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OChem Ex3
Exam 3
Term | Definition |
---|---|
Hydrohalogenation | - HCl, HBr, HI H + X is added X= Cl, Br, I regio: markovnikov - HBr/ROOR H + Br is added Regio: anti-markovnikov NONE: stereo |
Acid Catalyzed Hydration | H2SO4 (dil) or H2SO4/H2O or H3O+ H + OH is added Regio: markovnikov stereo: none |
Oxymercuration Demercuration | 1. Hg(OAc)2, H2O/ 2. NaBH4 H+OH is added regio: markovnikov Stereo: anti |
Hydroboration Oxidiation | 1. B2H6/2. H2O, NaOH or 1.BH3 * THF/2. H2O2, NaOH H+OH is added regio: antimarkovnikov Stereo: syn |
Acid-Catalyzed Addition of an Alcohol | H2SO4 (dil)/CH3OH H+OR is added regio: markovnikov stereo: none (similar to acid-catalyzed addition hydration) |
Alkoxymercuration-demercuration | 1. Hg(OAc)2, CH3OH/2. NaBH4 H+OR is added regio: markovnikov stereo: anti (similar to oxymercuration-demercuration) |
Catalyitc Hydrogenation | H2/Catalyst (Catalyst can be Pd, Pt, Ni) H+H is added regio: n/a stereo: syn |
Halogenation | Br2/inert solvent (CCl4 or CH2Cl2) X+X is added regio: n/a Stereo: anti (3-member ring w/ backside attack on sp3-carbon) |
Halohydrin Formation | X2/ H2O or ROH X+ OH or OR is added regio: markovnikov stereo: anti (halogen gets added as attacking alkene) |
Epoxidation Anti-dihydroxylation | RCO3H or 1.MCPBA/2.H3O+ For expoxidation: oxygen is added regio: n/a stereo: syn For anti-dihydroxylation: OH+OH is added regio: n/a Stereo: anti |
Syn-dihydroxylation | OH+OH is added regio: n/a stereo: syn |