Abstract
Abstract Oxygen transfers from nitro group to both the sulfur and acetylenic triple bond are noticed in parallel fragmentation pathways during the electron impact induced decompositions of 3-(o-nitrophenylthio)-1-propynes. Single oxygen transfer from nitro group to sulfur leads to abundant ions corresponding to o-nitrosobenzenesulfinyl cation and [M–SO]+· while a concerted double oxygen transfer to sulfur followed by ejection of SO2 from the rearranged molecular ion affords intense quinoline radical cation. Further, a single oxygen transfer to acetylenic triple bond, followed by a simple cleavage produces intense fragments corresponding to o-nitrosobenzenethiol radical cation at m/z 139 and o-nitrosophenylthio cation at m/z 138. The proposed fragmentation pathways and ion structures are established through high-resolution data, collisioninduced dissociation (CID) mass-analyzed ion kinetic energy (MIKE) spectra, B/E linked scan spectra and chemical substitution.
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