DFDT (Difluoro diphenyl trichloroethane)
CAS No. 475-26-3
 
 

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
 
Fluoride Action Network | Pesticide Project | 315-379-9200 | pesticides@fluoridealert.org