THF: Polar aprotic

DMSO: Polar aprotic

DMS: Polar aprotic

DMF: Polar aprotic

Good leaving groups are: polarizable (large) and stronger acids/weaker bases

Good nucleophiles are: negatively charged and less electronegative

Nucleoplicity decreases with: increasing electronegativity

What’s the difference between acid catalyzed hydration of alkenes and oxymercuration demercuration of alkenes? Acid Catalyzed allows for formation of a carbocation

Oxymercuration Demercuration of Alkenes: 1) Hg(OAc)2 * H2O 2) NaBH4

Hydroboration oxidation of alkenes: 1) BH3 * THF 2) H202, H2O, NaOH

Halogenation (X2) of Alkenes: 1) X2 2) CH2Cl2

Syn Diol formation: 1) OsO4 2) H202, H2O

Ozonolysis of Alkenes: 1) O3 2) DMS

Hydroboration Oxidation of Alkynes: 1) (Sia)2BH 2) H2O2, NaOH

Ozonolysis of Alkynes: 1) O3 2) H2O

Grignard formation requires what type of solvent? Polar aprotic