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Mass spectrometry of onium compounds—XVII: Anilinium carboxylates. ortho effect in anthranilic acid derivatives
Author(s) -
Hvistendahl Georg,
Undheim Kjell
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.1210070513
Subject(s) - anthranilic acid , chemistry , mass spectrometry , onium , electron ionization , medicinal chemistry , nitrogen , organic chemistry , chromatography , ion , ionization
The N,N,N‐trimethylanilinium carboxylates are transmethylated to the isomeric esters before evaporation in the mass spectrometer. Pyroltic reactions and electron‐impact fragmentations are elucidated by means of deuterio analogues. The ortho isomer behaves anomalously in that initial expulsion of a methyl radical is important. Deuteration has shown this reaction to take place along two distinct routes, either from the nitrogen or from the ester.