α-Hexachlorocyclohexane

α-Hexachlorocyclohexane (α-HCH) is an organochloride which is one of the isomers of hexachlorocyclohexane (HCH).[1] 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.[1] 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
Ball-and-stick model of the alpha-(-)-hexachlorocyclohexane molecule
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 checkY
    Key: JLYXXMFPNIAWKQ-LKPKBOIGSA-N checkY
  • 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).
checkY verify (what is checkY☒N ?)
Infobox references

See also

References
  1. Toxicological Profile for Alpha-, Beta-, Gamma-, and Delta-Hexachlorocyclohexane, U.S. Department of Health and Human Services, Agency for Toxic Substances and Disease Registry, August 2005
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