Study Notes On Wolff-Kishner Reduction
The reaction involves the reduction of the carbonyl group of aldehyde and ketones to methylene groups (or, alkanes). This is a base catalysed reaction.
In this reaction, condensation of a carbonyl compound with hydrazine occurs to form a hydrazone; and when treated with base, it induces the reduction of carbon along with oxidation of hydrazine to gaseous nitrogen and yields corresponding alkane.
General Reaction -
Reaction Mechanism -
Or,
the mechanism of Wolff Kishner reduction can also be represented as -
Example -
Notes-
- This reaction is very specific for the reduction of a carbonyl group. Another functional group present in reactants remains intact.
- Unlike Clemmensen reduction, Wolff-Kishner does not fail with acid-sensitive compounds or high molecular weight compounds.
- Wolff-Kishner reduction can also be used for the synthesis of long-chain alkyl groups in aromatic rings.
Short Notes on Wolff-Kishner Reduction - Download PDF Now
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