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Question
Arrange the following compound in increasing order of its reactivity in nucleophilic addition reactions.
Ethanal, Propanal, Propanone, Butanone.
Hint: Consider steric effect and electronic effect.
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Solution
The +I effect of the alkyl group increases in the order:
Ethanal < Propanal < Propanone < Butanone
The electron density at the carbonyl carbon increases with the increase in the +I effect. As a result, the chances of attack by a nucleophile decrease. Hence, the increasing order of the reactivities of the given carbonyl compounds in nucleophilic addition reactions is:
Butanone < Propanone < Propanal < Ethanal
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