Question:medium

Which of the following is a disproportionation reaction: Clemmensen, Wolff–Kishner, or Cannizzaro?

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Cannizzaro reaction occurs in aldehydes lacking \(\alpha\)-hydrogen and results in one molecule being oxidized to a carboxylate and another reduced to an alcohol.
Updated On: Apr 15, 2026
  • Clemmensen reaction
  • Wolff–Kishner reaction
  • Cannizzaro reaction
  • None of these
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The Correct Option is C

Solution and Explanation

Step 1: Understanding the Question:
A disproportionation reaction is a redox reaction where the same element or compound is simultaneously oxidized and reduced.
Step 2: Key Formula or Approach:
Analyze the mechanisms of the named reactions:
1. Clemmensen and Wolff-Kishner are purely reduction reactions (Carbonyl \(\rightarrow\) Alkane).
2. Cannizzaro occurs for aldehydes without \(\alpha\)-hydrogens in concentrated alkali.
Step 3: Detailed Explanation:
In the Cannizzaro reaction, two molecules of an aldehyde (like formaldehyde or benzaldehyde) react.
One molecule acts as a hydride donor and is oxidized to a carboxylic acid salt.
The second molecule accepts the hydride and is reduced to a primary alcohol.
Example:
\[ 2HCHO + NaOH \rightarrow HCOONa + CH_3OH \]
Here, formaldehyde is oxidized to sodium formate and reduced to methanol.
Since the same reactant undergoes both oxidation and reduction, it is a disproportionation reaction.
Step 4: Final Answer:
The Cannizzaro reaction is the disproportionation reaction.
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