Skeletal-rearrangement fragments in the mass spectra of β-thiopropionic acid derivatives

Abstract

The mass spectra of S-alkyl-β-thiopropionic acids contain skeletal- rearrangement ions which arise by hydroxyl migration to a carbonium-ion centre followed by elimination of a neutral molecule (e.g. ketene or formaldehyde). In contrast, those of methyl S-alkyl-β-thiopropionates contain peaks which are formed by methoxyl migration to sulphur, followed by loss of ketene.