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o ‐nitroaniline derivatives. IV —The mass spectra of o ‐nitroanils
Author(s) -
Johnston David,
Smith David M.
Publication year - 1974
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.1210090808
Subject(s) - fragmentation (computing) , mass spectrum , substituent , chemistry , nitro , ion , spectral line , polyatomic ion , crystallography , stereochemistry , medicinal chemistry , organic chemistry , physics , alkyl , astronomy , computer science , operating system
Abstract The principal feature of the mass spectra of o‐nitroanils, ArCHNC 6 H 4 NO 2 ( o ‐), is an intense peak corresponding to the [ArCO] + ion; this implies oxygen transfer from the nitro group to the azomethine carbon during the fragmentation process. In this series of anils, loss of OH from the molecular ion is not apparently an important fragmentation pathway, in contrast to the fragmentation of o‐nitrobenzylideneanilines. Benzylideneaniline derivatives with an o‐nitro substituent in both rings have mass spectra which indicate interaction of both nitro groups with the CHN group, but in this series of spectra the [M—17] + ion is again of low intensity.