In nucleophilic acyl substitution: Group of answer choices: A. an SN2 reaction occurs. B. protonation of the carbonyl is followed immediately by loss of the leaving group. C. ester hydrolysis is followed by deprotonation. D. loss of the leaving group is followed by rearrangement of the carbocation. E. addition to the carbonyl by a nucleophile is followed by loss of the leaving group.

Question

Hayden Baxter

Chemistry

2 October, 11:14

In nucleophilic acyl substitution: Group of answer choices: A. an SN2 reaction occurs. B. protonation of the carbonyl is followed immediately by loss of the leaving group. C. ester hydrolysis is followed by deprotonation. D. loss of the leaving group is followed by rearrangement of the carbocation. E. addition to the carbonyl by a nucleophile is followed by loss of the leaving group.

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Selena Dudley · Answer 1

The correct option is option E

Addition to the carbonyl by a nucleophile is followed by loss of the leaving group.

Explanation:

Substitution reaction that involves nucleophile and acyl group is called nucleophilic acyl substitution reaction.

Generally alcohol, amine or enolate group act as nuceophile. The nucleophile displaces the acyl group of acyl haide, anhydride or ester.

Mechanism of acyl substitution reaction

First step is the addition of nucleophile to the carbonyl carbon results in the formation of a tetrahedral derivatives.

Second step is the removal of leaving group

Hence, the correct option is option E