The general base-catalysed reaction is shown in Scheme 1.

The Aldol Condensation The aldol addition and condensation are among the most studied organic reactions. Aldol Condensation heat RCH 2 CH CCH O R NaOH heat. Two aldehyde molecules react to form an initial addition product, which is a β-hydroxyaldehyde, but these substances usually eliminate water to … Remember, the -carbon of the product is the nucleophilic carbon of the enolate anion and the carbon to which it is bonded is the electrophilic carbonyl carbon. bond gives the fragments needed for the aldol condensation. As carbon-carbon bond forming reactions, they are extremely important in synthesis. key reactions used, the aldol condensation, features the reaction of two carbonyl compounds to form a new β-hydroxy carbonyl compound.1 This reaction can be performed under acid- or base-catalyzed conditions, and usually results in the formation of an α,β-unsaturated carbonyl compound. Aldol condensation is an important synthetic method widely used in organic synthesis.

The procedure involves grinding acetophenone with one equivalent of sodium hydroxide and benzaldehyde derivative for ten minutes using a mortar and pestle. Aldol Condensation of Butanal NaOH, H 2 O 80-100°C 2CH 3 CH 2 CH 2 CH O. Aldol Condensation of Butanal (86%) NaOH, H 2 O 80-100°C 2CH 3 CH 2 CH 2 CH O CH 3 CH 2 CH 2 CH CCHCCH O CH 2 CH 3. dehydration of b-hydroxy aldehyde can be catalyzed by either acids or bases Each chalcone is then isolated by suction filtration after washing with water. You will do a double mixed-aldol condensation reaction between acetone and benzaldehyde. solvent-free aldol condensation. The aldol condensation is a powerful way of making C-C bonds and introducing useful functionality into the resulting product. Solution So the synthesis is PROBLEM 20.13 Show how the aldol condensation could be used to synthesize these compounds. The aldol condensation reaction is recognized as one of the most fundamental tools for the construction of new carbon–carbon b onds in both the biochemical and purely chemical domains 1 . O cha lcone Dibenzalacetone by Aldol Condensation 45 ALDOL SYNTHESIS of DIBENZALACETONE, AN ORGANIC ( SCREEN Overview: The reaction of an aldehyde with a ketone employing sodium hydroxide as the base is an example of a mixed aldol condensation reaction.

Cyclizations via Aldol Condensations (intramolecular aldol condensation) This reaction almost certainly involves the formation of at least three different enolates. Although the crude chalcone is often found to have sufficient purity for product One application is in the preparation of chalcones (1,3-diaryl-2-propen-1-ones), many of which have antibacterial and antifungal activity. However, it is the enolate from the ketone side of the molecule that adds to the aldehyde group leading to the product.