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A Deep Insight in S - N1 Mechanism
A Deep Insight in S - N1 Mechanism
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2H2O H3O+ Br
_
Br
+
+
−
−
−
HS -
BF3
(CH3)3N
CH2
I > II > III > IV
H2O
CH3COOH
NO2ˉ
CNˉ
NaHSO3
Clˉ
CF3SO3ˉ > CCl3SO3ˉ
CNˉ > Iˉ
NaNH2
CH3ONa
NaOH
CH3Oˉ > CH3ˉ
⇌ Br
_
Narrow
opening
(RDS)
Large
openings
Narrow opening
(RDS)
Largest
opening
Large
opening
Narrow opening
(RDS)
Large
opening
Largest
opening
Large
opening
Narrow
opening
(RDS)
Large
opening
Br Nu-
Nu
R2
C C
C R1 R3
R3 R1 R3 R1
R2 R2
Br R2
R2
R3 R1
C C R1 C
R3
R3 R1
Nu
R2 Nu-
Nu R2
C R3 R1
R3 C
R1
R2
Nu
CH3 CH3
H CH3
CH3 CH3 CH3
H2 O
H C Cl H C OH + HO C H
AgNO3