Rearrangement reactions of deprotonated hydrazones in the gas phase

Gregory W. Adams, John H. Bowie, Roger N. Hayes, Michael L. Gross

Research output: Contribution to journalArticlepeer-review

2 Scopus citations


Evidence is presented which suggests that deprotonated hydrazones undergo a negative ion Beckmann rearrangement, for example, -CH 2(Me)C=NNMe2 →; [(CH2C=NMe)Me 2N-] ← [(CH2=C=NMe) * -Me2N+] → - CH2CN + Me3N. A number of fragmentations not involving skeletal rearrangement are also observed including a characteristic elimination of methane, e.g. - CH2(Me)C=NNMe2 → [(CH 2(Me)=C-N=N Me)Me-] → CH2(Me)=C-N=NCH 2 - + CH4.

Original languageEnglish
Pages (from-to)469-473
Number of pages5
JournalJournal of the Chemical Society, Perkin Transactions 2
Issue number4
StatePublished - 1992


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