Abstract
Under conditions of chemical ionization in the high pressure source of a mass spectrometer, the CC ring-opened oxirane radical cation transfers a methylene group to benzonitrile and benzoic acid. This transfer reaction leads to the formation of [M + 14] + product ions. The structures of these ions have been established by collisionally induced dissociation of these ions compared with isomeric reference ions. Methylene transfer to benzonitrile yields the N-methylenebenzonitrile radical cation with a high selectivity. In the case of benzoic acid, a β-distonic ion is formed in which the methylene group is attached to the carbonyl O atom.
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