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Pentachlorobenzenethiol

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Pentachlorobenzenethiol
Names
Preferred IUPAC name Pentachlorobenzenethiol
Other names Pentachlorobenzenethiol, pentachlorothiophenol, PCBT
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.004.644 Edit this at Wikidata
EC Number
  • 205-107-8
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C6HCl5S/c7-1-2(8)4(10)6(12)5(11)3(1)9/h12HKey: LLMLGZUZTFMXSA-UHFFFAOYSA-N
SMILES
  • C1(=C(C(=C(C(=C1Cl)Cl)Cl)Cl)Cl)S
Properties
Chemical formula C6HCl5S
Molar mass 282.38 g·mol
Appearance Gray solid
Density 1.7±0.1 g/cm
Melting point 231.5 °C (448.7 °F; 504.6 K)
Solubility in water Insoluble
Hazards
GHS labelling:
Pictograms GHS05: Corrosive
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 , 100 kPa). Infobox references
Chemical compound

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

Synthesis

Pentachlorobenzenethiol can be obtained from hexachlorobenzene.

Properties

Pentachlorobenzenethiol is a combustible gray solid with an unpleasant odor, practically insoluble in water. It has a monoclinic crystal structure. 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. Pentachlorobenzenethiol has a high potential for long-range transport via air as it is very slowly degraded in atmosphere.

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.

External links

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