Illustrated Glossary of Organic Chemistry
Base:
(1) A
Bronsted base
or a
Lewis base
. In common chemistry usage, the term 'base' usually refers to a
Bronsted base
, whereas when a
Lewis base
is under discussion the terms '
Lewis base
' or '
nucleophile
' are used.
Basicity
refers to the base's ability to accept a
proton
.
Hydroxide ion
(
HO
-
) accepts a
proton
easily, and is strongly basic.
Water
does not accept a
proton
as readily as
hydroxide ion
does;
water
is weakly basic.
Hydroxide ion
is a strong
Bronsted base
and good
nucleophile
. When
hydroxide ion
is under discussion as a
proton
acceptor (such as in its reaction with
hydronium ion
) it is called a base or a
Bronsted base
.
When
hydroxide's
role as an electron donor to an atom other than hydrogen is being considered (such as its role as a
nucleophile
in an
S
N
2 reaction
), it is called a
nucleophile
or a
Lewis base
.
(2) A
nucleobase
.
Related terms:
Br
onsted-Lowry base
,
acid
,
acidity
,
Bro
nsted acid
,
Bro
nsted-Lowry acid
,
Lewis acid
,
electrophile
,
base catalyzed
,
base pair
,
base peak
,
base promoted
,
reaction mechanism
,
curved arrows
Wikipedia entry
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