Question Detail

CHM 102 General Chemistry II: Properties and Reactions of Ethers Objective Question

Question

What is the product of the reaction of methyl tert-butyl ether (MTBE) with excess HI?
Options
A Methanol + tert-butyl iodide
B Methyl iodide + tert-butyl alcohol
C Methyl iodide + tert-butyl iodide
Correct Answer
D No reaction
Correct Answer

Option C is the correct answer.

Detailed Explanation

MTBE has a tertiary alkyl group. Acidic cleavage with HI occurs via SN1 at the tertiary carbon, giving methyl iodide and tert-butyl iodide.

Hint

Tertiary ethers give two alkyl halides.

Question Info