Oxepin

Oxepin
Names
	IUPAC name Oxepine
	Other names Oxacycloheptatriene; Benzene oxide
Identifiers
CAS Number	291-70-3 ;
3D model (JSmol)	Interactive image;
ChemSpider	4953942 ;
PubChem CID	6451477;
CompTox Dashboard (EPA)	DTXSID10183353 ;
	InChI InChI=1S/C6H6O/c1-2-4-6-7-5-3-1/h1-6H Key: ATYBXHSAIOKLMG-UHFFFAOYSA-N ; InChI=1/C6H6O/c1-2-4-6-7-5-3-1/h1-6H Key: ATYBXHSAIOKLMG-UHFFFAOYAS;
	SMILES C1=CC=COC=C1;
Properties
Chemical formula	C6H6O
Molar mass	94.11 g/mol
	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

Oxepin is an oxygen-containing heterocycle consisting of a seven-membered ring with three double bonds. It exists as an equilibrium mixture with benzene oxide. The oxepin–benzene oxide equilibrium can easily be shifted to one extreme or the other in compounds with this core depending what substituents are present.^[1] This compound is not aromatic.

Oxepin is an intermediary in vivo metabolite of benzene in animal models, metabolized by the cytochrome P450 enzyme.^[2]

References

^ E. Vogel and H. Günther (1967). "Benzene Oxide-Oxepin Valence Tautomerism". Angewandte Chemie International Edition in English. 6 (5): 385–401. doi:10.1002/anie.196703851.
^ R. Snyder, G. Witz, and B. D. Goldstein (1993). "The toxicology of benzene". Environmental Health Perspectives. 100: 293–306. doi:10.2307/3431535.{{cite journal}}: CS1 maint: multiple names: authors list (link)

[1] E. Vogel and H. Günther (1967). "Benzene Oxide-Oxepin Valence Tautomerism". Angewandte Chemie International Edition in English. 6 (5): 385–401. doi:10.1002/anie.196703851.

[2] R. Snyder, G. Witz, and B. D. Goldstein (1993). "The toxicology of benzene". Environmental Health Perspectives. 100: 293–306. doi:10.2307/3431535.{{cite journal}}: CS1 maint: multiple names: authors list (link)

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