Chlorodecone

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Structural formula
Structural formula of chlorodecone
General
Surname Chlorodecone
other names
  • 1,2,3,5,6,7,8,9,10,10-decachlor- [5.2.1.0 2.6 .0 3.9 .0 5.8 ] -decan-4-one
  • Kepon
  • Decachloroctahydro-1,3,4-methanocyclobuta [ cd ] pentalen-2-one
  • Decachlorpentacyclo [5.2.1.0 2.6 .0 3.9 .0 5.8 ] decan-4-one
  • Decachloroctahydro-1,3,4-methenocyclobuta [ cd ] pentalen-2-one
Molecular formula C 10 Cl 10 O
External identifiers / databases
CAS number 143-50-0
EC number 205-601-3
ECHA InfoCard 100.005.093
PubChem 299
ChemSpider 293
Wikidata Q423892
properties
Molar mass 490.64 g mol −1
Physical state

firmly

Melting point

350 ° C (decomposition)

solubility

almost insoluble in water (2–4 mg · l −1 at 20 ° C)

safety instructions
GHS hazard labeling from  Regulation (EC) No. 1272/2008 (CLP) , expanded if necessary
06 - Toxic or very toxic 08 - Dangerous to health 09 - Dangerous for the environment

danger

H and P phrases H: 301-311-351-410
P: 273-280-301 + 310-312-501
Toxicological data

91.3 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 .

Chlordecone is a chemical compound from the group of organochlorine compounds and ketones . Technically pure chlorodecone contains around 5% water and up to 0.1% hexachlorocyclopentadiene .

properties

Chlordecone is very stable in the environment with a half-life of several years.

use

Chlordecone was used as an insecticide and as an intermediate in the manufacture of the insecticide Kelevan . It was introduced in 1958 as a ketone analog by Mirex under the name Kepone and was used in the United States as an insecticide against ants and cockroaches between 1966 and 1975 . Its use was banned in the US in 1975, and in 2009 it was included in the Stockholm Convention on Globally Banned Substances. In 1979, according to a report by the French doctor Dominique Belpomme, the use on the banana plantations in Martinique and Guadeloupe resulted in an above-average number of prostate cancer cases and malformations in newborn children.

Analytical evidence

The chemical-analytical detection in environmental samples, food and animal feed is carried out after suitable sample preparation to separate the matrix and gas chromatographic separation of minor components by high-resolution mass spectrometry techniques such as flight mass spectrometry (Time-Of-Flight mass spectrometry).

Web links

Individual evidence

  1. ↑ a b c d Entry on chlordecone in the GESTIS substance database of the IFA , accessed on February 1, 2016(JavaScript required) .
  2. ↑ Entry on Chlordecone in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on February 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .
  3. ↑ Entry on Chlordecone in the Pesticide Properties DataBase (PPDB) of the University of Hertfordshire , accessed on August 1, 2013.
  4. ↑ 13th Report on Carcinogens (RoC): Kepone , accessed November 18, 2014.
  5. ↑ Press Release - COP4 - Geneva, 8 May 2009: Governments unite to step-up reduction on global DDT reliance and add nine new chemicals under international treaty , 2009.
  6. ↑ World: Population of the Antilles poisoned by pesticides .
  7. ↑ Pesticides from the Caribbean banana plantations poison people and nature ( Memento from July 10, 2010 in the Internet Archive ).
  8. ↑ Eric J. Reiner, Adrienne R. Boden, Tony Chen, Karen A. MacPherson and Alina M. Muscalu: Advances in the Analysis of Persistent Halogenated Organic Compounds . In: LC GC Europe . 23: 60-70 (2010).