ACTIVITY: Insecticide
(Halogenated organic)
Note: Out-dated
pesticide
Structure:
Regulatory
Information
(only comprehensive for the US) |
US
EPA Registered: |
No |
US
EPA PC Code: |
032001 |
Other
Information |
Molecular
Formula: |
C14-H9-Cl3-F2
|
Other
Names: |
1,1'-(2,2,2-Trichloroethylidene)bis(p-fluorobenzene)
1,1,1-Trichloro-2,2-bis(p-fluorophenyl) ethane
1,1,1-Trichloro-2,2-bis(p-fluorophenyl)ethane
1,1,1-Trichloroethane, 2,2-bis(p-fluorophenyl-
1,1-Bis(p-fluorophenyl) 2,2,2-trichloroethane
1,1-Bis(p-fluorophenyl)-2,2,2-trichloroethane
2,2-Bis(4-fluorophenyl)-1,1,1-trichloroethane
2,2-Bis(p-fluorophenyl)-1,1,1-trichloroethane
4-05-00-01883 (Beilstein Handbook Reference)
AI3-07576
BRN 1979134
Benzene, 1,1'-(2,2,2-trichloroethylidene)bis(4-fluoro-
Caswell No. 348
DFDT
Difluoro diphenyl trichloroethane
Difluorodiphenyltrichloroethane
EINECS 207-493-3
EPA Pesticide Chemical Code 032001
Ethane, 2,2-bis(p-fluorophenyl)-1,1,1-trichloro-
Fluoro-DDT
Fluorogesarol
GIX
HO-2,474
NSC 8940
p,p'-Difluorodiphenyltrichloroethane
p,p'-Fluoro-DDT
Ref:
ChemIDplus at Toxnet |
Of special interest: |
PAN
Data |
Polychlorinated
biphenyls and some pesticides in perch (Perca fluviatilis) from
inland waters of Latvia.
Authors: VALTERS K, OLSSON A, ASPLUND
L, BERGMAN A
Author Address: Dep. Environmental Chem., Stockholm Univ., SE-106
91 Stockholm, Sweden.
Source: CHEMOSPHERE; 38 (9). 1999.
2053-2064. |
DDT Substitutes
Authors: Metcalf RL
Source: Critical Reviews in Environmental Control, Vol. 3, No.
1, pages 25-59, 112 references, 1972 |
Determination
of chlorinated pesticides and PCB in pine needles: Improved
method for the monitoring of airborne organochlorine pollutants.
Authors: KYLIN H, NORDSTRAND E, SJODIN
A, JENSEN S
Author Address: Dep. Environ. Chem., Wallenberg Lab., Stockholm
Univ., S-10691 Stockholm, Sweden.
Source: FRESENIUS' JOURNAL OF ANALYTICAL CHEMISTRY; 356 (1).
1996. 62-69. |
Adverse Effects:
February
2005 - no accessible data |
Of the many
analogues and related substances of dichlorodiphenyl-tri-chloroethane
which were prepared, only a few have any real application as insecticides.
The most interesting perhaps is p,pÕdifluorodiphenyl-trichloroethane,
which has shown a somewhat faster contact-insecticidal activity
than p,pÕ-dichlorodiphenyl- trichloroethane but an insufficient
residual activity, in addition to which the cost is too high for
widespread use.
Ref: PAUL H. M†LLER. Dichloro-diphenyl-trichloroethane
and newer insecticides. Nobel Lecture, December 11, 1948
http://www.nobel.se/medicine/laureates/1948/muller-lecture.pdf
INTERNATIONAL
PROGRAMME ON CHEMICAL SAFETY
ENVIRONMENTAL HEALTH CRITERIA 83
DDT AND ITS DERIVATIVES - ENVIRONMENTAL ASPECTS
http://www.inchem.org/documents/ehc/ehc/ehc83.htm
The
chemical structure of some of the analogues of DDT is shown in
Table 1. The structure of the o,p' - and m,p' -compounds can be
inferred from those of the p,p' -isomers presented in the table.
The table is confined to compounds that occur in commercial DDT,
metabolites formed from them, and analogues that have had some
use as insecticides. It must be emphasized that even the commercially-
available insecticidal analogues have strikingly different properties.
Especially remarkable is the slow metabolism and marked storage
of DDT and its metabolite DDE and the rapid metabolism and negligible
storage of methoxychlor.
Name
DDT and its major metabolites
|
Chemical
Name |
R |
R' |
R'' |
DDT |
1,1'-(2,2,2-trichloroethylidene)-
bis[4-chlorobenzene] |
-Cl |
-H |
-CCl3 |
DDE, a
|
1,1'-(2,2-dichloroethenylidene)-
bis[4-chlorobenzene] |
-Cl |
None |
=CCl2 |
TDE(DD
(a,b) |
1,1'-(2,2-dichloroethylidene)-
bis[4-chlorobenzene] |
-Cl |
-H |
-CHCl2 |
DDMU (a)
|
1,1'-(2-chloroethenyldene)-
bis[4-chlorobenzene]- |
-Cl |
None |
=CHCl |
DDMS (a) |
1,1'-(2-chloroethylidene)-bis[4-chlorobenzene] |
-Cl |
-H |
-CH2Cl |
DDNU (a)
|
1,1'-bis(4-chlorophenyl)ethlyene |
-Cl |
None |
=CH2 |
DDOH (a)
|
2,2-bis(4-chlorophenyl)ethanol
|
-Cl |
-H |
-CH2OH |
DDA (a)
|
2,2-bis(4-chlorophenyl)-acetic
acid |
-Cl |
-H |
-C(O)OH |
Table
1. Structure of p,p' DDT and its major metabolites |
Methoxychlor |
1,1'-(2,2,2-trichloroethylidene)-bis[4-methoxybenzene] |
-OCH3 |
-H |
-CCl3 |
Perthane |
1,1'-(2,2-dichloroethylidene)-bis[4-ethylbenzene] |
-C2H5 |
-H |
-CHCl2
|
DFDT |
1,1'-(2,2,2-trichloroethylidene)-
bis[4-fluorobenzene] |
-F |
-H |
-CCl3
|
|