11) Acetyl chloride undergoes nucleophilic substitution at a faster rate than methyl acetate because 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) esters hydrolyze faster than acid chlorides E) chloride is a better leaving group than methoxide

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter14: Elimination
Section: Chapter Questions
Problem 32CTQ
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11) Acetyl chloride undergoes nucleophilic substitution at a faster rate than methyl acetate because
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) esters hydrolyze faster than acid chlorides
E) chloride is a better leaving group than methoxide
Transcribed Image Text:11) Acetyl chloride undergoes nucleophilic substitution at a faster rate than methyl acetate because 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) esters hydrolyze faster than acid chlorides E) chloride is a better leaving group than methoxide
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