Oxepin
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| General | ||||||||||
| Surname | Oxepin | |||||||||
| Molecular formula | C 6 H 6 O | |||||||||
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| properties | ||||||||||
| Molar mass | 94.11 g mol −1 | |||||||||
| Physical state |
liquid |
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| Refractive index |
1.5162 |
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| As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C | ||||||||||
Oxepine is the simplest unsaturated oxygen - containing seven - membered heterocycle .
presentation
Oxepin can be obtained by the chemical reaction of 4,5-dibromo-cyclohexene oxide with a base . This is an elimination reaction . Gillard et al. used DBU as base for this .
properties
Oxepin does not have an aromatic system , it is in equilibrium with benzene oxide :
In this valence tautomerism equilibrium, both components have approximately the same share.
Individual evidence
- ↑ a b E. Vogel, A. Schubart, WA Böll in: Synthesis of an Oxepins , Angew. Chem. 1964 , 76 , 535.
- ↑ This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
- ^ JR Gillard, MJ Newlands, JN Bridson, DJ Burnell: π-Facial stereoselectivity in the Diels – Alder reactions of benzene oxides . In: Canadian Journal of Chemistry . 69 (9), 1991, pp. 1337-1343, doi : 10.1139 / v91-199 .
- ^ Ivan Ernest: Binding, Structure and Reaction Mechanisms in Organic Chemistry , Springer-Verlag, 1972, p. 352, ISBN 3-211-81060-9 .
- ^ E. Vogel, H. Günther: Benzoloxid-Oxepin-Valenztautomerie In: Angewandte Chemie. Volume 79, 1967, pp. 429-446