Illustrated Glossary of Organic Chemistry
Lewis base:
An electron pair donor. Interchangeable with
nucleophile
.
In this
mechanism step
water
is a Lewis base (a
nucleophile
) because it is sharing an electron pair with the
tert
-butyl carbocation
. This is an example of a Lewis base which is not a
Bronsted base
.
In this
mechanism step
water
is a Lewis base (a
nucleophile
) because it is sharing an electron pair with the
oxonium ion
.
Water
is also a
Bronsted base
because it is
deprotonating
the
oxonium ion
.
Related terms:
Lewis acid
,
electrophile
,
Bronsted-Lowry base
,
Bronsted acid
,
Bronsted-Lowry acid
,
curved arrows
,
Lewis structure
,
Lewis dot structure
,
nucleobase
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