O CHEM: Nucleophiles

-OH

Strong base and strong nucleophile

-OR

Strong Base and Strong Nucleophile

-C(triple bond)CR

Strong Base and Strong Nucleophile

-NR2

Strong Base and Strong Nucleophile

RLi

Strong Base and Strong Nucleophile

Halides: Br, Cl, I

Weak Base and Strong Nucleophile

-N3

Weak Base and Strong Nucleophile

Sulfides

Weak Base and Strong Nucleophile

RCOO-

Weak Base and Strong Nucleophile

-C(triple bond)N

Weak Base and Strong Nucleophile

Tert-butyl Lithium (CH3)CLi)

Strong Base Non-Nucleophilic

Potassium Tert-butoxide (KOC(CH3)3)

Strong Base Non-Nucleophilic

LDA (LiN(CH(CH3)2)2)

Strong Base Non-Nucleophilic

DBU

Strong Base Non-Nucleophilic

DBN

Strong Base Non-Nucleophilic

H2O

Weak Base and Weak Nucleophile

Alcohol

Weak Base and Weak Nucleophile