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Studies of the ortho effect in fragmentations of acetyl ion adducts of disubstituted benzenes
Author(s) -
Li Zhili,
Song Fengrui,
Liu Shuying
Publication year - 2001
Publication title -
rapid communications in mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.528
H-Index - 136
eISSN - 1097-0231
pISSN - 0951-4198
DOI - 10.1002/rcm.450
Subject(s) - chemistry , adduct , fragmentation (computing) , electron ionization , ion , dissociation (chemistry) , medicinal chemistry , reagent , chemical ionization , molecule , proton affinity , chloride , alkylation , ionization , photochemistry , organic chemistry , catalysis , protonation , computer science , operating system
The ion‐molecule reactions of disubstituted benzenes under chemical ionization conditions with acetyl chloride as reagent gas were examined, and the fragmentation reactions of the adduct ions (mostly proton and acetyl ion adducts) were studied by collision‐induced dissociation. Electron‐releasing substituents favored the adduct reactions, and electron‐withdrawing groups did not. The position and properties of substituting groups had an effect on the relative abundances of the adduct ions. Several examples of the ortho effect were observed. The fragmentation reaction of the adduct ions formed by ortho ‐benzenediamine with the acetyl ion was similar to the reductive alkylation reaction of amines in the condensed phase. Copyright © 2001 John Wiley & Sons, Ltd.