| Revision as of 16:49, 6 September 2011 editCheMoBot (talk | contribs)Bots141,565 edits Updating {{chembox}} (no changed fields - added verified revid - updated 'ChemSpiderID_Ref', 'DrugBank_Ref', 'UNII_Ref', 'ChEMBL_Ref', 'ChEBI_Ref', 'KEGG_Ref', 'StdInChI_Ref', 'StdInChIKey_Ref', 'ChEBI_Ref') per [[WP:CHEMVALID|Chem/Drugbox validation← Previous edit |
Latest revision as of 05:04, 12 November 2023 edit undoBernanke's Crossbow (talk | contribs)Extended confirmed users7,770 edits Move refs to references, mark DOI access as free, fix author fields |
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{{chembox |
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{{Chembox |
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| verifiedrevid = 444955375 |
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| Watchedfields = changed |
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|ImageFile=Oxepine.svg |
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| verifiedrevid = 448773926 |
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|ImageSize=100px |
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|IUPACName=Oxepine |
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| ImageFileL1 = Oxepine.svg |
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| ImageSizeL1 = 110 |
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|OtherNames=Oxacycloheptatriene<br>Benzene oxide |
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| ImageAltL1 = Skeletal formula of oxepin |
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|Section1= {{Chembox Identifiers |
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| ImageFileR1 = Oxepin-based-on-xtal-3D-bs-17.png |
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| CASNo=291-70-3 |
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| ImageSizeR1 = 140 |
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| PubChem=6451477 |
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| ImageAltR1 = Ball-and-stick model of the oxepin molecule |
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| SMILES=C1=CC=COC=C1 |
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| ImageFile2 = Oxepin-based-on-xtal-3D-bs-17-side-view.png |
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| ImageSize2 = 140 |
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| PIN=Oxepine |
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| OtherNames=Oxacycloheptatriene |
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|Section1={{Chembox Identifiers |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| CASNo=291-70-3 |
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| PubChem=6451477 |
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| SMILES=C1=CC=COC=C1 |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| UNII = CVP5X85XX5 |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID = 4953942 |
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| InChI = 1/C6H6O/c1-2-4-6-7-5-3-1/h1-6H |
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| InChIKey = ATYBXHSAIOKLMG-UHFFFAOYAS |
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| StdInChI_Ref = {{stdinchicite|changed|chemspider}} |
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| StdInChI = 1S/C6H6O/c1-2-4-6-7-5-3-1/h1-6H |
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| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}} |
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| StdInChIKey = ATYBXHSAIOKLMG-UHFFFAOYSA-N |
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}} |
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|Section2= {{Chembox Properties |
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|Section2={{Chembox Properties |
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| C=6 | H=6 | O=1 |
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| Formula=C<sub>6</sub>H<sub>6</sub>O |
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| Appearance= |
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| MolarMass=94.11 g/mol |
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|Section3= {{Chembox Hazards |
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|Section3={{Chembox Hazards |
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}} |
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| Section8 = {{Chembox Related |
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| OtherCompounds = ]<br/>] |
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'''Oxepin''' is an oxygen-containing ] consisting of a seven-membered ring with three ]. It exists as an ] mixture with '''benzene oxide'''. The oxepin-benzene oxide system has ] bonds in which the equilibrium can be shifted to one extreme or the other by suitable substituents.<ref>{{cite journal | doi = 10.1002/anie.196703851 | journal = Angewandte Chemie International Edition in English | title=Benzene Oxide-Oxepin Valence Tautomerism| volume=6 |issue=5 |pages =385–401 |author=E. Vogel and H. Günther | year = 1967}}</ref> This compound is not aromatic. |
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'''Oxepin''' is an ]-containing ] consisting of a seven-membered ] with three ]s. The parent C<sub>6</sub>H<sub>6</sub>O exists as an ] mixture with '''benzene oxide'''. |
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] |
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The oxepin–benzene oxide equilibrium is affected by the ring ]s.<ref name=TautHist /> A related dimethyl derivative exists mainly as the oxepin isomer, an orange liquid.<ref name=Me2Synth /> |
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]<br style="clear:left;"/> |
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Oxepin is an intermediate in the oxidation of ] by the ] (CYP).<ref name=Tox /> Other ]s are metabolites of the parent arene. |
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:] |
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==References== |
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==References== |
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<references> |
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{{commonscat|Oxepins}} |
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<ref name=Me2Synth>{{cite journal|title=2,7-Dimethyloxepin|first1=Leo A.|last1=Paquette |author1-link= Leo Paquette |first2=J. H. |last2=Barrett|journal=Org. Synth.|year=1969|volume=49|page=62|doi=10.15227/orgsyn.049.0062}}</ref> |
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{{Reflist}} |
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<ref name=Tox>{{cite journal |doi=10.1289/ehp.93100293 |journal=Environmental Health Perspectives |title=The Toxicology of Benzene |volume=100 |pages=293–306 |first1=R.|last1=Snyder |first2= G. |last2=Witz |first3= B. D. |last3=Goldstein |year=1993 |pmc=1519582 |pmid=8354177|jstor=3431535 |doi-access=free }}</ref> |
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<ref name=TautHist>{{cite journal | doi = 10.1002/anie.196703851 | journal = Angewandte Chemie International Edition in English | title=Benzene Oxide–Oxepin Valence Tautomerism| volume=6 |issue=5 |pages =385–401 |first1=E.|last1=Vogel |first2=H.|last2=Günther | year = 1967}}</ref> |
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</references> |
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{{Commons category|Oxepin}} |
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] |
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] |
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