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Orgo Rxns & Reagents

ReagentReaction and What Happens
1) OsO4, THF 2) H2S or NaHSO3 or Na2SO3 (reducing agents) Syn Dihydroxylation of alkenes (Both OH on wedges or both dashes)
1) OsO4 2)THF Syn Dihydroxylation of alkenes (Both OH on wedges or both dashes)
1) BH3, THF 2) H20, OH- (NaOH, H2O) Hydroboration Oxidation of alkenes (Syn Addition of H and OH); OH is Anti Markovnikov
1) H2 2) Pd/C or Pt or Ni (Catalysts) Catalytic Hydrogenation - double bond goes to single bond
1) MCPBA 2) H+, H2O Anti Addition of 2 OHs (one wedge, one dash)
1) O3, DCM 2) Zn, CH3COOH Ozonolysis of alkenes; yields 2 ketones (could be tautomerized to enols)
1) HCl, HBr, HI Hydrohalogenation (Markovnikov addition of X). Entropy increases; Enthalpy is exothermic
1) HCl, HBr, HI 2) ROOR Hydrohalogenation, but anti markovnikov addition because of peroxide
1) H3O+ (acid + H2O) Acid-catalyzed hydration (Adding H2O but it gets protonated), so Markovnikov addition of OH . Conc. Acid = Alkene Product; Dilute Acid (more water) = alcohol product
1) Hg(OAc)2 2) H2O Alkene Oxymercuration. Markovnikov OH and Anti Mark HgOAc
1) Hg(OAc)2, EtOH 2) NaBH4 Alkene Demercuration. Markovnikov addition of OCH3
1) HgSO4, H20 2) HgSO4 Alkyne acid-catalyzed hydration; forms enol that could become ketone
1) R2BH/BH3, ThF 2 H2O2, NaOH,H20 hydroboration oxidation of alkynes; aldehyde formed
Created by: makanjuolae