Stereochemistry and mechanism of electron impact induced elimination reactions in acenaphthenol and acetoxyacenaphthene
β Scribed by Daryl D. Manhart; Peter Brown; Duncan H. Hunter
- Publisher
- John Wiley and Sons
- Year
- 1977
- Tongue
- English
- Weight
- 659 KB
- Volume
- 12
- Category
- Article
- ISSN
- 1076-5174
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β¦ Synopsis
Abstract
The mechanisms for elimination of H~2~O from acenaphthenol and of AcOH from acetoxyacenaphthene under low energy conditions have been determined, using regiospecific and stereospecific deuterium labeling probes, and by measurement of ionization and appearance potentials for alternative pathways. Both concerted and stepwise processes must be invoked in order to explain the experimental data. Proximity effects appear to be the most important factors in determining mechanistic type.
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Electron-impact-induced phosphorescence of biacetyl was observed at low vapor pressures. Excitation functions and decay characteristics of the phosphorescence were measured as functions of pressure. Mechanisms of triplet formation under electron impact are discussed in terms of these results as well
Diesters of cyclohexaae trPns-l,3dicarboxylc acid give rise to major [ M -ROH] +' ions under electron impact ionization. A mass spectral study of the isomeric mixed methyl ethyl esters of the diacid, substituted by a methyl group at position 1 and deuterium labelled at position 3, indicates a stepwi