Illustrated Glossary of Organic Chemistry
Sandmeyer reaction:
A
substitution reaction
in which an
aryl
diazonium salt
is reacted with a chloride, bromide, or iodide
ion
, affording the corresponding
aryl halide
product
. Variations of the Sandmeyer reaction allow the
synthesis
of
phenols
,
aryl
thioethers
,
aryl
fluorides (the
Schiemann reaction
), and
aryl
nitriles
.
In the Sandmeyer reaction, a
primary
aryl
amine
such as
aniline
is
diazotized
to
produce
an
aryl
diazonium salt
. This
diazonium salt
is then reacted with a
halide
ion
(X
-
) to produce the corresponding
aryl halide
product
.
Variations of the Sandmeyer reaction can be used to
synthesize
phenols
,
aryl
t
hioethers
,
aryl
fluorides (the
Schiemann reaction
), and
aryl
nitriles
.
Related terms:
Name reaction
,
electrophilic aromatic substitution
,
EAS
,
nucleophilic aromatic substitution
,
NAS
,
aq.
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