Hydrohalogenation (Markovnikov)
hydrogen + halogen (Br, Cl, I)
Stereochemical: N/a
Regiochemical: Markov
Mechanism: electrophilic addition , R+ carbocation
Hydrobromination (anti-Markov)
hydrogen + Br , (H2O2 or ROOR reagent)
sterochemical: N/A
Regiochemical: Non-Markov
Mechanism: Mixed - radical R*
Acid Catalyzed Hydration
Name: hydration (addition of water) , (HOH reagent)
Stereochemical: N/A
Regiochemical: Markov
Mechanism: electrophilic addition , R+ --> rearrange, equilibrium rxn
Oxymercuration-Demercuration
Add Hg+ O or remove Hg
Sterochemical: N/a
Regiocemical: Markov
Mechanism: electrophilic add. , Rx 1 = no carbocation, radical 2
hydroboration-oxidation
H2O2, NaOH reagent
stereochemical: syn addition of H-OH
regiochemical: non-Markov
mechanism: complex
catalytic hydrogenation
use catalyst add H-H
stereochemical: syn
regiochemical: N/a
mechanism: addition - metal cation
Catalyst:
Pd,
Pd(C), Pt, Ni
halogenation
add di-halogen (Br2, Cl2)
stereochemical: anti
regiochemical: Markov
mechanism: electrophilic addition, R+ secured --> no rearrangement
halohydrin formation
halogen + H2O
Stereochemical: anti
regiocehmical: markov
mechanism: electrophilic addition
Expoxidation
acid reagent
stereochemical: syn
Anti Dihydroxylation
H3O+ --> OH
Sterochemical: anti
regiochemical: Markov
mechanism: electrophilic addition
Syn Dihydroxylation
stereochemical: syn
regiochemical: N/a
no mechanism
Ozonolysis- oxidative cleavage
stereochemical: n/a
regiochemical: n/a
no mechanism
Hydrohalogenation
Hydrobromination
Acid Catalyzed Hydration
...