The ortho-dehydrophenoxy anion: an unusual ion formed from a surprising reaction

Gregg D. Dahlke, Steven R. Kass

Research output: Contribution to journalArticlepeer-review

14 Scopus citations

Abstract

The conjugate bases of fluorobenzene and methoxybenzene react with nitrous oxide to afford the dehydrophenoxy anion (C6H3O-). The mechanism for the formation of this novel ion has been explored as has some if its reactivity. In general, the reactions of C6H3O- proceed via proton transfer, addition of the newly formed anion to the benzyne triple bond, and subsequent fragmentation. Acidities of the different ring positions in methoxybenzene are also reported.

Original languageEnglish (US)
Pages (from-to)633-645
Number of pages13
JournalInternational Journal of Mass Spectrometry and Ion Processes
Volume117
Issue numberC
DOIs
StatePublished - Sep 1 1992

Keywords

  • Gas phase
  • flowing afterglow
  • fluorobenzene
  • methoxybenzene
  • ortho-dehydrophenoxy anion

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