Dichlorodiphenyldichloroethane


Dichlorodiphenyldichloroethane is an organochlorine insecticide that is slightly irritating to the skin. DDD is a metabolite of DDT. DDD is colorless and crystalline; it is closely related chemically and is similar in properties to DDT, but it is considered to be less toxic to animals than DDT. The molecular formula for DDD is 2CHCHCl2 or C14H10Cl4, whereas the formula for DDT is 2CHCCl3 or C14H9Cl5.
DDD is in the “Group B2” classification, meaning that it is a probable human carcinogen. This is based on an increased incidence of lung tumors in male and female mice, liver tumors in male mice, and thyroid tumors in male rats. Further basis is that DDD is so similar to and is a metabolite of DDT, another probable human carcinogen.
DDD is no longer registered for agricultural use in the United States, but the general population continues to be exposed to it due to its long persistence time. The primary source of exposure is oral ingestion of food.
1946 is the date of the earliest recorded use in English of the abbreviation “DDD” to stand for dichlorodiphenyldichloroethane, as far as could be determined.

Mitotane

If one of the p-chlorines in DDD is switched to ortho-position, then we get a useful chemotherapeutic agent, mitotane. This is an example of a positional isomer.

Table of names

The following are synonyms for DDD:
Systematic NamesSuperlist NamesOther Names
Benzene, 1,1'-
bis
4,4'-DDD1,1'-bis
Ethane, 1,1-
dichloro-2,2-bis-
Benzene, 1,1'-bis-2,2-
dichloroethane
TDEDDD1,1-Bis-2,2-
dichloroethane
p,p'-TDEDDD, p,p'-1,1-Dichloor-2,2-bis-ethaan
Dichlorodiphenyldichloroethane1,1-Dichlor-2,2-bis-aethan
RCRA waste number U0601,1-Dichloro-2,2-bis-ethane
TDE1,1-Dichloro-2,2-bisethane
Tetrachlorodiphenylethane1,1-Dichloro-2,2-bisethane
p,p'-TDE1,1-Dichloro-2,2-bis
ethane
1,1-Dichloro-2,2-diethane
1,1-Dicloro-2,2-bis-
etano
2,2-Bis-1,1-
dichloroethane
2,2-Bis-1,1-
dichloroethane
4,4' DDD
4,4-DDD
4,4'-
Dichlorodiphenyldichloroethane
4-05-00-01884
AI3-04225
Benzene, 1,1'-bis4-chloro-
[BRN 1914072
CCRIS 573
Caswell No. 307
DDD analogue
DDD in whole water sample
Dichlorodiphenyl dichloroethane
Dichlorodiphenyldichlorethane
Dilene
EINECS 200-783-0
ENT 4,225
EPA Pesticide Chemical Code 029101
Ethane, 1,1-dichloro-2,2-bis-
HEPT
HSDB 285
ME-1700
Me-700
NCI-C00475
NSC 8941
OMS 1078
para-para DDD
para,para'-DDD
para,para'-
Dichlorodiphenyldichloroethane
p,p-DDD
p,p'-DDD
p,p'-Dichlorodiphenyl-2,2-dichloroethylene
p,p'-Dichlorodiphenyldichloroethane
Rhothane
Rhothane D-3
Rothane
Rothane WP-50