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Substituent effects in the mass spectral fragmentation of aryl esters
Author(s) -
Feil V. J.,
Sugihara J. M.
Publication year - 1972
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.1210060304
Subject(s) - fragmentation (computing) , substituent , aryl , chemistry , propionates , mass spectrum , electron ionization , medicinal chemistry , stereochemistry , cleavage (geology) , ionization , mass spectrometry , organic chemistry , alkyl , ion , geotechnical engineering , chromatography , fracture (geology) , computer science , engineering , operating system
The mass spectra of m ‐ and p ‐substituted phenyl acetates, phenyl propionates, phenyl chloroacetates and phenyl fluoroacetates have been determined. The fragmentation of aryl esters is affected by acyl substituents as well as by aryl substituents. Esters having acyl groups of low ionization potential show greater changes in fragmentation because of aryl substituents than those having acyl groups of high ionization potential. Each series has a fairly definite crossover point where fragmentation changes from predominant rearrangement to predominant cleavage.