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Good Leaving Groups
OTf
OMs
OTs
I
Br
Cl
Bad Leaving Groups
F
SR
OH
OR
NH2
Strong Nucleophile/Weak Base
X- = F-, Cl-, Br-, I-
CN-
OAc-
N3
Weak Nucleophile /Strong Base
KotBU-
LDA
Strong Nucleophiles
Negative charge, lone pair, or more polarizable (NOT STABILIZED BY ARIO)