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10 Cards in this Set

  • Front
  • Back

Mercuration/Demercuration


(Alkane to alcohol w/o carbon chain rearrangement)

Hg(OAc)2 + THF


NaBH4 OH-

Hydroboration/Oxidation


(Alkene to alcohol anti Markovnikov)

BH3 + THF


H2O2 OH-

Acid Catalyzed Oxidation


(Alkene to alcohol, prone to carbon frame rearrangement)

Acid, water



Double bond cleavage without converting H to OH

Ozone, CH2Cl2, cold, Zn/HOAc

Double bond cleavage that converts H to OH

KMnO4


Heat


OH-

Glycerization (always syn)

KMnO4, heat, OH-




OR




OsO4, pyrimidine, NaSO3

Forming Alkyne

Dihalogenated alkane + excess NaNH2

Alkyne to Alkene (trans)

Li EtNH2, Cold


NH4Cl

Alkyne to Alkane

Pt, Hydrogen



Alkyne to alkene (cis)

Lindlar's Catalyst