Practicing Success

Target Exam

CUET

Subject

Chemistry

Chapter

Organic: Aldehydes, Ketones and Carboxylic Acids

Question:

Phenol on oxidation with chromic acid gives

Options:

Benzene

Benzaldehyde

Quinol

Benzoquinone

Correct Answer:

Benzoquinone

Explanation:

The correct answer is option 4. Benzoquinone.

Let us go into detail on the oxidation of phenol with chromic acid.

When phenol undergoes oxidation with chromic acid \((Na_2Cr_2O_4)\), it undergoes a benzylic oxidation process. The benzylic position in phenol refers to the carbon atom adjacent to the aromatic ring, which is the position where the hydroxyl group \((-OH)\) is attached.

The reaction involves the removal of a hydrogen atom from the benzylic position and the addition of an oxygen atom, resulting in the formation of a carbonyl group. The reaction can be represented as follows:


The product formed is benzoquinone, which is a compound with a quinone structure, characterized by a cyclic arrangement of carbonyl groups. In the case of phenol oxidation, benzoquinone is specifically formed due to the benzylic oxidation process.