Chemistry:Pentachlorobenzenethiol

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Pentachlorobenzenethiol
Pentachlorbenzolthiol.svg
Names
Preferred IUPAC name
Pentachlorobenzenethiol
Other names
Pentachlorobenzenethiol, pentachlorothiophenol, PCBT
Identifiers
3D model (JSmol)
ChemSpider
EC Number
  • 205-107-8
UNII
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 GHS05: Corrosive
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
Tracking categories (test):

Pentachlorobenzenethiol is a chemical compound from the group of thiols and organochlorine compounds.[1] The chemical formula is C6HCl5S.[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. http://www.chemindustry.com/chemicals/0268505.html. Retrieved 9 June 2017. 
  2. "2,3,4,5,6-pentachlorobenzenethiol". http://www.chemsynthesis.com/base/chemical-structure-23939.html. 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. 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. doi:10.1007/BF00372764. PMID 947309. 
  6. "TC NES SUBGROUP ON IDENTIFICATION OF PBT AND VPVB SUBSTANCES". echa.europa.eu. https://echa.europa.eu/documents/10162/be8c1c49-af6e-4b6f-9927-b4e1bc7f50f5. Retrieved 9 June 2017. 

External links