Question Detail

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

Question

In the ring-opening of an epoxide under basic conditions (e.g., alkoxide), the nucleophile attacks the:
Options
A More substituted carbon (SN1-like)
B Less substituted carbon (SN2)
Correct Answer
C Both carbons equally
D Oxygen atom
Correct Answer

Option B is the correct answer.

Detailed Explanation

Under basic conditions, the ring-opening of epoxides is SN2-like. The nucleophile attacks the less hindered (less substituted) carbon of the epoxide.

Hint

SN2 favors less substituted carbon.

Question Info