Question Detail

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

In the acidic cleavage of an unsymmetrical ether like CH3OCH2CH3 with HI, which product is formed in greater amount?
Options
A CH3I and CH3CH2OH
B CH3OH and CH3CH2I
Correct Answer
C CH3I and CH3CH2I
D CH3OH and CH3CH2OH
Correct Answer

Option B is the correct answer.

Detailed Explanation

Acidic cleavage of an unsymmetrical ether with HI gives the alkyl iodide from the less hindered (primary) carbon via SN2, and alcohol from the other side. So ethyl iodide and methanol.

Hint

Iodide attacks less hindered carbon.

Question Info

Course: CHM 102
Topic: General Chemistry II: Properties and Reactions of Ethers
Type: Objective
Difficulty: Not specified
Question 453 of 1999
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