Target Exam

CUET

Subject

Chemistry

Chapter

Organic: Aldehydes, Ketones and Carboxylic Acids

Question:

Name the reagent required to converst cyclohexene into hexane-1,6-dioic acid.

Options:

\(KMnO_4/H_2SO_4. \, \ \Delta \)

Tollens's reagent

Grignard reagent

\(KCN\)

Correct Answer:

\(KMnO_4/H_2SO_4. \, \ \Delta \)

Explanation:

The correct answer is option 1. \(KMnO_4/H_2SO_4. \, \ \Delta \).

Let us go through the explanation of how cyclohexene is converted into hexane-1,6-dioic acid using \(KMnO_4/H_2SO_4, \, \ \Delta\).

Understanding the Reagents:

Potassium Permanganate \((KMnO_4)\): A strong oxidizing agent, especially in acidic conditions. It is commonly used to oxidize alkenes, converting them into diols, ketones, aldehydes, or carboxylic acids depending on the reaction conditions.

Sulfuric Acid \((H_2SO_4)\): Provides the acidic environment necessary for the oxidation reaction to proceed.

\(\Delta\): Indicates that heat is applied, which is often necessary to drive the reaction to completion, especially when breaking carbon-carbon bonds.

Reaction Process:

Cyclohexene is a cyclic alkene with the structure of a six-membered ring containing one double bond. When cyclohexene is treated with \(KMnO_4\) in the presence of \(H_2SO_4\) and heat, the double bond in the cyclohexene is oxidatively cleaved. The double bond in cyclohexene is broken, leading to the formation of two carboxylic acid groups at the positions where the double bond was originally located. The oxidation reaction converts the six-membered ring of cyclohexene into a linear molecule, specifically hexane-1,6-dioic acid (also known as adipic acid). This molecule has two carboxylic acid groups (\(-COOH\)) at the first and sixth carbon positions.



\(KMnO_4\) under acidic conditions is one of the most effective reagents for oxidizing alkenes to carboxylic acids, especially when complete cleavage of the carbon-carbon double bond is required. The heat \((\Delta)\) ensures that the reaction goes to completion, breaking the ring and forming the linear dicarboxylic acid.

Mechanism: