Document ID: EPA-HQ-OPP-2005-0491-0007
Agency: epa
Document Type: Supporting & Related Material
Title: 
Posted Date: 2006-01-11T05:00Z

Page
1
of
5
UNITED
STATES
ENVIRONMENTAL
PROTECTION
AGENCY
WASHINGTON,
D.
C.
20460
OFFICE
OF
PREVENTION,
PESTICIDES
AND
TOXIC
SUBSTANCES
October
25,
2005
MEMORANDUM
SUBJECT:
Bitertanol:
Summary
of
Product
Chemistry
Data
for
Tolerance
Reassessment
Eligibility
Decision
(
TRED)
Document.

DP
Barcode:
D302878
PC
Code:
117801
Chemical
Class:
Triazole
FROM:
P.
Yvonne
Barnes,
Chemist
Reregistration
Branch
2
Health
Effects
Division
[
7509C]

THROUGH:
Samuel
Ary,
Chemist
Reregistration
Branch
2
Health
Effects
Division
[
7509C]

Alan
Nielsen,
Branch
Senior
Scientist
Reregistration
Branch
2
Health
Effects
Division
[
7509C]

TO:
Christina
Jarvis,
Risk
Assessor
Reregistration
Branch
2
Health
Effects
Division
[
7509C]
Page
2
of
5
BITERTANOL
TOLERANCE
REASSESSMENT
ELIGIBILITY
DECISION
(
TRED):
PRODUCT
CHEMISTRY
CONSIDERATIONS
PC
Code
117801
DESCRIPTION
OF
CHEMICAL
Bitertanol
is
a
fungicide
used
to
treat
black
sigatoka
on
plantain
and
banana
plants.
Bitertanol
[
beta­([
1,
1'­
biphenyl]­
4­
yloxy)­
alpha­(
1,
1­
dimethylethyl)­
1H­
1,
2,
4­
triazole­
1­
ethanol]
is
a
broad­
spectrum
fungicide
used
abroad
on
bananas
as
well
as
a
variety
of
fruits
and
vegetables.
Bitertanol
is
a
mixture
of
diastereoisomers.

Chemical
Name:
BITERTANOL
Empirical
Formula:
C
20
H
23
N
3
O
2
Chemistry
Abstract
Service
[
CAS]
Registry
Number:
55179­
31­
2
Molecular
Weight:
337.42
grams
PC
Code:
117801
Page
3
of
5
Table
1:
Product
Chemistry
Data
Summary
of
Bitertanol
OPPTS
Guideline
Number
Data
Requirements:
Bitertanol
[
Technical]

CAS
Number:
55179
­
31­
2
PC
Code:
117801
Formula:
C20H23N3O2
Master
Record
Identification
[
MRID]
Data
Requirement
Completed
Results
or
*
Deficiency
830.1550
Product
Identity
and
Composition
41520501­
02
Yes
830.1600
Description
of
Materials
Used
to
Produce
the
Product
41520501­
02,
41861801
Yes
830.1620
Description
of
Production
Process
41520501­
02,
41861801
Yes
830.1650
Description
of
Formulation
Process
41520501­
02,
41861801
Yes
830.1670
Discussion
of
Formation
of
impurities
41520501­
02,
41861801
Yes
830.1700
Preliminary
Analysis
41520501­
02
Yes
830.1750
Certified
Limits
41520501
Yes
830.1800
Enforcement
Analytical
Method
46655901
Yes
830.1900
Submittal
of
Samples
46655901
Yes
Submitted
10/
2005,
Lab
­
Fort
Meade,
MD
830.6302
Color
41520501­
02
Yes
gray
to
off­
white
830.6303
Physical
State
41520501­
02
Yes
solid
830.6304
Odor
41520501­
02
Yes
weak
830.6313
Stability
to
normal
and
elevated
temperatures,
metals
and
metal
ions
Not
Applicable
830.7000
pH
Not
Applicable
830.7050
UV/
VIS
Absorption
46655901
Yes
Peak
maxima
255
nm
830.7200
Melting
Point/
Melting
Range
46655901
Yes
145
º
C
­
155
º
C
830.7220
Boiling
Point/
Boiling
Point
Range
See
Guideline
830.7200
830.7300
Density/
Relative
Density/
Bulk
Density
46655901
Yes
1.16
g/
mL
at
20
º
C
830.7370
Dissociation
Constant
46655901
None
KOW
log
P
=
4.04
at
20
º
C
830.7550
Partition
coefficient
(
n­
octanol
/
water)
shake
flask
method
46655901
Yes
KOW
log
P
=
4.15
at
20
º
C
830.7560
Partition
coefficient
(
n­
octanol
/
water)
generator
column
method
See
Guideline
830.7550
830.7570
Partition
coefficient
(
n­
octanol
/
water)
estimation
by
liquid
chromatography
See
Guideline
830.7550
2.7
mg/
L
at
20
º
C
830.7840
Water
Solubility:
Column
Elution
Method;
Shake
Flask
Method
46655901
Yes
1.1
mg/
L
at
20
º
C
830.7860
Water
solubility,
generator
column
method
See
Guideline
830.7840
830.7950
Vapor
Pressure
Merck
Index
12th
Edition
Yes
10­
5mBar
at
20
º
C
Page
4
of
5
MANUFACTURING
USE
PRODUCT(
S)

There
are
currently
no
U.
S.
registrations
for
bitertanol;
however,
Bayer
CropScience
has
indicated
(
FR
Vol.
69,
No.
141,
07/
23/
04)
that
they
intend
to
support
the
established
import
tolerance
on
bananas.
Only
the
Bitertanol
Technical/
Technical
Grade
Active
Ingredient
[
T/
TGAI],
used
for
toxicology
testing,
and
foreign
end­
use
product
formulations
are
subject
to
a
tolerance
reassessment
eligibility
decision.
Either
Bitertanol
is
formulated
as
an
emulsifiable
concentrate
(
EC)
or
a
suspension
concentrates
(
SC).
Note:
Bitertanol
may
only
be
used
on
commodities
imported
into
the
United
States.

CONCLUSIONS
HED
has
no
objections
to
this
reregistration
if
and
only
if:

(
1)
The
registrant
certifies
that
the
suppliers
beginning
materials
and
the
manufacturing
process
for
the
T/
TGAI
have
not
changed
since
the
last
comprehensive
product
chemistry
review.

REGULATORY
BACKGROUND
1.
MRID
40160901
­
Talbott,
T.
(
1987)
Product
Chemistry
of
Baycor
Technical
Fungicide,
Baycor
50
Wettable
Powder,
Baycor
25
Wettable
Powder:
Supplement
1:
Unpublished
compilation
prepared
by
Mobay
Corporation.
101
p.

2.
MRID
41520501
­
Talbott,
T.
(
1990)
Supplement
2:
Product
Chemistry
of
Baycor
Technical:
Lab
Project
Number:
99692
and
99852
dated
1939.
Unpublished
study
prepared
by
Mobay
Corporation,
Agricultural
Chemicals
Division.
77
p.

3.
MRID
41520502
­
Talbott,
T.
(
1990)
Supplement
2:
Product
Chemistry
of
Baycor
Technical:
Lab
Project
Number:
99692,
99852,
dated
1939.
Unpublished
study
prepared
by
Mobay
Corporation,
Agricultural
Chemicals
Division.
39
p.

4.
MRID
41861801
­
Talbott,
T.
(
1991)
Supplement
3:
Product
Chemistry
of
Baycor
Technical:
Lab
Project
Number:
MCL0054:
MCL0062:
864/
315.
Unpublished
study
prepared
by
Mobay
Corporation.
64
p.

5.
MRID
466559011
 
Folsom,
B.
D.
(
2005)
Product
Chemistry
of
Bitertanol
Technical,
Lab
Project
Number:
BR
2435.
Unpublished
study
prepared
by
Bayer
CropScience.
Corporation.
85
p.

AGENCY
MEMORANDA
CITATIONS
Page
5
of
5
DP
Barcode(
s):
None
Subject:
PP#
0G2311.
Baycor
on
apples,
pears,
and
peanuts.
Evaluation
of
analytical
methods
and
residue
data.
From:
E.
Zager
To:
H.
Jacoby
and
Toxicology
Branch
Dated:
06/
30/
1980
MRID(
s):
None
DP
Barcode(
s):
None
Subject:
PP#
2E2756.
Baycor
on
Bananas.
Federal
Register
Document
to
establish
tolerance,
non­
concurrence.
From:
R.
Quick
To:
S.
Lewis
Dated:
10/
25/
1989
MRID(
s):
None
DP
Barcode(
s):
None;
DEB
No.
6803
Subject:
PP#
2E2756.
Baycor
on
Bananas.
Amendment
of
June
11,
1990.
From:
M.
Bradley
To:
S.
Lewis
and
Toxicology
Branch
Dated:
12/
13/
1990
MRID(
s):
41520501
and
41520502
DP
Barcode(
s):
D164387
Subject:
PP#
2E2756.
Baycor
on
Bananas.
Amendment
of
April
10,
1991.
From:
M.
Bradley
To:
S.
Lewis
and
Toxicology
Branch
Dated:
10/
04/
1991
MRID(
s):
41060901
and
41861801
DP
Barcode(
s):
None
Subject:
Bitertanol
From:
M.
Tolliver
To:
R.
Louie,
Special
Review
&
Reregistration
Branch
Dated:
09/
30/
2005
MRID(
s):
466559­
00
RDI:
RRB2
Team
Review;
S.
Ary
(
09/
09/
2005);
S.
Kinard
(
09/
16/
2005)