Electrochemical oxidation of allenic hydrocarbons in acetonitrile

James Y Becker, Baruch Zinger

Research output: Contribution to journalArticlepeer-review

15 Scopus citations

Abstract

The anodic oxidation of a variety of alkyl-substituted allenes, terminal and internal ones, has been investigated in acetonitrile. All compounds studied were found to undergo 2e– oxidation followed by nucleophilic attack by acetonitrile and water molecules, to form products containing at least two of the following functicnal groups, C[double bond, length half m-dash]C, NHCOCH3, C[double bond, length half m-dash]O, and OH. The effect of various parameters (concentration, electrolyte, oxidation potential, temperature, and anode material) on the electro-oxidation of a model compound (nona-1,2-diene) has been studied and a general mechanistic scheme is presented and discussed.
Original languageEnglish
Pages (from-to)395-401
Number of pages7
JournalJournal of the Chemical Society. Perkin Transactions 2
Issue number4
DOIs
StatePublished - 1982

Fingerprint

Dive into the research topics of 'Electrochemical oxidation of allenic hydrocarbons in acetonitrile'. Together they form a unique fingerprint.

Cite this