The thiomethyl anion: Formation, reactivity, and thermodynamic properties

Steven R. Kass, Hangzhou Guo, Gregg D. Dahlke

Research output: Contribution to journalArticlepeer-review

46 Scopus citations


The thiomethyl anion (1) has been generated by fluorodesilylation of trimethylsilylmethanethiol in a variable-temperature flowing afterglow device. The proton affinity (1649 ± 12 kJ mol-1) and electron affinity (0.67 ± .13 eV) were determined and compared to a previously reported molecular orbital calculation. Isomerization via a 1,2-proton shift does not take place between -40° and 100°C despite a 156 kJ mol-1 driving force. Ion-molecule reactions of 1 were examined with a number of reagents including N20, O2, CS2, COS, and CO2, Hydride ion transfer was observed in every case, along with other products, and thermodynamic information has been derived.

Original languageEnglish (US)
Pages (from-to)366-371
Number of pages6
JournalJournal of the American Society for Mass Spectrometry
Issue number5
StatePublished - Sep 1990


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