Pentachlorobenzenethiol Explained

Pentachlorobenzenethiol is a chemical compound from the group of thiols and organochlorine compounds.^[1] The chemical formula is .^[2]

Synthesis

Pentachlorobenzenethiol can be obtained from hexachlorobenzene.^[3]

Properties

Pentachlorobenzenethiol is a combustible gray solid with an unpleasant odor, practically insoluble in water. It has a monoclinic crystal structure.^[4] The compound is not well-biodegradable and presumably bioaccumulable and toxic for aquatic organisms. Pentachlorobenzenethiol is itself a metabolite of hexachlorobenzene and is found in the urine and the excretions of animals receiving hexachlorobenzene.^[5] Pentachlorobenzenethiol has a high potential for long-range transport via air as it is very slowly degraded in atmosphere.^[6]

Applications

Pentachlorobenzenethiol is used in the rubber industry. The compound is added to rubber (both natural and synthetic) to facilitate processing (mastication).

See also

• Chlorobenzene
• Dichlorobenzene
• Trichlorobenzene
• Pentachlorobenzene
• Hexachlorobenzene

External links

• Preparation of pentachlorothiophenol US 2922820 A

Notes and References

1. Web site: Pentachlorobenzenethiol. chemindustry.com. 9 June 2017.
2. Web site: 2,3,4,5,6-pentachlorobenzenethiol. 9 June 2017.
3. Kulka. Marshall. Reaction of Hexachlorobenzene with Mercaptides. J. Org. Chem.. 1959. 24. 4. 235–237. 10.1021/jo01084a021.
4. Wojcik. G.. Charbonneau. G. P.. Delugeard. Y.. Toupet. L.. The disordered crystal structure of pentachlorothiophenol. Acta Crystallogr.. 1980. B36. 2. 506–507. 10.1107/S0567740880003706. 1980AcCrB..36..506W .
5. Koss. G.. Koransky. W.. Steinbach. K.. Studies on the toxicology of hexachlorobenzene: II. Identification and determination of metabolites.. Archives of Toxicology. June 1976. 35. 2. 107–114. 10.1007/BF00372764. 947309. 25403466 .
6. Web site: TC NES SUBGROUP ON IDENTIFICATION OF PBT AND VPVB SUBSTANCES. EChA. echa.europa.eu. 9 June 2017.