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Electron impact induced intramolecular hydrogen transfer reactions in polymethylene glycol di‐ p ‐toluenesulfonates
Author(s) -
Blane PierreAlain,
Gülaçar Fazil O.,
Buchst Armand
Publication year - 1980
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.1210150409
Subject(s) - chemistry , protonation , fragmentation (computing) , intramolecular force , electron transfer , bicyclic molecule , ionization , hydrogen , ion , carboxylic acid , photochemistry , medicinal chemistry , stereochemistry , polymer chemistry , organic chemistry , computer science , operating system
The mechanisms of formation of the ionized acid and the protonated acid fragments in the electron impact induced fragmentation of the title compounds were investigated. The well known mechanisms of hydrogen transfer through mono‐ and bicyclic transition states that occur in the molecular ions of carboxylic esters are not the main pathways giving rise to these fragments. The major component of the m / z 172 peak corresponding formally to ionized p ‐toluenesulfonic acid in fact has a different structure; its formation involves a complex mechanism including a double hydrogen transfer reaction.