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The Reformatsky Reaction

  1. Ralph L. Shriner

Published Online: 15 MAR 2011

DOI: 10.1002/0471264180.or001.01

Organic Reactions

Organic Reactions

How to Cite

Shriner, R. L. 2011. The Reformatsky Reaction. Organic Reactions. 1:1:1–37.

Author Information

  1. Indiana University

Publication History

  1. Published Online: 15 MAR 2011

Chemistry Terms

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Abstract

The reaction which takes place between a carbonyl compound such as an aldehyde, ketone, or an ester, and an alpha-haloester in the presence of zinc is commonly known as the Reformatsky reaction. It represents an extension of the reactions of carbonyl compounds with a dialkylzinc or an alkylzinc halide, but possesses the advantage that the isolation of the organozinc compound is unnecessary. The process creates a new carbon-carbon linkage and involves the following: Formation of an organozinc halide; addition to the carbonyl group of the aldehyde or ketone, decomposition by dilute acids.

Keywords:

  • Reformatsky reaction;
  • side reactions;
  • halogen compounds;
  • carbon chain;
  • arylacetic acids;
  • beta-ketoesters;
  • variations;
  • experimental conditions