Practicing Success

Target Exam

CUET

Subject

Chemistry

Chapter

Organic: Aldehydes, Ketones and Carboxylic Acids

Question:

In aldehydes, the carbonyl group is bonded to a carbon and hydrogen, while in ketones it is bonded to two carbon atoms. The carbonyl group is bonded to oxygen are known as carboxylic acid and their derivatives.

1,3-Diphenylprop-2-en-1-one is produced by the following

Options:

\(C_6H_5CHO\) and \(C_6H_5COCH_3\): Cross aldol condensation

\(C_6H_5COOH\) and \(C_6H_5COCH_3\): Cross aldol condensation

\(C_6H_5CHO\) : Self condensation

\(C_6H_5COCH_3\): Self condensation

Correct Answer:

\(C_6H_5CHO\) and \(C_6H_5COCH_3\): Cross aldol condensation

Explanation:

The correct answer is option 1. \(C_6H_5CHO\) and \(C_6H_5COCH_3\): Cross aldol condensation.

Out of the given options, the correct reaction for the production of 1,3-diphenylprop-2-en-1-one is \(C_6H_5CHO\) and \(C_6H_5COCH_3\): Cross aldol condensation.

Here's why:

Neither benzaldehyde \((C_6H_5CHO)\) nor acetophenone \((C_6H_5COCH_3)\) can undergo self-condensation to form 1,3-diphenylprop-2-en-1-one. Self-condensation of benzaldehyde would lead to benzoin \((C_6H_5CH(OH)CH(OH)C_6H_5)\), and self-condensation of acetophenone wouldn't yield any α-hydrogens for aldol condensation.

The reaction between benzaldehyde and acetophenone is a classic example of cross-aldol condensation. The enolate formed from acetophenone acts as the nucleophile, attacking the electrophilic carbonyl carbon of benzaldehyde. Subsequent dehydration of the aldol product leads to the formation of 1,3-diphenylprop-2-en-1-one.

Mechanism: