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Conversion of benzoic acid into phenol in an ITMS under CI‐MS n conditions. Recognition of ortho ‐chlorobenzoyl derivatives
Author(s) -
Begala Michela
Publication year - 2018
Publication title -
journal of mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 121
eISSN - 1096-9888
pISSN - 1076-5174
DOI - 10.1002/jms.4031
Subject(s) - chemistry , medicinal chemistry , methanol , benzoic acid , moiety , phenol , dissociation (chemistry) , molecule , stereochemistry , organic chemistry
Isomeric chlorobenzoyl cations (m/z 139), under collision‐induced experiments, fragment identically. Chlorobenzoyl cations can be efficiently converted into cholorophenol radical cations by the reaction with methanol in the ion trap analyzer under CI‐MSn conditions. The substitution of the carbonyl group with a hydroxyl moiety is able to induce an ortho effect, which is absent in the startingortho‐chlorobenzoyl cation. This transformation could be useful to recognize ortho‐chlorinated benzoyl derivatives without the need of MS spectrum comparison of the whole set of isomers. The method reported in this study could be applicable to biologically active molecules that dissociate to form the chlorobenzoyl cations under CI or CI collision‐induced dissociation conditions, such as indomethacin, the degradation products from the insect growth regulator 1‐(2‐chlorobenzoyl)‐3‐(4‐chlorophenyl) urea, and lorazepam.