Bifenthrin/
128825/
BASF
DACO
7.4.1/
7.4.2/
OPPTS
860.1520/
OECD
IIA
6.3.1,
6.3.2,
6.3.3
and
IIIA
8.3.1,
8.3.2,
8.3.3
Processed
Food
and
Feed 
Potatoes
DP#:
310089/
MRID#:
46229403
Page
1
of
5
Primary
Evaluator:
Sarah
J.
Levy,
Chemist
Registration
Action
Branch
1
(
RAB1)
Health
Effects
Division
(
HED;
7509C)
Date:
06­
APR­
2006
Approved
by:
George
Kramer,
Ph.
D.,
Chemist
RAB1/
HED
(
7509C)
Date:
06­
APR­
2006
This
DER
was
originally
prepared
under
contract
by
Dynamac
Corporation
(
1910
Sedwick
Rd.,
Bld.
100,
Durham,
NC
27713;
submitted
17­
OCT­
2005).
The
DER
has
been
reviewed
by
HED
and
revised
to
reflect
current
Office
of
Pesticide
Programs
(
OPP)
policies.

STUDY
REPORT:

45794203.
Culligan,
J.
(
2001)
Magnitude
of
the
Residue
of
Bifenthrin
in/
on
Potatoes
and
Potato
Processed
Parts
Following
Treatment
with
Capture
1.15G
and
Capture
2EC
Insecticide­
Miticide.
Lab
Project
Number:
P­
3526.
Study
No
182POT01R1.
Unpublished
study
prepared
by
FMC
Corporation.
240
pages.

EXECUTIVE
SUMMARY:

In
a
field
trial
conducted
during
2001
in
WA,
bifenthrin
(
1.15%
granular
(
G)
and
2
lb/
gal
emulsifiable
concentrate
(
EC))
was
applied
to
potatoes
as
a
single
in­
furrow
application
at
0.5
lb
ai/
A,
followed
by
two
broadcast
foliar
applications
at
0.5
lb
ai/
A,
for
a
total
of
1.5
lb
ai/
A/
season.
The
foliar
applications
were
made
during
tuber
development
at
42
and
21
days
prior
to
normal
maturity.
Bulk
samples
of
potatoes
were
harvested
at
commercial
maturity,
at
a
21­
day
preharvest
interval
(
PHI).
Following
harvest,
potatoes
were
shipped
fresh
and
stored
in
a
cooler
until
being
processed
within
one
week
into
chips,
granules
and
wet
peel
using
simulated
commercial
practices.
Prior
to
analysis,
potato
tubers
(
raw
agricultural
commodity
(
RAC)),
chips,
granules
and
peels
were
stored
frozen
up
to
1
month,
an
interval
supported
by
the
available
storage
stability
data.

The
gas
chromatography
(
GC)/
mass­
selective
detection
(
MSD)
method
(
FMC
Corporation
Report
No.
P­
3426),
used
to
determine
bifenthrin
residues
in/
on
potatoes
(
RAC)
and
potato
processed
products
was
adequately
validated
in
conjunction
with
the
sample
analyses.
Briefly,
bifenthrin
residues
are
extracted
with
acetone,
concentrated,
and
purified
using
silica­
gel
solidphase
extraction
(
SPE)
or
a
Florisil
column.
The
residues
were
then
analyzed
by
GC/
MSD.
The
validated
limit
of
quantitation
(
LOQ)
was
0.05
ppm
and
the
limit
of
detection
(
LOD)
was
0.01
ppm
in/
on
potatoes
and
potato
processing
products.

Following
applications
of
bifenthrin
totaling
1.5
lb
ai/
A,
residues
of
bifenthrin
were
nondetectable
(<
0.01
ppm)
in/
on
potatoes
(
RAC)
harvested
at
a
21­
day
PHI,
and
in
processed
samples
of
chips
and
granules.
Residues
in
wet
peel
were
detectable
at
0.02­
0.04
ppm,
but
were
still
below
the
LOQ.
As
residues
were
<
LOD
in
potatoes,
a
processing
factor
for
potato
chips
and
granules
could
not
be
calculated,
and
the
processing
factor
for
wet
peel
was
estimated
to
be
3x.
The
maximum
theoretical
concentration
factor
for
potatoes
is
5x.
Bifenthrin/
128825/
BASF
DACO
7.4.1/
7.4.2/
OPPTS
860.1520/
OECD
IIA
6.3.1,
6.3.2,
6.3.3
and
IIIA
8.3.1,
8.3.2,
8.3.3
Processed
Food
and
Feed 
Potatoes
DP#:
310089/
MRID#:
46229403
Page
2
of
5
STUDY/
WAIVER
ACCEPTABILITY/
DEFICIENCIES/
CLARIFICATIONS:

Under
the
conditions
and
parameters
used
in
the
study,
the
potato
processing
data
are
classified
as
scientifically
acceptable.
The
acceptability
of
this
study
for
regulatory
purposes
is
addressed
in
the
forthcoming
U.
S.
EPA
Residue
Chemistry
Summary
Document
[
DP#:
310089].

COMPLIANCE:

Signed
and
dated
Good
Laboratory
Practice
(
GLP),
Quality
Assurance
and
Data
Confidentiality
statements
were
provided.
The
study
authors
noted
numerous
minor
deviations
from
GLP
compliance
at
the
trial
site,
including
the
collection
of
weather
data
and
descriptions
of
the
field
plot.
However,
these
deviations
do
not
impact
the
validity
of
the
study.

A.
BACKGROUND
INFORMATION
Bifenthrin
is
a
broad
spectrum,
non­
systemic
insecticide/
miticide
in
the
class
of
synthetic
pyrethroids
(
Group
3).
Bifenthrin
is
formulated
for
use
on
crop
plants
as
a
2.0
lb/
gal
EC
(
Capture
®
2
EC;
EPA
Reg.
No.
279­
3069)
and
as
a
1.15%
G
(
Capture
1.15G;
EPA
Reg.
No.
279­
3244).

TABLE
A.
1.
Nomenclature
of
Bifenthrin
Compound
O
O
Cl
F
3
C
CH
3
CH
3
C
H
3
Common
name
Bifenthrin
Company
experimental
names
Capture
®

IUPAC
name
2­
methylbiphenyl­
3­
ylmethyl(
Z)­(
1RS,
3RS)­
3­(
2­
chloro­
3,3,3­
trifluoroprop­
1­
enyl)­
2,2dimethylcyclopropanecarboxylate
or
2­
methylbiphenyl­
3­
ylmethyl(
Z)­(
1RS)­
cis­
3­(
2­
chloro­
3,3,3­
trifluoroprop­
1­
enyl)­
2,2dimethylcyclopropanecarboxylate
CAS
name
rel­
2­
methyl(
1,1'­
biphenyl)­
3­
yl)
methyl(
1R,
3R)­
3­((
1Z)­
2­
chloro­
3,3,3­
trifluoro­
1­
propenyl)­
2,2­
dimethylcyclopropanecarboxylate
CAS
#
82657­
04­
03
End­
use
products/
EP
2.0
lb/
gal
EC
and
1.15%
G
Bifenthrin/
128825/
BASF
DACO
7.4.1/
7.4.2/
OPPTS
860.1520/
OECD
IIA
6.3.1,
6.3.2,
6.3.3
and
IIIA
8.3.1,
8.3.2,
8.3.3
Processed
Food
and
Feed 
Potatoes
DP#:
310089/
MRID#:
46229403
Page
3
of
5
TABLE
A.
2.
Physicochemical
Properties
of
the
Technical
Grade
Bifenthrin
Parameter
Value
Reference
Melting
point/
range
68­
70.6
°
C
pH
NA
Density
at
24
°
C
1.26
g/
mL
Water
solubility
<
0.1
Fg/
L
Solvent
solubility
(
g/
100
mL)
8.9
in
heptane
and
methanol
125
in
acetone,
chloroform,
ether,
methylene
chloride,
and
toluene
Vapor
pressure
(
Pa)
at
25
°
C
2.41
x
10­
5
Dissociation
constant
(
pKa)
NA
Octanol/
water
partition
coefficient)
Kow
>
1
x
10
6
UV/
visible
absorption
spectrum
NA
Product
Chemistry
Chapter
of
the
Tolerance
Reassessment
Eligibility
Decision
(
TRED)

B.
EXPERIMENTAL
DESIGN
B.
1.
Application
and
Crop
Information
Application
Location
(
County,
State;
Year)
Trial
ID
EP1
Method;
Timing
Volume2
Single
Rate
(
lb
ai/
A)
RTI3
(
days)
Total
Rate
(
lb
ai/
A)
Tank
Mix/
Adjuvants
1.15%
G
In­
furrow
at
planting
NA
0.5
­­­

10
109
Moses
Lake,
WA
2001,
9
2
lb/
gal
EC
Two
broadcast
foliar
applications
at
42
and
21
days
prior
to
harvest
10
0.5
21
1.5
none
1
EP
=
End­
use
Product
2
Gallons
per
acre
3
RTI
=
Retreatment
Interval
B.
2.
Sample
Handling
and
Processing
Procedures
Single
bulk
samples
of
control
and
treated
potatoes
were
harvested
at
normal
crop
maturity,
21
DAT.
Samples
were
shipped
unfrozen
the
same
day
to
Englar
Food
Laboratories,
Inc.
(
Moses
Lake,
WA)
for
processing.
After
processing
using
simulated
commercial
procedures,
subsamples
of
whole
potatoes
collected
from
the
field
and
processing
facility
and
samples
of
each
processed
fraction
were
shipped
frozen
to
FMC
Princeton,
NJ
for
analysis.

B.
3.
Analytical
Methodology
Samples
of
potatoes
were
analyzed
for
residues
of
bifenthrin
using
a
GC/
MSD
method
(
FMC
Corporation
Method
P­
2132M).

For
analysis
of
tubers
and
wet
peel,
residues
of
bifenthrin
are
extracted
with
acetone,
centrifuged,
and
concentrated
to
an
aqueous
remainder.
Residues
were
then
partitioned
into
hexane
and
purified
using
a
silica
gel
SPE
cartridge.
Residues
are
eluted
from
the
SPE
cartridge
with
10%
ethyl
acetate/
hexane
and
concentrated.
Residue
levels
of
bifenthrin
were
then
Bifenthrin/
128825/
BASF
DACO
7.4.1/
7.4.2/
OPPTS
860.1520/
OECD
IIA
6.3.1,
6.3.2,
6.3.3
and
IIIA
8.3.1,
8.3.2,
8.3.3
Processed
Food
and
Feed 
Potatoes
DP#:
310089/
MRID#:
46229403
Page
4
of
5
analyzed
by
GC/
MSD,
using
the
m/
z
181
ion
for
quantitation.
External
standards
were
used
for
quantitation.

For
analysis
of
chips,
residues
are
extracted
with
acetone:
water
(
5:
1,
v/
v),
centrifuged,
and
concentrated.
Residues
were
then
partitioned
into
hexane
and
purified
and
analyzed
as
above
for
tubers.
For
analysis
of
granules,
residues
are
extracted
with
acetone:
water
(
7:
3,
v/
v),
centrifuged,
and
diluted
with
aqueous
5%
NaCl.
Residues
are
then
partitioned
into
hexane,
concentrated,
and
purified
using
a
Florisil
column
eluted
with
2.5%
ethyl
acetate/
hexane.
Residues
are
then
analyzed
as
above
by
GC/
MSD.

In
conjunction
with
the
analysis
of
the
processing
study
samples,
the
method
was
validated
using
control
samples
of
each
matrix
fortified
with
bifenthrin
at
0.05
ppm.

C.
RESULTS
AND
DISCUSSION
The
GC/
MSD
method
used
to
determine
bifenthrin
residues
in/
on
potato
tubers
(
RAC),
chips,
granules,
and
wet
peel
is
adequate
for
data
collection.
Concurrent
recoveries
of
bifenthrin
were
66­
101%
and
averaged
86
±
12%
in
tubers,
72
±
7%
in
chips,
95
±
7%
in
granules
and
100%
±
0
in
wet
peel
(
Table
C.
1).
Apparent
residues
of
bifenthrin
were
<
LOD
in/
on
all
the
control
samples.
The
validated
method
LOQ
for
bifenthrin
in
potato
processing
products
is
0.05
ppm
and
the
reported
LOD
is
0.01
ppm.
No
residues
were
detected
in
any
of
the
control
samples.
Adequate
sample
calculations
and
example
chromatograms
were
provided.

Prior
to
analysis,
potatoes,
chips,
granules
and
wet
peel
were
stored
frozen
at
~
­
18
°
C
for
up
to
one
month
(
Table
C.
2.1).
Storage
stability
data
are
available
indicating
that
bifenthrin
is
stable
on
a
wide
variety
of
frozen
raw
and
processed
commodities
(
including
potatoes)
for
at
least
12
months
(
Memo,
S.
Levy,
21­
AUG­
2002;
DP#:
283808).
These
data
will
support
the
storage
intervals
and
conditions
for
the
current
potato
processing
study.

TABLE
C.
1.
Summary
of
Concurrent
Recoveries
of
Bifenthrin
from
potato
Commodities
Using
GC/
MSD
method.
Matrix
Spike
level
(
ppm)
Sample
size
(
n)
Recoveries
(%)
Mean
"
std
dev
(%)
Potato
tubers
0.05
6
95,
97,
76,
87,
93,
68
86
±
12
Chips
0.05
3
71,
80,
66
72
±
7
Granules
0.05
3
88,
96,
101
95
±
7
Wet
peel
0.05
1
100
100
±
0
TABLE
C.
2.
Summary
of
Storage
Conditions.
Matrix
(
Extract)
Storage
Temperature
(
°
C)
Actual
Storage
Duration
(
Months)
Interval
of
Demonstrated
Storage
Stability
(
Months)
1
Potato
RAC
­
18
±
7
<
1
12
Chip
­
18
±
7
1
12
Granule
­
18
±
7
1
12
Wet
Peel
­
18
±
7
1
12
1
Bifenthrin
TRED,
S.
Levy,
21­
AUG­
2002;
DP#:
283808.
Bifenthrin/
128825/
BASF
DACO
7.4.1/
7.4.2/
OPPTS
860.1520/
OECD
IIA
6.3.1,
6.3.2,
6.3.3
and
IIIA
8.3.1,
8.3.2,
8.3.3
Processed
Food
and
Feed 
Potatoes
DP#:
310089/
MRID#:
46229403
Page
5
of
5
Following
applications
of
bifenthrin
(
1.15%
G
and
2
lb/
gal
EC)
to
potatoes
at
rates
totaling
1.5
lb
ai/
A,
residues
were
<
0.01
ppm
(<
LOD)
in
whole
potatoes
harvested
at
a
21­
day
PHI
and
were
<
LOD
in
chips
and
granules
following
processing
(
Table
C.
3).
Residues
in
wet
peel
were
detectable
(
0.02­
0.04
ppm),
but
were
still
below
the
LOQ.
As
residues
were
<
LOD,
a
processing
factor
for
potato
chips
and
granules
could
not
be
calculated,
and
a
processing
factor
for
wet
peel
could
only
be
estimated.
Assuming
residue
levels
of
0.01
ppm
(
LOD)
for
the
tubers,
the
processing
factor
for
wet
peel
would
be
3x,
based
on
average
residues
of
0.03
ppm.
The
maximum
theoretical
concentration
factor
for
potatoes
is
5x.

TABLE
C.
3.
Residue
Data
from
potato
Processing
Study
with
Bifenthrin
Crop
Processed
Commodity
Total
Rate
(
lb
ai/
A)
PHI
(
days)
Residues1
(
ppm)
Processing
Factor
Tubers
(
field
sample)
Tubers
(
processor
sample)
ND,
ND
ND,
ND
NA
Chips
ND,
ND
NCF
Granules
ND,
ND
NCF
Potato
Wet
Peel
1.5
21
(
0.04),
(
0.02)
3x2
1
Residue
values
below
the
LOQ,
but
above
the
LOD
are
listed
in
parentheses.
2
A
processing
factor
was
"
estimated"
for
wet
peel
assuming
residues
of
0.01
ppm
in
the
tuber.
ND
=
not
detectable
NCF
=
no
concentration
factor
D.
CONCLUSION
The
potato
processing
data
are
adequate.

E.
REFERENCES
DP#:
283808
Subject:
Bifenthrin.
Residue
and
Product
Chemistry
Considerations
for
the
Tolerance
Reassessment
Eligibility
Decision
(
TRED)
From:
S.
Levy
To:
T.
Myers
Dated:
21­
AUG­
2002
MRID(
s):
None
F.
DOCUMENT
TRACKING
RDI:
RAB1
Chemists
(
16­
NOV­
2005)
Petition#:
3E6882
DP#:
310089
PC
Code:
128825
Template
Version
June
2005
