Aldrin

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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 ClC12C3C(C4CC3C=C4)C
(C(Cl)2Cl)(Cl)C(Cl)=C1Cl
Properties
Molecular formula C12H8Cl6
Molar mass 364.93 g/mol
Melting point

104 °C

Vapor pressure 7.5 x 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 disclaimer and 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.

[edit] 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
Synthesis of Aldrin via a Diels-Alder reaction










[edit] References

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