Standard Article

Gomberg-Bachmann Pinacol Synthesis

Published Online: 15 SEP 2010

DOI: 10.1002/9780470638859.conrr274

Comprehensive Organic Name Reactions and Reagents

Comprehensive Organic Name Reactions and Reagents

How to Cite

2010. Gomberg-Bachmann Pinacol Synthesis. Comprehensive Organic Name Reactions and Reagents. 274:1245–1247.

Publication History

  1. Published Online: 15 SEP 2010

Chemistry Terms

Choose one or more boxes to highlight terms.

Abstract

The preparation of pinacols from aromatic aldehyde or ketones in the presence of magnesium and magnesium iodide is known as the Gomberg–Bachmann pinacol synthesis. It is known that a radical mechanism is involved in this reaction as indicated by the green and brown colors of the reaction solution, which disappear when the solution is exposed to air and reappear when air is removed. During this reaction, the ketone was first reduced to a ketyl radical, then the ketyl radicals combine to give pinacol after workup.

Keywords:

  • pinacol;
  • pyridyl ketones;
  • magnesium iodide;
  • xanthone