Compound Name

Beta hexachlorocyclohexane

Stockholm Annex code I, IV
Key Annex I to the regulation are subject to prohibition (with specific exemptions) on manufacturing, placing on the market and use;
Annex II to the regulation are subject to restriction on manufacturing, placing on the market and use;
Annex III to the regulation are subject to release reduction provisions; and
Annex IV to the regulation are subject to waste management provisions.
Note that for some substances listed in Annex I, specific exemptions on the prohibition of their use, manufacturing and placing on the market may apply.
Classification Unintentional - by-product of insecticide Lindane production
Category A - (Elimination)
Year of Listing Decision 2009
Persistence 7 years
Specific exemptions associated with its use Production: None
Acceptable purposes associated with its use Use: None
Conventions on POPs Stockholm Convention
Convention on Long-Range Transboundary Air Pollution
Rotterdam Convention
Basel Convention

Name

Beta hexachlorocyclohexane

Synonyms (1beta,2beta,3beta,4beta,5beta,6beta)-1,2,3,4,5,6-Hexachlorocyclohexane
beta hexachlorocyclohexane
beta-Lindane
beta-Hexachlorocyclohexane
beta-HCH
Beta-1,2,3,4,5,6-hexachlorocyclohexane
beta-Benzene hexachloride
beta-Hexachlorobenzene
beta-BHC
Structure

Molecular Formula: C6H6Cl6
Molecular weight g/mol: 290 g/mol
SMILES: C1(C(C(C(C(C1Cl)Cl)Cl)Cl)Cl)Cl
Solubility in water: Poor water solubility but it is highly soluble in organic solvents for example in acetone, cyclohexane, and xylene.

CAS Number 319-85-7
European Community (EC) Number 206-271-3
European Chemicals Agency (ECHA) 206-271-3
PubChem ID 727
DSSTOX Substance ID DTXSID7020685
KEGG C06988
ChemSpider 10468512

Similarity threshold Name of Related Compound DSSTox Substance ID CAS Number Molecular weight Molecular formula
1.0 1,2,3,5-Tetrachlorocyclohexane DTXSID80657935 95115-16-5 221 g/mol C6H8Cl4
1.0 Cyclohexane, 1,2,4,5-tetrachloro- DTXSID10875660 60067-92-7 221 g/mol C6H8Cl4
1.0 1-PENTACHLOROCYCLOHEXANE DTXSID00875654 22138-39-2 256 g/mol C6H7Cl5
1.0 alpha-1,2,3,4,5,6-Hexachlorocyclohexane DTXSID2020684 319-84-6 290 g/mol C6H6Cl6
1.0 Lindane DTXSID2020686 58-89-9 290 g/mol C6H6Cl6
1.0 1,2,3,4,5,6-Hexachlorocyclohexane DTXSID7020687 608-73-1 290 g/mol C6H6Cl6
1.0 delta-Hexachlorocyclohexane DTXSID5024134 319-86-8 290 g/mol C6H6Cl6
1.0 epsilon-Hexachlorocyclohexane DTXSID0024135 6108 10-7 290 g/mol C6H6Cl6
0.94 trans-1,2-Dichlorocyclohexane DTXSID7022126 822-86-6 153 g/mol C6H10Cl2
0.94 1,2,3-Trichlorooctane DTXSID801005756 85269-46-1 217 g/mol C8H15Cl3
N/A Full List of similar compounds N/A N/A N/A g/mol N/A

Description Reference Article Link
Lindane (gamma-HCH), the production of which results in a mixture of HCH isomers, is a now-banned insecticide that can exist in very high concentrations in soil (up to 125 ppt). Certain isomers of HCH, notably the beta, are more persistent than others, which is attributed to the physical location of the chlorine molecule. While bioaugmentation with the degrading strains is a feasible solution for HCH contamination, it has yet to be tested in the field. Lack of inoculum survival and high pollutant concentrations inhibit successful bioaugmentation, although the former has been remedied with repeated inoculations. Since autochthonous HCH degraders might be widely available, biostimulation might be a more appropriate treatment. However, at high pollutant concentrations, bioaugmentation may provide an advantage. Lyon and Vogel. 2011. Environmental Biotechnology and Safety Link
HCH isomers, particularly alpha and gamma have been detected widely in air, soil, water, and sediment as a result of historic production and use. The environmental levels of these isomers has declined in recent years because use of HCH as pesticide applications were increasingly restricted or eliminated. HCH isomers are lipophilic, hence they can accumulate in the fatty tissues of animals. Dermal exposure, inhalation and ingestion are some of the ways via which HCH isomers are assimilated into the body and accumulate mainly in fatty tissues. The beta isomer accumulates in fatty tissues and is metabolized more slowly, resulting in a half-life of about seven years. HCH isomers are metabolized to chlorophenol metabolites that are excreted in the urine (Angerer et al., 1983). It has also been discovered that HCH can crosses the placenta and also has been found in breast milk (Radomski et al., 1971; Rogan, 1996; Saxena et al., 1981). Beta-HCH is usually detected in a higher percentage of the general population than the other HCH isomers because of its longer half-life. Since the 1970s the concentration levels of beta-HCH have been in decline (ATSDR, 2005; Kutz et al., 1991; Link et al., 2005; Radomski et al., 1971; Stehr-Green, 1989; Sturgeon et al., 1998). CDC biomonitoring of Beta Hexachlorocyclohexane Accessed on 05 October 2020 Link