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Nucleophiles (Lewis Bases vs. Lewis Acids)
Identify if the substance is a strong lewis base, medium base, or strong lewis acid (weak base)
17
Organic Chemistry
Undergraduate 2
12/10/2013

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Cards

Term
R-OH
Definition
Strong Lewis Acid (weak base, bad nucleophile)
Term
R-CO2H
Definition
Strong Lewis Acid (weak base, bad nucleophile)
Term
H2O
Definition
Strong Lewis Acid (weak base, bad nucleophile)
Term
-CN
Definition
Medium Base/nucleophile
Term
-COOR
Definition
Medium Base/nucleophile
Term
-RS
Definition
Medium Base/nucleophile
Term
-OH
Definition
Strong Lewis Base
Term
-RO
Definition
Strong Lewis Base
Term
SN1 occurs with a primary halide:
Definition
when there is a strong or medium base
Term
SN2 occurs with a primary halide:
Definition
NEVER
Term
E2 occurs with a primary halide:
Definition
only with t-butoxide
Term
SN1 occurs with a secondary halide:
Definition
when there is a medium base or halide
Term
SN2 occurs with a secondary halide:
Definition
NEVER
Term
E2 occurs with a secondary halide:
Definition
only when there is a strong base
Term
SN1 occurs with a tertiary halide:
Definition
NEVER
Term
SN2 occurs with a tertiary halide:
Definition
with a weak base
Term
E2 occurs with a tertiary halide:
Definition
with a strong or medium base
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