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Anchimeric assistance in the fragmentation of protonated glycol derivatives in a flowing afterglow
Author(s) -
Schmitt Robert J.,
Shapiro Robert H.
Publication year - 1978
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.1210131210
Subject(s) - protonation , afterglow , steric effects , fragmentation (computing) , chemistry , acetic acid , methanol , photochemistry , ion , medicinal chemistry , ethylene glycol , stereochemistry , organic chemistry , physics , gamma ray burst , astronomy , computer science , operating system
A series of monomethyl, monoacyl glycols was protonated in a flowing afterglow system. In the subsequent fragmentation reactions acetic acid was found to be a better leaving group than methanol, but the acetoxy group was shown to participate in methanol expulsion under certain conditions. The effects of leaving group ability, anchimeric assistance, stereochemistry and steric hindrance on the fragmentation patterns of the protonated molecular ions are discussed.