Under basic conditions, in nucleophilic acyl substitution,O protonation of the carbonyl group is followed by nucleophilic attack.loss of the leaving group is followed by formation of an acylium ion.an SN2 mechanism is followed.the nucleophile must be a weaker base than the leaving group.O nucleophilic addition to the carbonyl is followed by loss of a leaving group.

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in nucleophilic acyl substitution,

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter23: Addition To A Carbonyl

Section: Chapter Questions

Problem 41CTQ

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Concept explainers

Aldehydes and Ketones

Aldehydes and ketones are organic compounds that have a carbonyl group, C = O, as their functional group. They both differ in the placement of this carbonyl group in their structures.

Question

Under basic conditions, in nucleophilic acyl substitution,
O protonation of the carbonyl group is followed by nucleophilic attack.
loss of the leaving group is followed by formation of an acylium ion.
an SN2 mechanism is followed.
the nucleophile must be a weaker base than the leaving group.
O nucleophilic addition to the carbonyl is followed by loss of a leaving group.

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