in nucleophilic acyl substitution,

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter24: Amines And Heterocycles
Section24.SE: Something Extra
Problem 42MP
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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.
Transcribed Image Text: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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