Illustrated Glossary of Organic Chemistry
Carbonyl
addition reaction
:
A
pi bond
addition reaction
in which the
pi bond
is part of a
carbonyl group
.
Generalized
carbonyl
addition reaction
.
Reduction
of
acetophenone
with
sodium borohydride
(
NaBH
4
) is a
carbonyl
addition reaction
. The
reaction mechanism
begins with
nucleophilic
addition
of
hydride
to the
carbonyl
carbon atom (via
hydride
transfer from the B-H
bond
), resulting in an
oxyanionic
tetrahedral intermediate
. The
oxyanion
is then
protonated
by
ethanol
(a
protic solvent
) to give the
product
, a
secondary alcohol
.
Related terms:
Nucleophilic carbonyl substitution reaction
,
nucleophilic acyl substitution reaction
,
carbonyl substitution reaction
,
LiAlH
4
,
carbonyl fates
,
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