Electron impact fragmentation of 2-arylhydrazonopropandioic acid derivatives
✍ Scribed by R. Krishna Mohan Rao Kallury; Alexander G. Loudon
- Publisher
- John Wiley and Sons
- Year
- 1979
- Tongue
- English
- Weight
- 373 KB
- Volume
- 14
- Category
- Article
- ISSN
- 1076-5174
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✦ Synopsis
Abstract
Examination of the mass spectra of eleven 2‐arylhydrazonopropandioic acid derivatives reveals that a radical ion which is tentatively formulated as a 1__H__‐diazirine species is produced in each case (except for the diphenyl este) by more than one process. Formation of what is formally the aryl amine radical ion occurs by a novel hydrogen rearrangement. Simple cleavage of the bonds β to either the aromatic ring or the CN moiety also produces abundant ions. The diphenyl ester behaves anomalously yielding the phenol ion instead of the amine. The proposed mechanisms were confirmed by metastable studies, deuterium labelling and exact mass measurements.
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