Practicing Success

Target Exam

CUET

Subject

Chemistry

Chapter

Organic: Alcohols, Phenols and Ethers

Question:

Monochlorination of toluene in sunlight followed by hydrolysis with aq. \(NaOH\) yields

Options:

o-cresol

m-cresol

2,4-Dihydroxytoluene

Benzylalcohol

Correct Answer:

Benzylalcohol

Explanation:

The correct answer is option 4. Benzylalcohol.

Halogenation in the presence of light follows free radical pathway and thus will react with the alkyl group to give halo alkyl. Thus formed haloalkyl in the presence of alkaline medium will undergo substitution reaction and will form an alcohol by replacing halogen atom in haloalkyl group.

The reaction with toluene can be represented as: