Illustrated Glossary of Organic Chemistry
S
N
2
mechanism
(
S
N
2
reaction):
A
substitution
reaction mechanism
featuring
nucleophilic
substitution
at an
sp
3
carbon, with simultaneous carbon-
nucleophile
bond
formation and carbon-
leaving group
bond
scission. S
N
2 is an abbreviation for '
substitution
nucleophilic
bimolecular
' or '
substitution
nucleophilic
2
nd
order
'.
A
concerted
S
N
2 reaction.
A
nonconcerted
(stepwise) S
N
2 reaction.
An
intramolecular
,
concerted
S
N
2 reaction.
Related terms:
S
N
1 mechanism
,
E2 mechanism
,
E1 mechanism
,
S
N
Ar mechanism
,
electrophilic aromatic substitution
,
nucleophilic aromatic substitution
,
nucleophilic carbonyl substitution
,
nucleophilic acyl substitution
,
halogenation
,
transition state
,
backside attack
,
inversion of configuration
,
Walden inversion
,
electrophile
,
arrows
,
unimolecular
,
termolecular
,
trimolecular
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