Write the stepwise mechanism of nucleophilic addition reactions in the…

CBSE Chemistry class 12 question and answer | Write the stepwise mechanism of nucleophilic addition reactions in the carbonyl compounds.

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Write the stepwise mechanism of nucleophilic addition reactions in the carbonyl compounds.

Ans.  Nucleophilic addition reactions in carbonyl compounds involve the attack of a nucleophile on the electrophilic carbon of the carbonyl group, resulting in the formation of a tetrahedral intermediate. Here’s a stepwise mechanism for nucleophilic addition reactions in carbonyl compounds, taking the example of an aldehyde or ketone:

  1. Nucleophilic Attack:

    • The nucleophile (Nu:-) attacks the partially positive carbon atom of the carbonyl group.

    • The nucleophile donates its electron pair to the electrophilic carbon, breaking the π bond between the carbon and oxygen.

    • The electrons from the π bond move towards the oxygen atom, creating a negative charge on oxygen.

  2. Formation of Tetrahedral Intermediate:

    • The attack of the nucleophile forms a tetrahedral intermediate.

    • The carbon atom of the carbonyl group now has four substituents: the nucleophile (Nu:-), a hydrogen atom (in aldehydes), an alkyl group (in ketones), and the oxygen atom.

    • The oxygen atom carries a negative charge.

  3. Proton Transfer (in some cases):

    • In some cases, especially in the presence of acidic conditions, a proton transfer may occur.

    • A proton from the solvent or another molecule is transferred to the oxygen atom.

    • This results in the neutralization of the negative charge on oxygen and the formation of the final product.

  4. Deprotonation (in some cases):

    • In basic conditions, deprotonation may occur instead of proton transfer.

    • A proton from the solvent or the surrounding medium may abstract a proton from the resulting intermediate.

    • This results in the formation of the final product with a negatively charged oxygen atom.

  5. Product Formation:

    • The final step involves the collapse of the tetrahedral intermediate.

    • The π bond between the carbon and oxygen reforms, expelling the leaving group (O: or H: depending on the conditions).

    • The product of the nucleophilic addition reaction is formed, with the nucleophile attached to the former carbonyl carbon.

This stepwise mechanism describes how nucleophilic addition reactions proceed in carbonyl compounds, such as aldehydes and ketones. The specific conditions and the nature of the nucleophile determine the outcome and efficiency of the reaction.