Which one of the following undergoes reaction with 50% sodium hydroxide solution to give the corresponding alcohol and salt of acid ?
A
Phenol
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B
Benzaldehyde
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C
Butanal
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D
Benzoic acid
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Solution
The correct option is B Benzaldehyde Generally, aldehydes with no 𝛼-H on treatment with strong base undergoes self oxidation and self reduction.
Benzaldehyde undergoes reaction with 50% sodium hydroxide solution to give benzyl alcohol and benzoic acid. PhCHOconc.NaOH−−−−−−−→PhCOO−Na++PhCH2OH.
This is an example of Cannizzaro Reaction which is a redox disproportionation reaction.