Abstract
Abstract The effects of ring modification on the mass spectral fragmentations of 2, 3-diaryl-1, 3-thiazolidin-4-ones were established by comparing their spectra with those of their S-oxides and with compounds in which the aromatic groups at C(2) or N(3) had been replaced by non-aromatic substituents. 3-Benzyl-2-phenyl-1, 3-thiazolidin-4-one and 3-butyl-2-phenyl-1, 3-thiazolidin-4-one gave mass spectra which differed from those of the diaryl compounds in ways which could largely be accounted for by the absence of N-aryl p-π overlap and by the stability of the benzyl ion formed from the former compound. 3-Phenyl-2-thioxo-1, 3-thiazolidin-4-one was found to break down to give ions analogous to those formed in the spectra of the diaryl compounds and by loss of ketene or of a hydrogen atom from the molecular ion. Generally, the loss of oxygen from the molecular ions of the sulphoxides was not important in their mass spectra. Instead, their fragmentation was found to occur mainly by formation of the protonated ...
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