,4­
dithian­
yl)­
L­
cysteinyl­

­
glutamic
acid
Poultry
metabolism
(
19­
36%
in
all
matrices)

HARV­
S­
Cys
(
dimethipin­
cysteine):

S­(
2,3­
dimethyl­
1,1,4,4­
tetraoxo­
1,4­
dithian­
2­
yl)­
L­
cysteine
Poultry
metabolism
(
0.1­
7.0%
in
all
matrices,
except
fat)

Ruminant
metabolism
(
25.2
­
52.8%
in
milk
only)

Confined
rotational
crop
study
(
2.1%
in
immature
lettuce
only
at
the
30­
day
PBI)

Ethane
disulfonic
acid
Ruminant
metabolism
(
14.6­
44.8%
in
liver;
27.6­
75.6%
in
kidney)

Acetyl
dithian
tetraoxide
Ruminant
metabolism
(
16.6%
in
liver
at
low
dose;
40­
50%
in
liver
at
high
dose;
32.3%
in
kidney
at
high
dose
only)
Table
A1.
Summary
of
Chemical
Structures
for
Dimethipin
Metabolites
Name
Structure
Study
Identified
(%
TRR)

27
S
S
CH
3
O
O
O
O
S
CH
3
N
H
2
COOH
S
S
CH
3
O
O
O
O
S
CH
3
O
H
COOH
Hydroxylated
dimethipin
(
H­
5)
unavailable
Confined
rotational
crop
study
(
0.009
ppm
in
barley
straw
only
at
the
30­
day
PBI).
Aqueous
photolysis
study
at
<
2%
of
the
applied.

H­
80
S­(
2,3­
dimethyl­
1,4­
dithian­
2­
yl)­
1,1,4,4­
tetraoxide
cysteine
Confined
rotational
crop
study
(
2.1%
in
immature
lettuce
only
at
the
30­
day
PBI)

Dimethipin
mercaptolactic
acid
conjugate
S­(
2,3­
dimethyl­
1,4­
dithian­
2­
yl)­
1,1,4,4­
tetraoxide
mercaptolactic
acid
Confined
rotational
crop
study
(
13.68%
in
immature
lettuce
only
at
the
30­
day
PBI)
Page
28
of
28
SITE
NAME
Product/
Site
Limitations
Application
Type
(
for
any
Reg.#
at
any
rate)
(
aggregate)

Application
Timing
(
for
any
Reg.#
at
any
rate)

Application
Equipment
(
for
any
Reg.#
at
any
rate)
(
aggregate)
Max.
Single
Appl.

Rate
to
a
Single
Site
(
AI
unless
noted
otherwise)
Inconvertible
Label
(
L)
Dosages
Also
Present
Max
Seasonal
Rate
(
L)
Dosages
Also
Present
Max.
#

Apps
Per
Crop
Cycle
(
cc)
and
Year
(
at
any
rate)
Min
Retmt
Intv
(
days)

(
at
any
rate)
PHI/
PGI/
PSI
Use
Limitations
(
at
any
rate)
(
May
not
apply
to
all
Reg.
#
s
within
group)

COTTON
(
UNSPECIFIED)
Do
not
apply
directly
to
water,
or
to
areas
where
surface
water
is
present
or
to
intertidal
areas
below
the
mean
high
water
mark.

Do
not
apply
through
any
type
of
irrigation
system.

Do
not
apply
when
drift
is
likely
to
occur.

Do
not
apply
when
wind
velocity
is
10
mph
or
greater.

Do
not
contaminate
water
by
cleaning
of
equipment
or
disposal
of
equipment
wash
waters.

Do
not
contaminate
water,
food,
or
feed
by
storage
or
disposal.

Rotational/
plant
back
crop
restriction.

Spray
After
boll­
opening
Aircraft/
Ground
.30625
lb
A
NS
NS
NS
NS
Geographic
allowable:
CA
Broadcast/
Low
volume
spray
(
concentrate)/
Spray
Foliar
Aircraft/
Ground
.3125
lb
A
NS
NS
NS
NS
Geographic
allowable:
AL
AR
FL
GA
KS
LA
MO
MS
NC
NM
OK
SC
TN
TX
VA
Geographic
disallowable:
OK
TX
Spray
Preharvest
Aircraft/
Ground
.3828
lb
A
.5625
lb/
yr
NS
NS
5
Geographic
allowable:
AL
AR
FL
GA
LA
MO
MS
NC
OK
SC
TN
TX
VA
Geographic
disallowable:
OK
TX
Product
Number(
s)
Contained
in
this
Report
:

000400­
00155
000400­
00398
000400­
00505
cc:
RF,
D.
Drew,
Amaris
Johnson
(
SRRD)

RDI:
ChemSAC
(
7/
14/
04);
C.
Eiden
(
7/
22/
04)