Arrange the following compounds in increasing order of their reactivity in nucleophilic addition reactions.

(i) Ethanal, Propanal, Propanone, Butanone.

(ii) Benzaldehyde, p-Tolualdehyde, p-Nitrobenzaldehyde, Acetophenone. 

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    Answered by

    alok kumar singh | Contributor-Level 10

    4 months ago

    (i) Ethanal, Propanal, Propanone, Butanone

    The +I effect increases in the order as:

    Ethanal

    Therefore, the electron density of the carbonyl carbon increases as the +I effect due to the alkyl group increases. As a result, the chances of attack by a nucleophile (which are rich in electrons and carry a negative charge, not necessarily usually have a lone pair of an electrons) decrease because the carbonyl carbon has electron density on it. Hence, the increasing order of the reactivity of the given compounds in nucleophilic addition reaction is:

    Ethanal > Propanal> Propanone > Butanone.

    (ii) Benzaldehyde, p-Tolualdehyde, p-Nitrobenzaldehyde,

    ...more

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