Standard Article

Favorskii-Babayan Reaction

Published Online: 15 SEP 2010

DOI: 10.1002/9780470638859.conrr225

Comprehensive Organic Name Reactions and Reagents

Comprehensive Organic Name Reactions and Reagents

How to Cite

2010. Favorskii-Babayan Reaction. Comprehensive Organic Name Reactions and Reagents. 225:1032–1035.

Publication History

  1. Published Online: 15 SEP 2010

Chemistry Terms

Choose one or more boxes to highlight terms.

Abstract

The base-promoted or, -catalyzed ethynylation of aldehydes and ketones to produce secondary or tertiary acetylenic alcohols or glycols using anhydrous KOH or NaOH and is generally referred to as the Favorskii-Babayan reaction or Favorskii reaction. Although it has been proposed that this reaction might involve a reaction between acetylene and the adduct from the ketone and KOH or a coupling of potassium acetylide with the carbonyl compounds, the most recent experimental results indicate that potassium hydroxide and acetylene first form a complex, rather than potassium acetylide in liquid ammonia, which then reacts with carbonyl compounds to form the acetylenic alcohols, where ammonia functions as a co-catalyst. This reaction has been applied in the preparation of acetylenic alcohols that are used for nonionic surfactants.

Keywords:

  • tertiary acetylenic alcohols;
  • glycols;
  • KOH;
  • NaOH