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hydrohalogenation
Reagents? HX
What is added? H and X
Regiochem? X on more substituted
Sterochem? Mix of same and opposite side
radical HBr addition
Reagents? HBr, ROOR light
What is added? H and Br
Regiochem? anti-markovnikov
Sterochem? syn and anti
acid catalyzed hydration
Reagents? H2O and H2SO4
What is added? H and OH
Regiochem? markovnikov
Sterochem? anti and syn
halohydration
Reagents? H2O and X2
What is added? X and OH
Regiochem? OH on more substituted
Sterochem? anti
hydroboration
Reagents? 1) BH3
2) NaOH, H2O2
What is added? H and OH
Regiochem? anti markovnikov
Stereochem? syn
X2 addition
Reagents? X2
What is added? X and X
Stereochem? opposite side
catalytic hydrogenation
Reagents? H2, Pt or Pd or Ni
What is added? H and H
Stereochem? syn
mercuric acetate reduction
Reagents? 1) Hg(OAc)2
2) NaBH4
What is added? H and OH
Regiochem? OH on more substituted
Stereochem? Mix of same and opposite side