Organic Chemistry 210 Exam 3 UMich 100% Accurate.

OsO4 and (H2O or Na2SO3) // KMnO4 and (NaOH or H2O) - ANSWEROH/OH dihydroxylation syn RCO3H or mCPBA - ANSWEREpoxidation add O to make an epoxy. Most substituted double bond reacts first X2 and (H2O or XOH) - ANSWER(X/OH)Halohydrin formation epoxy ion intermediate, anti, markovnikov, H2O added to more sub. carbon Cl2 or Br2 - ANSWERHalogenation, anti, epoxy ion intermediate H2O and H2SO4 - ANSWER(H/OH) Hydration, syn and anti addition, markovnikov, C+ intermediate, can make keto if it starts with a triple bond HCl or HBR or HI - ANSWER(H-X) Hydrohalogenation, syn and anti, markovnikov 1)BH3 or B2H6 2)H2O2 AND NaOH - ANSWER(H/OH) Hydroboration oxidation, anti markov, syn addition, makes keto if it starts with a triple bond H2O2 - ANSWEROxidative Workup, add (O/OH) 1) O3 2)Zn or S(CH3)2-DMS - ANSWERReductive Workup, add O H2 and (Pc/C or Pt or PtO2 or Ni) - ANSWERHydrogenation(H/H) double, triple to single bond, syn addition H2 and (Pd-BaSO4 or PdCaCO3) AND (PbO or Quinoline) - ANSWERTriple to double, syn H's, poisoned catalyst (Na or K o