View source for Thiepane

{{Distinguish|Thiepine}}
{{Chembox
| Verifiedfields = changed
| Watchedfields = changed
| verifiedrevid = 470606434
| ImageFileL1 = Thiepan.svg
| ImageFileL1_Ref = {{Chemboximage|correct|??}}
| ImageSizeL1 = 105
| ImageAltL1 = Structural formula of thiepane
| ImageFileR1 = Thiepane-3D-balls.png
| ImageSizeR1 = 135
| ImageAltR1 = Ball-and-stick model of the thiepane molecule
| PIN = Thiepane
|Section1={{Chembox Identifiers
| CASNo = 4753-80-4
| CASNo_Ref = {{cascite|correct|CAS}}
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = 0P85C3FTE3
| PubChem = 78493
| ChemSpiderID = 70858
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| EINECS = 225-279-8
| SMILES = C1CCCSCC1
| StdInChI = 1S/C6H12S/c1-2-4-6-7-5-3-1/h1-6H2
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = JWCVYQRPINPYQJ-UHFFFAOYSA-N
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
}}
|Section2={{Chembox Properties
| C=6 | H=12 | S=1 }}
}}
'''Thiepane''' (also '''hexathiophane'''<ref name=n/>) is the [[organosulfur compound]] with the formula (CH<sub>2</sub>)<sub>6</sub>S. Thiepanes are seven-membered ring [[heterocycle]]s that contains sulfide.<ref>{{cite encyclopedia|chapter=Thiepanes and thiepins
|author=Yamamoto, Kagetoshi; Yamazaki, Shoko
|title=Thiepanes and Thiepines
|editor=Newkome, George R
|encyclopedia=Comprehensive Heterocyclic Chemistry II|year=1996|volume=9|pages=67–111|doi=10.1016/B978-008096518-5.00211-2|isbn=9780080965185
}}</ref> The parent thiepane has seldom been studied.
A variety of derivatives are known.  Hexathiathiepane (CAS RN 17233-71-5, m.p.&nbsp;90&nbsp;°C) is CH<sub>2</sub>S<sub>6</sub><!--CH2S5, CAS 18091-79-7, Pentathiane m.p. 95-96 doi 10.1002/anie.196803011-->.<ref>{{cite journal|author1=Fehér, F. |author2=Lex, J. |title=Kristall- und Molecülstrukturen von Hexathiepan (S<sub>6</sub>CH<sub>2</sub>), Pentathiepan (S<sub>5</sub>CH<sub>2</sub>) und Dibenzylpentathian (S<sub>5</sub>C(CH<sub>2</sub>C<sub>6</sub>H<sub>5</sub>)<sub>2</sub>)|journal=Z. Anorg. Allg. Chem.|year=1976|volume=423|pages=103–111|doi=10.1002/zaac.19764230203}}</ref>  A naturally occurring derivative is [[lenthionine]], 1,4-(CH<sub>2</sub>)<sub>2</sub>S<sub>5</sub>.
Thiepane itself may be a product of spontaneous coal fires in post-mining waste heaps.<ref name=n>{{cite journal|author1=Kruszewski, Ł. |author2=Fabiańska, M.J. |author3=Ciesielczuk, J. |author4=Segit, T. |author5=Orłowski, R. |author6=Motyliński, R. |author7=Kusy, D. |author8=Moszumańska, I. |title=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|journal=STOTEN|year=2018|volume=640-641|pages=1044–1071|doi=10.1016/j.scitotenv.2018.05.319|pmid=30021271 |bibcode=2018ScTEn.640.1044K |s2cid=51703425 }}</ref>
==References==
<references />
{{Heterocyclic-stub}}
[[Category:Sulfur heterocycles]]
[[Category:Seven-membered rings]]