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Electron‐impact studies—LXIV: Negative‐ion mass spectrometry of functional groups. Nitroaniline derivatives
Author(s) -
Bowie J. H.,
Blumenthal T.,
Walsh I.
Publication year - 1971
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.1210050703
Subject(s) - chemistry , substituent , nitrobenzene , nitro , mass spectrometry , moiety , polyatomic ion , ion , amide , electron ionization , mass spectrum , nitrite , photochemistry , medicinal chemistry , stereochemistry , organic chemistry , chromatography , nitrate , catalysis , alkyl , ionization
The various fragmentations of the o‐nitrobenzanilide molecular anion have been studied by labelling procedures and substituent effects. The loss of HO· from the molecular anion is a specific proximity effect, involving the oxygen of the nitro group and the hydrogen of the amide moiety. The losses of NO· from variously substituted nitrobenzenes are considered in depth and it is suggested that the nitro→ nitrite rearrangement is a radical reaction. Negative‐ion mass spectrometry may be used for the structure determination of sulphonamides and nitrophenylhydrazones.