Summary of Nucleophiles

 

Strong Nucleophiles

That are moderate bases.

That are strong bases.

Br¯, I¯, RS¯, N≡C¯, N3¯

H2N¯, R-C≡C¯, HO¯, RO¯ (R = hydrocarbon)

 

 

Moderate Nucleophiles

RCO2¯, RSH, R2S, NH3, RNH2, R2NH, R3N

 

Weak Nucleophiles (that are weak bases)

RCO2H, ROH, H2O