Leaving Groups and Nucleophiles

list all very good leaving groups

RSO3-, I-

for the leaving group “RSO3”, what is R most often?

CF3, tol, CH3

list all good leaving groups

R2O (water, alcohol, or ether), Br-, Cl-

list all poor leaving groups

F-, strong bases, RO-, R2N-, R3C-

list all very good nucleophiles (use == for triple bond)

RS-, NC-, I-, PR3, R3C-, R2N-, RC==C-, RO-

list all good nucleophiles

Br-, R2S, NR3, Cl-, RCO2-, N3-

list all poor nucleophiles

F-, HCO3-, R2O (water, alcohol, or ether), all strong acids