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Collision‐Induced consecutive dissociation reactions of the monocarboxylate anions generated from the dimethyl and diethyl esters of glutaric acid and its 3,3‐dimethyl analogue
Author(s) -
Maas Wilfried P. M.,
Nibbering Nico M. M.
Publication year - 1990
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.1210250307
Subject(s) - chemistry , dissociation (chemistry) , fragmentation (computing) , carboxylate , ion , collision induced dissociation , hydrogen , medicinal chemistry , labelling , ionization , mass spectrometry , stereochemistry , organic chemistry , tandem mass spectrometry , chromatography , biochemistry , computer science , operating system
The collision‐induced dissociation reactions of the monocarboxylate anions, generated from the dimethyl and diethyl esters of glutaric acid and its 3,3‐dimetbyl analogue in a chemical ionization source, were studied as a function of the potential applied to the collision cell in combination with 2 H labelling experiments. It was shown that many of the product anions are formed in consecutive steps. The mechanisms associated with these steps appear to be initiated by a functional group interaction between the carboxylate anion and the ester group, 1,5‐hydrogen migrations both to the carboxylate anion and the uncharged ester group and charge remote fragmentation. In one of the collision‐induced dissociation channels a methyl anion is generated as a granddaughter product anion, which contains the hydrogen atoms exclusively originating from positions 2 and 4 as shown by the applied 2 H labelling.