Abstract
The spontaneous unimolecular dissociations of 2-mercaptoethanol ( 1) and 1,2-ethanedithiol ( 2) have been investigated by mass-analyzed ion kinetic energy (MIKE) spectra, collision-induced dissociation (CID) spectra and deuterium labeling. Most of the fragmentation pathways of 1 and 2 are similar to those of ethylene glycol ( 3), but there are exceptions. The results are rationalized by thermochemical considerations. Protonated methanethiol (CH 3SH 2 +; m/ z 49) is produced from 1 and 2, and protonated methanol (CH 3OH 2 +; m/ z 33) is also generated from 1. The latter is a minor route in comparison with the case of 3. The m/z 49 ion contains both hydroxyl and mercapto hydrogens of 1 +. The former is contained in the methyl group, and one of the β-methylene hydrogens is bonded to the sulfur atom.
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