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H2SO4/H20 (H3O+)
Markovnikov Addition
OH on more substituted carbon

H2SO4/ROH
Markovnikov Addition
OR on more substituted carbon
HX
Markovnikov Addition of X and H.

X2
Anti Addition of X and X

1) X2 2)H20
Adds OH and X Markovnikov

1) Hg(OAc)2, H20 2) NaBH4
Adds OH and H Markovnikov

1) Hg(OAc)2, ROH 2)NaBH4
Adds OR and H Markovnikov

1) Bh3-THF 2) H2O2, NaOH
Adds H and OH anti-Markovnikov

1) H2 2) Pd, Pt, or Ni
Syn addition of two H

1) OsO4, NMO or
2) KmnO4, KOH
Adds OH and OH syn addition

MCPBA
Adds an eopxide, syn addition
