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Question
Account for the following:
CH3CHO is more reactive than CH3COCH3 towards reaction with HCN.
Solution
CH3COCH3 is sterically hindered than CH3CHO due to the presence of alkyl group on both sides of the carbonyl carbon, making them less reactive towards nucleophilic attack because both methyl groups have electron releasing tendency due to -I effect. These alkyl groups make ketone less reactive by donating electron to carbonyl group.Therefore, acetaldehyde is more reactive towards reaction with HCN.
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