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Question

Which of the following compounds does not react with NaHSO3?

A
HCHO
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B
C6H5COCH3
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C
CH3COCH3
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D
CH3CHO
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Solution

The correct option is B C6H5COCH3
NaHSO3 addition to carbonyl compound is an example of nucleophilic addition reaction.
Mechanism of addition of NaHSO3 involves 2 steps.
Step-1: Nucleophilic attack on ​carbonyl carbon:
Step-2: Formation of an adductAcetophenones do not undergo this reaction because nucleophile is less approachable to the carbonyl carbon as it is more bulkier group present ​in this ketone.

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