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A mass spectral rearrangement of 2‐(alkylamino)benzoic acid derivatives and related heterocyclic systems
Author(s) -
Barbuch Robert J.,
Peet Norton P.
Publication year - 1988
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.1210231204
Subject(s) - chemistry , fulvene , substituent , benzoic acid , fragmentation (computing) , alkyl , mass spectrum , deuterium , mass spectrometry , medicinal chemistry , rearrangement reaction , ion , photochemistry , computational chemistry , organic chemistry , chromatography , quantum mechanics , computer science , catalysis , operating system , physics
The behavior of a series of 2‐(alkylamino)benzoic acid derivatives and related heterocylic systems has been investigated using electron impact mass spectrometry and fragmentation pathways have been formulated. Deuterium‐labeled and 13 C‐labeled compounds were used in this study. An interesting rearrangement of the alkylamino compounds, in which the alkyl substituent is incorporated into a fulvene ion, was observed. This rearrangement had previously been observed for 1‐alkylisatins and l‐alkyl‐3‐arylimino‐2‐indolinones.