Pentachlorobenzenethiol is a chemical compound from the group of thiols and organochlorine compounds.[1] The chemical formula is C
6
HCl
5
S
.[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

References

  1. ^ "Pentachlorobenzenethiol". chemindustry.com. Retrieved 9 June 2017.
  2. ^ "2,3,4,5,6-pentachlorobenzenethiol". Retrieved 9 June 2017.
  3. ^ Kulka, Marshall (1959). "Reaction of Hexachlorobenzene with Mercaptides". J. Org. Chem. 24 (4): 235–237. doi:10.1021/jo01084a021.
  4. ^ Wojcik, G.; Charbonneau, G. P.; Delugeard, Y.; Toupet, L. (1980). "The disordered crystal structure of pentachlorothiophenol". Acta Crystallogr. B36 (2): 506–507. Bibcode:1980AcCrB..36..506W. doi:10.1107/S0567740880003706.
  5. ^ Koss, G.; Koransky, W.; Steinbach, K. (June 1976). "Studies on the toxicology of hexachlorobenzene: II. Identification and determination of metabolites". Archives of Toxicology. 35 (2): 107–114. Bibcode:1976ArTox..35..107K. doi:10.1007/BF00372764. PMID 947309. S2CID 25403466.
  6. ^ "TC NES SUBGROUP ON IDENTIFICATION OF PBT AND VPVB SUBSTANCES". EChA. echa.europa.eu. Retrieved 9 June 2017.
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