Benzilic Acid Rearrangement

The benzilic acid rearrangement is the rearrangement reaction of benzil with potassium hydroxide to benzilic acid. First performed by Justus Liebig in 1838 this reaction type is displayed by 1,2-diketones in general. The reaction product is an α-hydroxy-carboxylic acid.

Certain acyloins also rearrange in this fashion.

This diketone reaction is related to other rearrangements: the corresponding keto-aldehyde (one alkyl group replaced by hydrogen) rearranges in a Cannizzaro reaction, the corresponding 1,2-diol reacts in a pinacol rearrangement.

Read more about Benzilic Acid Rearrangement:  Reaction Mechanism, Variations