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Contents

   



(Top)
 


1 Synthesis  





2 Properties  





3 Applications  





4 See also  





5 References  





6 External links  














Pentachlorobenzenethiol






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From Wikipedia, the free encyclopedia
 


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=1S/C6HCl5S/c7-1-2(8)4(10)6(12)5(11)3(1)9/h12H

    Key: LLMLGZUZTFMXSA-UHFFFAOYSA-N

  • C1(=C(C(=C(C(=C1Cl)Cl)Cl)Cl)Cl)S

Properties

Chemical formula

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)

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 [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
6
HCl
5
S
.[2]

Synthesis[edit]

Pentachlorobenzenethiol can be obtained from hexachlorobenzene.[3]

Properties[edit]

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[edit]

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

See also[edit]

References[edit]

  1. ^ "Pentachlorobenzenethiol". chemindustry.com. Retrieved 9 June 2017.
  • ^ "2,3,4,5,6-pentachlorobenzenethiol". Retrieved 9 June 2017.
  • ^ Kulka, Marshall (1959). "Reaction of Hexachlorobenzene with Mercaptides". J. Org. Chem. 24 (4): 235–237. doi:10.1021/jo01084a021.
  • ^ 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.
  • ^ 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. S2CID 25403466.
  • ^ "TC NES SUBGROUP ON IDENTIFICATION OF PBT AND VPVB SUBSTANCES". EChA. echa.europa.eu. Retrieved 9 June 2017.
  • External links[edit]


    Retrieved from "https://en.wikipedia.org/w/index.php?title=Pentachlorobenzenethiol&oldid=1231741446"

    Categories: 
    Benzene derivatives
    Thiols
    Chlorobenzene compounds
    Foul-smelling chemicals
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    This page was last edited on 30 June 2024, at 00:45 (UTC).

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