AIIMS2019Chemistry-Organic Chemistry

AIIMS 2019 Chemistry Reactions of Aldehydes and Ketones MCQ Question

Type: MCQ-conceptual-Hard-Class 11

Suitable reagent for following conversion

Question diagram
A

CH3MgBr,H3O+,I2/NaOH,HBr/R2O2\text{CH}_3\text{MgBr}, \text{H}_3\text{O}^+, \text{I}_2/\text{NaOH}, \text{H}-\text{Br}/\text{R}_2\text{O}_2

B

KMnO4/NaOH,HBr/R2O2\text{KMnO}_4/\text{NaOH}, \text{HBr}/\text{R}_2\text{O}_2

C

CH3MgBr,KMnO4,HBr\text{CH}_3\text{MgBr}, \text{KMnO}_4, \text{HBr}

D

CH3MgBr,H3O+,HBr,I2/NaOH\text{CH}_3\text{MgBr}, \text{H}_3\text{O}^+, \text{H}-\text{Br}, \text{I}_2/\text{NaOH}

Correct Answer

Option A

Detailed Explanation

The conversion of 3-vinylbenzaldehyde to 3-(2-bromoethyl)benzoic acid requires a Grignard reagent like CH₃MgBr to form an alcohol intermediate, followed by acid workup with H₃O⁺ to yield the corresponding carboxylic acid. The reagents I₂/NaOH can facilitate the formation of the bromoethyl group through a haloform reaction, while H–Br/R₂O₂ is not suitable for this transformation as it does not effectively introduce the bromoethyl moiety in this context. Therefore, option A correctly identifies the necessary reagents for the synthesis pathway.

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