// Workers AI · dad joke modeIs thiepine stealing the show?

Not to be confused with Thiepane.

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.

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.

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

The chemical structure of the dibenzothiepine zotepine.

See also

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

External links

• 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)