Standard Article

Aldol Reaction and Aldol Condensation

Published Online: 15 SEP 2010

DOI: 10.1002/9780470638859.conrr012

Comprehensive Organic Name Reactions and Reagents

Comprehensive Organic Name Reactions and Reagents

How to Cite

2010. Aldol Reaction and Aldol Condensation. Comprehensive Organic Name Reactions and Reagents. 12:45–51.

Publication History

  1. Published Online: 15 SEP 2010

Chemistry Terms

Choose one or more boxes to highlight terms.

Abstract

The aldol reaction or aldol condensation, is one of the most important C-C bond formation reactions for aldehydes and ketones. Aldehydes and ketones can isomerize into enolates or enols under basic or acidic conditions, respectively. The enolates or enols can further add to the carbonyl group in aldehydes or ketones, giving β-hydroxyl carbonyl compounds known as aldols. This reaction is complicated because many possible reactions can occur at the same time. In addition, the aldol products can undergo dehydration to form conjugated carbonyl molecules (α,β-unsaturated aldehydes or ketones, in this case; the whole process is also known as aldol condensation.) The aldehydes can undergo disproportionation to give both carboxylic acid and alcohol or to form the ester under basic conditions. Furthermore, the addition of an enolate to a carbonyl group could be complicated with either O-attack or C-attack. The aldol reaction has wide application for producing the macrolide acutiphycin.

Keywords:

  • aldehydes;
  • β-hydroxyl carbonyl compounds;
  • carboxylic acid;
  • enolates

Featured Compounds

VIEW

  1. 1 - 2
Compound 1
Molecular Weight:130.1418
Molecular Formula:C6H10O3
InChIKey:ASFQDNDZFGFMMP-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound 2
Molecular Weight:348.4333
Molecular Formula:C20H28O5
InChIKey:NGKZERQZFPLEJH-VUSSGZRRSA-N
View compound in article | Full details | Search for this compound

VIEW

  1. 1 - 2