Target Exam

CUET

Subject

Chemistry

Chapter

Organic: Aldehydes, Ketones and Carboxylic Acids

Question:

In Kolbe's reaction, phenol undergoes:

Options:

Electrophilic addition

Electrophilic substitution

Nucleophilic addition

Nucleophilic substitution

Correct Answer:

Electrophilic substitution

Explanation:

The correct answer is option 2. Electrophilic substitution.

Phenol reacts with sodium hydroxide and carbon dioxide under specific conditions to produce salicylic acid. This reaction is known as the Kolbe-Schmitt reaction.

Phenol \((C_6H_5OH)\) first reacts with sodium hydroxide \((NaOH)\) to form sodium phenoxide \((C_6H_5O^-Na^+)\). The sodium phenoxide then reacts with carbon dioxide \((CO_2)\) under high pressure and temperature to form sodium salicylate.The sodium salicylate is then treated with an acid (like hydrochloric acid, \(HCl\)) to form salicylic acid.

Salicylic Acid: The final product is salicylic acid, which has the formula \(C_6H_4(OH)(COOH)\). It is an ortho-hydroxybenzoic acid.

Mechanism: Kolbe's reaction is characterized by the decarboxylation of phenol (or its salts), not by electrophilic substitution. The primary result of Kolbe's reaction is the formation of benzene from phenol.