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Electron impact studies on oximes: Mass spectra of the condensation products of aniline, phenol and thiophenol with benzhydroximoyl chloride
Author(s) -
Hemalatha D.,
Kallury R. Krishna Mohan Rao
Publication year - 1976
Publication title -
organic mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 121
eISSN - 1096-9888
pISSN - 0030-493X
DOI - 10.1002/oms.1210110403
Subject(s) - thiophenol , chemistry , aniline , mass spectrum , heteroatom , chloride , phenol , oxime , ion , fragmentation (computing) , inorganic chemistry , electron ionization , photochemistry , medicinal chemistry , organic chemistry , ring (chemistry) , computer science , operating system , ionization
The condensation products derived from aniline, phenol and thiophenol by treatment with benzhydroximoyl chloride, exhibited a stepwise (in the first two cases) or concerted (in the third case) loss of OH. and C6H5N from the corresponding skeletally rearranged molecular ions, affording [C6H5CX] + ions (where X = NH or o or S) when subjected to electron impact. The process has been substantiated by deuterium labelling and exact mass measurements. The base peaks in all the spectra were due to the aniline, phenol and thiphenol radical ions as the case may be, obtained by a shift prior to fragmentation of the oxime hydrogen to the heteroatom contained in these ions.