Question Detail

CHM 102 Practice Questions Objective Question

Question

Predict the two most likely mechanisms for the reaction of 2-iodohexane with sodium ethoxide.
Options
A SN2 and SN1
B E1 and E2
C SN2 and E2
Correct Answer
D E1 and SN1
Correct Answer

Option C is the correct answer.

Detailed Explanation

2-Iodohexane is a secondary alkyl halide. Sodium ethoxide (NaOEt) is a strong base and a good nucleophile. With a strong base/nucleophile, secondary alkyl halides undergo both SN2 and E2 reactions. SN1/E1 are favored with weak nucleophiles/bases.

Hint

What mechanisms are favored with a strong base and good nucleophile?

Question Info