Pentachlorobenzenethiol

Pentachlorobenzenethiol
Names
IUPAC name
2,3,4,5,6-pentachlorobenzenethiol
Other names
Pentachlorobenzenethiol, pentachlorothiophenol, PCBT
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.004.644
EC Number 205-107-8
Properties
C6HCl5S
Molar mass 282.38 g·mol−1
Appearance Gray solid
Density 1.7±0.1 g/cm3
Melting point 231.5 °C (448.7 °F; 504.6 K)
Insoluble
Hazards
GHS pictograms
GHS signal word WARNING
Flash point 144.6 °C (292.3 °F; 417.8 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Pentachlorobenzenethiol is a chemical compound from the group of thiols and organochlorine compounds.[1] The chemical formula is C
6HCl
5S.[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. ↑ Gates, B. C.; Webber, K. M. (May 1977). "Pentachlorobenzenethiol: A new promotor for the Rh(I)-complex-catalyzed methanol carbonylation". Journal of Catalysis. 47 (2): 269–271. doi:10.1016/0021-9517(77)90174-9. Retrieved 9 June 2017.
  4. ↑ Wojcik, G.; Charbonneau, G. P.; Delugeard, Y.; Toupet, L. (1980). "The disordered crystal structure of pentachlorothiophenol". Acta Crystallogr. B36: 506–507. doi:10.1107/S0567740880003706. Retrieved 9 June 2017.
  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. doi:10.1007/BF00372764. Retrieved 9 June 2017.
  6. ↑ "TC NES SUBGROUP ON IDENTIFICATION OF PBT AND VPVB SUBSTANCES". EChA. echa.europa.eu. Retrieved 9 June 2017.
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