Question Detail

CHM 102 Practice Questions Objective Question
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Question

Acetyl chloride undergoes nucleophilic substitution at a faster rate than methyl acetate because .
Options
A the ester is more sterically hindered than the acid chloride
B the acid chloride is more sterically hindered than the ester
C the methoxide is a better leaving group than chloride
D chloride is a better leaving group than methoxide
Correct Answer
Correct Answer

Option D is the correct answer.

Detailed Explanation

Acid chlorides are more reactive than esters because chloride is a much better leaving group than methoxide. Chloride is stable as Cl- (weak base), while methoxide (CH3O-) is a strong base and a poor leaving group.

Hint

Which leaving group is better: chloride or methoxide?

Question Info

Course: CHM 102
Topic: Practice Questions
Type: Objective
Difficulty: Not specified
Question 1423 of 1999
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