Thiepane

Thiepane
Names
	Preferred IUPAC name Thiepane
Identifiers
CAS Number	4753-80-4 ;
3D model (JSmol)	Interactive image;
ChemSpider	70858 ;
ECHA InfoCard	100.022.981
EC Number	225-279-8;
PubChem CID	78493;
UNII	0P85C3FTE3 ;
CompTox Dashboard (EPA)	DTXSID80197189 ;
	InChI InChI=1S/C6H12S/c1-2-4-6-7-5-3-1/h1-6H2 Key: JWCVYQRPINPYQJ-UHFFFAOYSA-N ;
	SMILES C1CCCSCC1;
Properties
Chemical formula	C6H12S
Molar mass	116.22 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Thiepane (also hexathiophane^[1]) is the organosulfur compound with the formula (CH₂)₆S. Thiepanes are seven-membered ring heterocycles that contains sulfide.^[2] 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.^[3] 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.^[1]

References

^ ^a ^b 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.
^ 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)
^ 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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[n-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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