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The fragmentations of substituted cinnamic acids after electron impact
Author(s) -
Schaldach Bernd,
Grützmacher H.Fr.
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.1210150404
Subject(s) - intramolecular force , chemistry , mass spectrum , ring (chemistry) , ion , electron ionization , electrophilic aromatic substitution , cinnamic acid , kinetic energy , computational chemistry , medicinal chemistry , aromaticity , spectral line , photochemistry , stereochemistry , organic chemistry , molecule , physics , quantum mechanics , astronomy , ionization
The fragmentations of a number of cinnamic acids substituted at the phenyl ring have been studied with the aid of 70 eV mass spectra and mass analysed ion kinetic energy spectra. Evidence is presented that the formation of [C 9 H 7 O 2 ] + ions occurs by intramolecular aromatic substitution reactions. A mechanism is proposed for the energetically favourable loss of the substituents from meta and para positions of the phenyl ring. The analytical use of intramolecular aromatic substitution reactions is briefly discussed.