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chlordecone

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chlordecone

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Also known as Decachlorooctahydro-1,3,4-metheno-2H-cyclobuta(cd)-pentalen-2-one, Decachlorooctahydro-kepone-2-one, Decachlorotetrahydro-4,7-methanoindeneone, GC 1189, 1,2,3,4,6,7,8,9,10,10-decachloropentacyclo[5.3.0.0(2,6).0(3,9).0(4,8)]decan-5-one, perchloropentacyclo[5.3.0.0(2,6).0(3,9).0(4,8)]decan-5-one, decachloropentacyclo[5.2.1.0(2,6).0(3,9).0(5,8)]decan-4-one

Chlordecone, better known in the United States under the brand name Kepone, is an organochlorine compound and a colourless solid. It is an obsolete insecticide, now prohibited in the Western world, but only after many thousands of tonnes had been produced and used. Chlordecone is a known persistent organic pollutant that was banned globally by the Stockholm Convention on Persistent Organic Pollutants in 2009.

Chemical data

Formula
C10Cl10O
Molecular weight
490.6 g/mol
IUPAC name
1,2,3,4,6,7,8,9,10,10-decachloropentacyclo[5.3.0.02,6.03,9.04,8]decan-5-one
SMILES
C1(=O)C2(C3(C4(C1(C5(C2(C3(C(C45Cl)(Cl)Cl)Cl)Cl)Cl)Cl)Cl)Cl)Cl
InChIKey
LHHGDZSESBACKH-UHFFFAOYSA-N
XLogP
3.9
Polar surface area
17.1 Ų
H-bond donors
0
H-bond acceptors
1
Formal charge
0

via PubChem

~7 min read

Encyclopedic overview

9 sections
Contents
  • Synthesis
  • History
  • Regulation
  • Toxicology
  • Incidents
  • James River estuary
  • French Antilles
  • References
  • External links

Chlordecone, better known in the United States under the brand name Kepone, is an organochlorine compound and a colourless solid. It is an obsolete insecticide, now prohibited in the Western world, but only after many thousands of tonnes had been produced and used. Chlordecone is a known persistent organic pollutant that was banned globally by the Stockholm Convention on Persistent Organic Pollutants in 2009.

==Synthesis== Chlordecone is made by dimerizing hexachlorocyclopentadiene and hydrolyzing to a ketone.

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