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An electron ionization and fast‐atom bombardment mass spectrometric study of some N(10)‐substituted phenothiazine‐S‐oxides
Author(s) -
HegedüsVajda Judit,
Tamás József,
Taulov Ivan G.
Publication year - 1992
Publication title -
rapid communications in mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.528
H-Index - 136
eISSN - 1097-0231
pISSN - 0951-4198
DOI - 10.1002/rcm.1290061104
Subject(s) - chemistry , phenothiazine , electron ionization , fast atom bombardment , ion , mass spectrum , ionization , ionization energy , decomposition , mass spectrometry , atom (system on chip) , analytical chemistry (journal) , medicinal chemistry , photochemistry , organic chemistry , medicine , chromatography , computer science , embedded system , pharmacology
Electron ionization mass spectral behavior of N R substituted phenothiazine‐S‐oxides (R:CH 2 CCH 3 CH 2 , CH 2 CCH, CCCH 3 , COCH 3 , COC 2 H 5 and COC 6 H 5 ) has been studied by comparison of normal and daughter‐ion mass spectra. Among several characteristic pathways, formation of [MOR] + , C 12 H 8 NS + ions ( m / z 198) was found to result in a common and abundant fragment peak for both N‐alkyl and N‐acyl derivatives. Appearance energy measurements as well as thermochemical considerations revealed this ˙ OR loss, to be a single‐step dissciation process and to correspond to the energetically most favoured primary decomposition of M +˙ ; it seems to involve a transannular rearrangement. The ˙ OR elimination also occurred from [MH] + ions, produced by fast‐atom bombardment.