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I-
Nucleophile only
Br-
Nucleophile only
Cl-
Nucleophile only
H-S-
Nucleophile only
R-S-
Nucleophile only
:N=C:-
Nucleophile only
N-=N+=N-
Nucleophile only
H2S
Nucleophile only
R-S-H
Nucleophile only

tBuO-
Base only (large)

LDA
Base only (large)

tBu-Li
Base only (large)
Na+H-
Base only
K+H-
Base only
H-O-
Strong Nucleophile and Base
Me-O-
Strong Nucleophile and Base
Et-O-
Strong Nucleophile and Base
R-O-
Strong Nucleophile and Base

Carboxylate
Stronger Nucleophile than base

Phenoxide
Stronger Nucleophile than base
H2O
Weak Nucleophile and Base
MeHO
Weak Nucleophile and Base
EtHO
Weak Nucleophile and Base
RHO
Weak Nucleophile and Base
H2O (solvent)
polar protic solvent
EtHO (solvent)
polar protic solvent
MeHO (solvent)
polar protic solvent
RHO (solvent)
polar protic solvent
tBuO-H
polar protic solvent
:NH3
polar protic solvent
Carboxylic acid
polar protic solvent

DMSO
Polar Aprotic solvent

DMF
Polar Aprotic solvent

Acetone
Polar Aprotic solvent

THF
Polar Aprotic solvent
Ether
Polar Aprotic solvent

Acetonitrile
Polar Aprotic solvent
Benzene
Nonpolar Aprotic solvent

toluene
Nonpolar Aprotic solvent
Hexane
Nonpolar Aprotic solvent