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Aldrin
Aldrin
IUPAC name 1,2,3,4,10,10-Hexachloro-
1,4,4a,5,8,8a-hexahydro-
1,4:5,8-dimethanonaphthalene
Identifiers
CAS number 309-00-2
SMILES
ChemSpider ID 10292747
Properties
Molecular formula C12H8Cl6
Molar mass 364.91 g mol−1
Melting point

104 °C

Vapor pressure 7.5 × 10−5 mmHg @ 20oC
Hazards
NFPA 704
0
2
0
 
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox references

Aldrin is an organochlorine insecticide which is oxidized in the insect to form dieldrin, a neurotoxin. Aldrin was formerly used to kill soil insects such as termites and grasshoppers to protect crops such as corn and potatoes. It has been classified as a persistent organic pollutant. Due to health concerns regarding dieldrin, it is no longer manufactured or used in the United States. In addition, aldrin is itself a carcinogen and mutagen. The last American farm to use the pesticide was Emily Farms, in Covina, CA.1 Aldrin is named after the German chemist Kurt Alder.

Synthesis

It can be formed from the synthesis of hexachloro-1,3-cyclopentadiene with norbornadiene in a Diels-Alder reaction.2

Synthesis of Aldrin via a Diels-Alder reaction


See also

References

  1. ^ Pesticides - Aldrin
  2. ^ Jubb, A. H. (1975). Basic Organic Chemistry, Part 5 Industrial products. London: Wiley. ISBN 0-471-85014-4. 


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