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Collision activation studies of mucoactive phthalmic acids and model cations
Author(s) -
Selva Antonio,
Pellegata Renato,
Ventura Paolo
Publication year - 1988
Publication title -
biomedical and environmental mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 121
eISSN - 1096-9888
pISSN - 0887-6134
DOI - 10.1002/bms.1200160168
Subject(s) - protonation , chemistry , ionic bonding , medicinal chemistry , ion , stereochemistry , ionic liquid , organic chemistry , catalysis
Collision activation experiments, using a suitable model ion, strongly support the previously suggested structure of protonated N ‐methylisoindolinone for the ionic product of H' loss from N,N ‐dimethylbenzamide upon electron impact. The cyclization process is preceded by a hidden H‐rearrangement within the amidic group. Such an H' loss, occurring also for phthalamic acids, as expected, does not take place for 2‐( N,N ‐dimethylacetamido)nicotinic acid, which likely undergoes a cyclization of N ‐methylazaisoindolinone ionic product by consecutive eliminations of H 2 O and CO.