Asked by Keshawnn Greene on Sep 24, 2024
Verified
In nucleophilic acyl substitution ________.
A) protonation of the carbonyl is followed immediately by loss of the leaving group
B) loss of the leaving group is followed by rearrangement of the carbocation
C) addition to the carbonyl by a nucleophile is followed by loss of the leaving group
D) ester hydrolysis is followed by deprotonation
E) an SN2 reaction occurs
Nucleophilic Acyl Substitution
A reaction where a nucleophile replaces the leaving group in an acyl compound.
Carbonyl
A functional group consisting of a carbon atom double-bonded to an oxygen atom \(\text{C=O}\).
Leaving Group
An atom or group that departs with a pair of electrons in a chemical reaction, making a bond-breaking step feasible.
- Familiarize yourself with the behavioral trends and mechanisms of carboxylic acid derivatives during nucleophilic acyl substitutions.
Verified Answer
CS
Christy Smith6 days ago
Final Answer :
C
Explanation :
Nucleophilic acyl substitution involves the addition of a nucleophile to the carbonyl group, followed by the loss of the leaving group. This is the mechanism for reactions such as esterification and amide formation. Protonation of the carbonyl does not occur in this mechanism and rearrangement of the carbocation is not involved. E is not a valid reaction type.
Learning Objectives
- Familiarize yourself with the behavioral trends and mechanisms of carboxylic acid derivatives during nucleophilic acyl substitutions.
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