Alkene Addition Reactions
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Hydration (acid catalyzed)
Reagents: H2SO4 / H2O Groups Added: OH & H; Config: both syn & anti; Markovnikov Stepwise
Oxymercuration-Demercuration
Reagents: 1. Hg(OAc)2, H2O / 2. NaBH4; Groups Added: OH & H; Config: both syn & anti; Markovnikov; Concerted
Hydroboration-Oxidation
Reagents: 1. BH3, THF / 2. H2O2, -OH; Groups Added: OH & H; Config: syn; Anti-Markovnikov; Concerted
Syn-Dihydroxilation
Reagents: OsO4 / NaHSO3; Groups Added: OH & OH; Config: syn; Markovnikov N/A; Concerted
Anti-Dihydroxilation
Reagents: MCPBA / H2O, H+; Groups Added: OH & OH; Config: anti; Markovnikov N/A; Concerted
Halohydrin
Reagents: X2 / H2O; Groups Added: X & OH; Config: anti; Markovnikov (OH); Stepwise (carbocation rearrangement)
Halogenation
Reagents: X2; Groups Added: X & X; Config: anti; Markovnikov & Anti-Markovnikov; Concerted
Hydrohalogenation
Reagents: H--X; Groups Added: H & Br; Config: anti & syn; Markovnikov; Stepwise (carbocation rearrangement)
Catalytic Hydrogenation
Reagents: H2, Pd or Pt or Ni; Groups Added: H & H; Config: syn; Markovnikov N/A; Concerted/Stepwise N/A
Ozonolysis
Reagents: O3 / DMS; Groups Added: =O & =O; Config: sp2; Markovnikov N/A; Concerted/Stepwise N/A
HBr + ROOR
Reagents: HBr / ROOR (peroxide); Groups Added: H & Br; Config: anti; Anti-Markovnikov; Stepwise (carbocation rearrangement)