Illustrated Glossary of Organic Chemistry
Sodium
amide
(sod
amide
):
Na
+ -
NH
2
. The sodium
salt
of the
conjugate base
of
ammonia
. A strong
base
(
NH
3
p
K
a
= 38). Not to be confused with the
functional group
also called
amide
(O=C-N).
Molecular structure
of the
amide
anion
.
Sodium
amide
is a strong
base
. For example, it can be used as shown here to
deprotonate
a
terminal alkyne
such as
propyne
to
produce
an
alkyne anion
.
Related terms:
Nitranion
,
sodium borohydride
,
sodium hydride
,
primary amide
,
secondary amide
,
tertiary amide
,
curved arrow
,
reaction mechanism
,
lone pair
,
Chichibabin reaction
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