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Mass spectrometry of the simple N ‐ vinylpyridinium salts
Author(s) -
Ellingsen Peter,
Hvistendahl Georg
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.1210150108
Subject(s) - chemistry , halide , mass spectrometry , pyridine , inorganic chemistry , nucleophile , hydrogen , evaporation , medicinal chemistry , organic chemistry , chromatography , catalysis , physics , thermodynamics
Abstract N ‐ Vinylpyridinium halides readily undergo a Hofmann type elimination, prior to evaporation in the mass spectrometer, with formation of pyridine, acetylene and hydrogen halide as volatile products. A second important reaction is thermally induced two electron reduction of the cation to the volatile N ‐vinyldihydropyridine. Of minor importance is the formation of volatile compounds with the elemental composition of [cation + C 2 H] and [cation + C 2 H 3 ]. The latter is suggested to have a divinyldihydropyridine structure. Its formation is explained as due to nucleophilic attack on the cation by the N ‐vinyldihydropyridine present with displacement of pyridine.