α-Hexachlorocyclohexane

α-Hexachlorocyclohexane (α-HCH) is an organochloride which is one of the isomers of hexachlorocyclohexane (HCH). It is a byproduct of the production of the insecticide lindane (γ-HCH) and it is typically still contained in commercial grade lindane used as insecticide. Lindane, however, has not been produced or used in the United States for more than 20 years. At ambient temperatures it is a stable, white, powdery solid substance. As of 2009, the Stockholm Convention on Persistent Organic Pollutants classified (α-HCH) and (β-HCH) as persistent organic pollutants (POPs), due to the chemical's ability to persistence in the environment, bioaccumulative, biomagnifying, and long-range transport capacity.

α-hexachlorocyclohexane
Names
Preferred IUPAC name
(1R,2R,3S,4S,5S,6S)-1,2,3,4,5,6-Hexachlorocyclohexane
Other names
α-HCH
α-Benzenehexachloride
α-BHC
alpha-hexacloran(e)
alpha-Lindane
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.005.702
EC Number
  • 206-270-8
RTECS number
  • GV3500000
UNII
UN number 2761, 2811, 3082
  • InChI=1S/C6H6Cl6/c7-1-2(8)4(10)6(12)5(11)3(1)9/h1-6H/t1-,2-,3-,4-,5+,6+/m0/s1 Y
    Key: JLYXXMFPNIAWKQ-LKPKBOIGSA-N Y
  • InChI=1/C6H6Cl6/c7-1-2(8)4(10)6(12)5(11)3(1)9/h1-6H/t1-,2-,3-,4-,5+,6+/m0/s1
    Key: JLYXXMFPNIAWKQ-LKPKBOIGBO
  • Cl[C@H]1[C@@H](Cl)[C@H](Cl)[C@H](Cl)[C@@H](Cl)[C@@H]1Cl
Properties
C6H6Cl6
Molar mass 290.83 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references
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