Everything about Wolff-kishner Reduction totally explained
The
Wolff-Kishner reduction is a
chemical reaction that fully
reduces a
ketone (or
aldehyde) to an
alkane.
The method originally involved heating the
hydrazone with
sodium ethoxide in a sealed vessel at about 200 °C. Other bases have been found equally effective.
Several reviews have been published.
Reaction mechanism
The most probable mechanism involves the elimination of an alkyl anion as the final step:
The mechanism first involves the formation of the hydrazone in a mechanism that's probably analogous to the formation of an
imine. Successive deprotonations eventually result in the evolution of nitrogen. The mechanism can be justified by the evolution of nitrogen as the thermodynamic driving force.
Huang-Minlon modification
The Huang-Minlon modification is a convenient modification of the Wolff-Kishner reduction and involves heating the
carbonyl compound,
potassium hydroxide, and
hydrazine hydrate together in
ethylene glycol in a
one-pot reaction.
Further Information
Get more info on 'Wolff-kishner Reduction'.
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