ochem exam 2 reactions

electrophilic addition

• H2SO4 (acid)

• H2O

Electrophilic Addition

• CHCl2

Electrophilic Halogenation w/ Water

• Br2

• H2O

Hydroboration

• BH3, THF

Hydroboration Oxidation

1. BH3, THF

2. H2O2, NaOH, H2O

Dihydroxylation

1. Os3O4

2. NaHSO3, H2O

Catalytic Dihydroxylation

• RCO3H

• CH2Cl2

Catalytic Dihydroxylation

• RCO3H

• CHCl2

Epoxidation

• RCO3H

• CH2Cl2

Ozonolysis

1. O3

2. (CH3)2S

Catalytic Hydrogenation

• H2

• Pt, Pd, Ni (catalyst)

Uncharged Nucleophilic Substitution

• H2O

• Alcohol

• Sulfides

• Amines

• Cl, Br, I

Charged Nucleophilic Substitution

• Sodium Compounds (Na…)

• Li or K

• Cl, Br, I

B-Elimination

• NaOH

• EtONa

• t-BuOK

Sn1 Reaction

• Water, alcohol, carboxylic acids

• (Weak nucleophiles)

Sn2 Reaction

Protic Solvents:

• CH3OH

• CH3CH2OH

Polar Protic Solvents:

• acetone

• DMSO

• acetonitrile

• DMF

E2 B-Eliminations

• EtONa

• EtOH