JEE MainChemistryAldehydes Ketones and Carboxylic AcidsMCQ+4 / −1
Which of the following undergoes reaction with 50% sodium hydroxide solution to give the corresponding alcohol and acid?
- APhenol
- BBenzoic acid
- CButanal
- DBenzaldehyde
View written solutionFree
Correct answer: D
-
Identify the reaction being asked
The reaction of a compound with concentrated alkali such as sodium hydroxide giving the corresponding alcohol and acid is the Cannizzaro reaction.
General form: On acidification, the salt gives the corresponding acid.
-
Condition for Cannizzaro reaction
Cannizzaro reaction is shown by aldehydes that do not contain an -hydrogen.
-
Check each option
A: Phenol
- Phenol is not an aldehyde.
- It does not undergo Cannizzaro reaction.
- Incorrect.
B: Benzoic acid
- Benzoic acid is already a carboxylic acid.
- It will not give alcohol and acid with NaOH.
- Incorrect.
C: Butanal
- Butanal is an aldehyde, but it has -hydrogen atoms.
- Aldehydes with -hydrogen undergo aldol reaction in presence of base, not Cannizzaro reaction.
- Incorrect.
D: Benzaldehyde
- Benzaldehyde is an aldehyde with no -hydrogen.
- Therefore it undergoes Cannizzaro reaction with concentrated NaOH:
- On acidification, sodium benzoate gives benzoic acid.
- So it gives the corresponding alcohol and acid.
- Correct.
-
Final answer
The compound is benzaldehyde.
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