This is acid-induced cleavage of ethers which proceeds via S N 1 mechanism as following- First lone pair of oxygen is donated to hydrogen ion to polarise carbon oxygen bond. In next step stable tertiary carbocation and methanol is formed. Nucleophile iodide attack on carbocation to form tertiary butyl chloride so, A and B are tertiary butyl iodide and methanol.

Daily Practice Problems (DPP) Organic Chemistry Part 2 JEE Main and Advanced>Chapter 4 - Alcohols, Phenols and Ethers>DPP 4.3>Q 1

HARD

JEE Advanced

IMPORTANT

Earn 100

Identify $A$ in the following reactions.

Important Questions on Alcohols, Phenols and Ethers

HARD

JEE Advanced

IMPORTANT

Daily Practice Problems (DPP) Organic Chemistry Part 2 JEE Main and Advanced>Chapter 4 - Alcohols, Phenols and Ethers>DPP 4.3>Q 1

Identify A to D in the following reactions.

Question Image

HARD

JEE Advanced

IMPORTANT

Daily Practice Problems (DPP) Organic Chemistry Part 2 JEE Main and Advanced>Chapter 4 - Alcohols, Phenols and Ethers>DPP 4.3>Q 1

Identify A to D in the following reactions.

Question Image

MEDIUM

JEE Advanced

IMPORTANT

Daily Practice Problems (DPP) Organic Chemistry Part 2 JEE Main and Advanced>Chapter 4 - Alcohols, Phenols and Ethers>DPP 4.3>Q 2

Cleavage of optically active sec-butyl methyl ether by anhydrous

HBr

yields mainly bromide and sec-butyl alcohol having same configuration and optical purity as the starting material. Can you suggest the mechanism (i.e.,