Thiepine

Names
Preferred IUPAC name Thiepine
Other names Thiatropilidene Thiepin
Identifiers
CAS Number	291-72-5 Y
3D model (JSmol)	Interactive image
ChemSpider	13299847 Y
PubChem CID	12444286
UNII	5A9XLZ8CPE Y
CompTox Dashboard (EPA)	DTXSID10498494
InChI InChI=1S/C6H6S/c1-2-4-6-7-5-3-1/h1-6H Y Key: BISQTCXKVNCDDA-UHFFFAOYSA-N Y
SMILES S1C=CC=CC=C1
Properties
Chemical formula	C6H6S
Molar mass	110.17 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is YN ?) Infobox references

In organic chemistry, thiepine (or thiepin) is an unsaturated seven-membered heterocyclic compound, with six carbon atoms and one sulfur atom. The parent compound, C₆H₆S is unstable and is predicted to be antiaromatic. Bulky derivatives have been isolated and shown by X-ray crystallography to have nonplanar C₆S ring.^[1]

Computational studies suggest that thiepine would eliminate a sulfur atom to form benzene. The intermediate is this process is the bicycle thianorcaradiene. In the complex with (η⁴-C₆H₆S)Fe(CO)₃, the ring is stable.^[2]

Benzothiepines have one fused benzene group and dibenzothiepines such as dosulepin and zotepine have two fused benzene groups. Damotepine is another thiepin derivative.

• Thiazepines
• 2,3-Dihydrothiepine
• 2,7-Dihydrothiepine

• Thiepins at the U.S. National Library of Medicine Medical Subject Headings (MeSH)
• Benzothiepins at the U.S. National Library of Medicine Medical Subject Headings (MeSH)