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reactant: O3
molecule cleaves in half across double bond with two oxygens attached to each side, no stereochem, no Mark/anti-Mark

reactant: KMnO4, cold and dilute
2 OH groups added across double bond
syn addition

reactants: OsO4
syn addition of 2 OH groups across the double bond
reactants: MCPBA/peracid
2 OH added
anti addition
reactants: H2 / Pt catalyst or Ni
syn addition of H across double bond to make alkane
reactants: BH3TF / H2O2 or H2O or NaOH
syn addition of OH and H
anti-Markovnikov addition of OH

reactants: HX2
Markovnikov addition of halogen
reactants: Br2 / H2O
Markovnikov addition of OH
anti addition of Br and OH

reactant: ROOOR / hv / HBr or Br2
no stereochemistry/markovnikov at all, depends on Zaitsev/Hoffman

reactants: Hg(OAc)2 / NaBH4
Markovnikov addition of OH

reactant: Br2
2 Br anti addition on the alkene carbons
reactant: H2SO4
H and OH added
OH added markovnikov