Isomerization of mono- and diacetylenic hydrocarbons

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8 Scopus citations


The acetylenic hydrocarbons, 1-hexyne, 2-hexyne, 3-hexyne, 2-butyne, 2,4-hexadiyne and 3,5-octadiyne have been isomerized in dimethylsuphoxide (DMSO) using the methylsulphinyl carbanion as a base-catalyst. No products containing allenic or other dienic functionalities were observed. The mechanism of the rearrangement is discussed and NMR studies of hydrogen-deuterium exchange in 2-butyne and 2,4-hexadiyne in d6-DMSO are described.

Original languageEnglish
Pages (from-to)3041-3043
Number of pages3
Issue number24
StatePublished - 1 Jan 1976

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry


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