Single and double hydrogen rearrangements in the mass spectra of O‐ethyl, S‐alkyl methanephosphonothioates

Zeev Tashma*, Jeoshua Katzhenler, Joseph Deutsch

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

10 Scopus citations

Abstract

Whereas the oxygen analogues of the title series gives rise to double hydrogen rearrangement on electron‐impact, alkylthiophosphonates show in addition a McLafferty rearrangement. The quantitative relationship between these two rearrangements in the thio series is dependent upon the chain length and branching on the alkyl group attached to sulphur. Comparison of the mass spectra of these compounds indicates that in the pathway of the double hydrogen rearrangement the hydrogen transferred to the sulphur atom originates primarily from the carbon δ to sulphur.

Original languageEnglish
Pages (from-to)955-961
Number of pages7
JournalJournal of Mass Spectrometry
Volume7
Issue number8
DOIs
StatePublished - Aug 1973

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