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Thiepane

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Not to be confused with Thiepine.
Thiepane
Structural formula of thiepane
Ball-and-stick model of the thiepane molecule
Names
Preferred IUPAC name Thiepane
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.022.981 Edit this at Wikidata
EC Number
  • 225-279-8
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C6H12S/c1-2-4-6-7-5-3-1/h1-6H2Key: JWCVYQRPINPYQJ-UHFFFAOYSA-N
SMILES
  • C1CCCSCC1
Properties
Chemical formula C6H12S
Molar mass 116.22 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒N verify (what is  ?) Infobox references
Chemical compound

Thiepane (also hexathiophane) is the organosulfur compound with the formula (CH2)6S. Thiepanes are seven-membered ring heterocycles that contains sulfide. The parent thiepane has seldom been studied.

A variety of derivatives are known. Hexathiathiepane (CAS RN 17233-71-5, m.p. 90 °C) is CH2S6. A naturally occurring derivative is lenthionine, 1,4-(CH2)2S5.

Thiepane itself may be a product of spontaneous coal fires in post-mining waste heaps.

References

  1. ^ Kruszewski, Ł.; Fabiańska, M.J.; Ciesielczuk, J.; Segit, T.; Orłowski, R.; Motyliński, R.; Kusy, D.; Moszumańska, I. (2018). "First multi-tool exploration of a gas-condensate-pyrolysate system from the environment of burning coal mine heaps: An in situ FTIR and laboratory GC an PXRD study based on Upper Silesian materials". STOTEN. 640–641: 1044–1071. Bibcode:2018ScTEn.640.1044K. doi:10.1016/j.scitotenv.2018.05.319. PMID 30021271. S2CID 51703425.
  2. Yamamoto, Kagetoshi; Yamazaki, Shoko (1996). "Thiepanes and thiepins". In Newkome, George R (ed.). Thiepanes and Thiepines. Comprehensive Heterocyclic Chemistry II. Vol. 9. pp. 67–111. doi:10.1016/B978-008096518-5.00211-2. ISBN 9780080965185.{{cite encyclopedia}}: CS1 maint: multiple names: authors list (link)
  3. Fehér, F.; Lex, J. (1976). "Kristall- und Molecülstrukturen von Hexathiepan (S6CH2), Pentathiepan (S5CH2) und Dibenzylpentathian (S5C(CH2C6H5)2)". Z. Anorg. Allg. Chem. 423: 103–111. doi:10.1002/zaac.19764230203.
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