Dichlorodiphenyl dichloroethene

Structural formula
General
Surname	Dichlorodiphenyl dichloroethene
other names	p , p ′ -Dichlorodiphenyldichloroethene; DDE; p , p ′ -DDE; 2,2-bis (4-chlorophenyl) -1,1-dichloroethene; 1-chloro-4- [2,2-dichloro-1- (4-chlorophenyl) ethenyl] benzene ( IUPAC );
Molecular formula	C 14 H 8 Cl 4
Brief description	colorless solid
External identifiers / databases
EC number	200-784-6
ECHA InfoCard	100,000,713
PubChem	3035
Wikidata	Q409592
properties
Molar mass	318.03 g mol −1
Physical state	firmly
Melting point	88-89 ° C
solubility	practically insoluble in water (0.01–0.12 mg l −1 at 20 ° C)
safety instructions
H and P phrases	H: 302-351-410
	P: 273-281-501
Toxicological data	700 mg kg −1 ( LD 50 , mouse , oral ) ; 880 mg kg −1 ( LD 50 , rat , oral ) ;
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Dichlorodiphenyldichlorethylene ( DDE ) is a chemical compound . Together with dichlorodiphenyldichloroethane (DDD) it is a metabolite of the insecticide DDT , from which it is formed by splitting off hydrogen chloride .

Degradation of DDT to DDE through elimination of HCl

Environmental relevance

In the 1950s and 1960s, sea eagle populations worldwide decreased. DDE, which occurred in the environment through the use of the insecticide DDT, which was widely used around the world from the 1940s, accumulated in the food chain . In white-tailed eagles and other birds of prey , this resulted in thin eggshells, which often caused the eggs to break during breeding. The restrictions on the use of DDT from the early 1970s to the extensive restrictions imposed by the Stockholm Convention in 2004 led to a recovery in stocks.

Web links

Toxicological Profile for DDT, DDE, and DDD . Agency for Toxic Substances and Disease Registry
Public Health Statement for DDT, DDE, and DDD . Agency for Toxic Substances and Disease Registry

Individual evidence

↑ ^a ^b ^c ^d ^e Entry on 2,2-bis (4-chlorophenyl) -1,1-dichloroethene in the GESTIS substance database of the IFA , accessed on February 10, 2017(JavaScript required) .
↑ ^a ^b Entry on dichlorodiphenyldichloroethene in the ChemIDplus database of the United States National Library of Medicine (NLM) .
↑ Günter Jeromin: Organic chemistry: A practical textbook . 2nd edition, Harri Deutsch Verlag, 2006, ISBN 978-3-8171-1732-1 , p. 402 ( limited preview in the Google book search).
^ Advisory committee for existing substances of the Society of German Chemists : DDT and derivatives - model substances to describe endocrine effects relevant to reproduction . BUA-Stoffbericht 216, S. Hirzel Verlag, 1998, ISBN 3-7776-0961-7 .

^ Toxicological Profile for DDT, DDE, and DDD - Health Effects . Agency for Toxic Substances and Disease Registry, pp. 133ff.

[GESTIS-1] Entry on 2,2-bis (4-chlorophenyl) -1,1-dichloroethene in the GESTIS substance database of the IFA , accessed on February 10, 2017(JavaScript required) .

[ChemIDplus-2] Entry on dichlorodiphenyldichloroethene in the ChemIDplus database of the United States National Library of Medicine (NLM) .

[3] Günter Jeromin: Organic chemistry: A practical textbook . 2nd edition, Harri Deutsch Verlag, 2006, ISBN 978-3-8171-1732-1 , p. 402 ( limited preview in the Google book search).

[4] Advisory committee for existing substances of the Society of German Chemists : DDT and derivatives - model substances to describe endocrine effects relevant to reproduction . BUA-Stoffbericht 216, S. Hirzel Verlag, 1998, ISBN 3-7776-0961-7 .

[5] Toxicological Profile for DDT, DDE, and DDD - Health Effects . Agency for Toxic Substances and Disease Registry, pp. 133ff.