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The fragmentation of ortho ‐methoxyphenyl‐2‐propanone oximes and related compounds–further examples of an ortho ‐effect
Author(s) -
Coutts R. T.,
Malicky J. L.
Publication year - 1973
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.1210070808
Subject(s) - hydroxylamine , mass spectrum , fragmentation (computing) , ketone , chemistry , ion , medicinal chemistry , oxime , spectral line , organic chemistry , computer science , operating system , physics , astronomy
An [M 31] + ion was a prominent fragment in the mass spectra of three ortho ‐methoxy‐phenyl‐2‐propanone oximes and is shown to be due to the expulsion of a methoxyl radical from the molecular ion as a result of an ortho ‐effect. In contrast, an [M 31] + ion was absent from the spectra of a structurally related ketone and a hydroxylamine, and was not observed in the spectra of meta ‐ and para ‐methoxyphenyl‐2‐propanone oximes.