Organic Chem Exam 2 Important

OH-

Strong base unhindered

CH3O-

Strong base unhindered

CH3CH2O-

Strong base unhindered

H2N-

Strong base unhindered

R2N-

Strong base unhindered

tBuO-

Bulky base

LDA

Bulky base

Halides

Weak base, good nucleophile

PR3

Weak base, good nucleophile

NH3

Weak base, good nucleophile

SH2

Weak base, good nucleophile

SR2

Weak base, good nucleophile

SR-

Weak base, good nucleophile

SH-

Weak base, good nucleophile

N3-

Weak base, good nucleophile

CN-

Weak base, good nucleophile

RCOO-

Weak base, good nucleophile

H2O

Weak base, weak nucleophile

ROH

Weak base, weak nucleophile

RCOOH

Weak base, weak nucleophile