Nucleophile and Base Strengths, Polarity of Nuc/Base - Orgo Exam 2

strong/strong with either methyl or 1°

SN2

strong/strong with either 1° or 2°

E2

strong/weak with 1°, 2°, 3°

SN2

strong/weak with 3°

no rxn

weak/strong with methyl

no rxn

weak/strong with 1°, 2°, 3°

E2

weak/weak with methyl or 1°

no rxn

weak/weak with 2° or 3°

SN1/E1

OH^- is

strong/strong

R-O^- is

strong/strong

R₂N^- is

strong/strong

KOt-Bu is

weak/strong

LDA is

weak/strong

R-NH₂ (amines) are

strong/weak

R-S^- is

strong/weak

CN^- is

strong/weak

N₃^- is

strong/weak

I^- is

strong/weak

de-pronated carboxylic ether is

strong/weak

H₂S is

strong/weak

R-SH (thiol) is

strong/weak

H₂O is

weak/weak

R-OH (alcohols) are

weak/weak

carboxylic acids are

weak/weak

non-polar

non-polar

non-polar

between non-polar and polar

between non-polar and polar

between non-polar and polar

polar

polar

polar protic

polar protic

polar solvents have

strong dipole movement

protic solvents have

an acidic hyrogen (and are polar solvents)

non-polar

between non-polar and polar

polar

polar

polar protic

polar protic

OH^-

strong nucleophile

OR^-

strong nucleophile

R₂N^-

strong nucleophile

N₃^-

strong nucleophile

CN^-

strong nucleophile

strong nucleophile

R-S^-

strong nucleophile

X^-

strong nucleophile

R-NH₂ (amines)

strong nucleophile

NH₃

strong nucleophile

R-SH (thiols)

strong nucleophile

R₃P (phosphines)

strong nucleophile

PH₃

strong nucleophile

ROH (alcohols)

weak nucleophile

H₂O

weak nucleophile

carboxylic acids

weak nucleophile