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endrin

Structure via PubChem · Public domain (PubChem)

EntityQ423354· pop 25· linked from 279 articles

Also known as 1,2,3,4,10,10-Hexachloro-6,7-epoxy-1,4,4a,5,6,7,8,8a-octahydro-1,4-endo,endo-5,8-dimethanonaphthalene, Hexadrin

Endrin is an organochlorine compound with the chemical formula C12H8Cl6O that was first produced in 1950 by Shell and Velsicol Chemical Corporation. It was primarily used as an insecticide, as well as a rodenticide and piscicide. It is a colourless, odorless solid, although commercial samples are often off-white. Endrin was manufactured as an emulsifiable solution known commercially as Endrex. The compound became infamous as a persistent organic pollutant, and for this reason it is banned in many countries.

Chemical data

Formula
C12H8Cl6O
Molecular weight
380.9 g/mol
IUPAC name
(1R,2R,3R,6S,7S,8S,9S,11R)-3,4,5,6,13,13-hexachloro-10-oxapentacyclo[6.3.1.13,6.02,7.09,11]tridec-4-ene
SMILES
C1[C@@H]2[C@@H]3[C@H]([C@H]1[C@H]4[C@@H]2O4)[C@@]5(C(=C([C@]3(C5(Cl)Cl)Cl)Cl)Cl)Cl
InChIKey
DFBKLUNHFCTMDC-GKRDHZSOSA-N
XLogP
3.7
Polar surface area
12.5 Ų
H-bond donors
0
H-bond acceptors
1
Formal charge
0

via PubChem

Research

1,192 papers

via PubMed

~15 min read

Encyclopedic overview

19 sections
Contents
  • History
  • Production
  • Use
  • Health effects
  • Exposure and metabolism
  • Neurological effects
  • Developmental effects
  • Other effects
  • Monitoring Methods Used by OSHA
  • 1984 poisoning outbreak in Pakistan
  • Environmental behavior
  • Removal from the environment
  • Regulation
  • United States
  • International organizations
  • Taiwan
  • See also
  • References
  • External links

Endrin is an organochlorine compound with the chemical formula C12H8Cl6O that was first produced in 1950 by Shell and Velsicol Chemical Corporation. It was primarily used as an insecticide, as well as a rodenticide and piscicide. It is a colourless, odorless solid, although commercial samples are often off-white. Endrin was manufactured as an emulsifiable solution known commercially as Endrex. The compound became infamous as a persistent organic pollutant, and for this reason it is banned in many countries.

In the environment endrin exists as either endrin aldehyde or endrin ketone and can be found mainly in bottom sediments of bodies of water. Exposure to endrin can occur by inhalation, ingestion of substances containing the compound, or skin contact. Upon entering the body, it can be stored in body fats and can act as a neurotoxin on the central nervous system, which can cause convulsions, seizures, or even death.

Excerpted from Wikipedia’s “endrin” article, available under the CC BY-SA 4.0 licence.