Organic Chemsitry Reaction steps

Hydrohalogenation

HCl or HBr →

1. H/X

2. Mark

3. Carbocations

Catalytic Hydration

H3O+ →

1. H/X

2. Markovnikov

3. Carbocations present

Dry Halogenation

Cl2 or Br2 / CH2Cl2 →

1. X/X

2. NA

3. Anti addition

Wet Halogenation

Cl2 or Br2 / H2O →

1. X/ OH

2. Mark in Halogen

3. Anti addition

Oxymercuration/Demurcuration

Hg(AOc)2,H2O / NaBH4, HO- →

1. H/ OH

2. Mark

3. Anti addition, No C+ rearrangements

Hydroboration/Oxidation

BH3, THF / H2O2, HO- →

1. H/ OH

2. Anti mark

3. Syn addition, No carbocations

Ozonolysis

O3/DMS

1. O / O

2. NA

3. Syn addition in molozinide

Hydroxylation

OsO4 / NaHSO3, H2O →

1. OH / OH

2. NA

3. Syn addition

Catalytic Hydrogenation

H2 / Pt or Pd

1. H/H

2. NA

3. Syn addition

Hydrohalogenation with Free Radicals

HBr/ROOR →

1. H/ Br

2. Anti Mark

3. Free radical process, C* present

Epoxidation

peroxyacid / RCO3H or mCPBA (RCO3H)/ether

1. Double bond disconnects

2. Each side of double bond makes a ring

3. Inside both sides connect to the O

Free Radical Halogenation

H-Br only / light, heat, rad environ, H2O2, AIBN

1. H/Br

2. Antimark

3. C* (R/S) - only if you make new stereo centers