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UB CHE 201 8&9A
Alkene and Alkyne. Given Reactant and Reagent Give Product
| Question | Answer |
|---|---|
| alkene + H-X | markovnikov alkyl halide |
| alkene + H-Br --peroxides-> | anti-markovnikov alkyl halide |
| alkene + water --H+-> | markovnikov alcohol |
| alkene + 1)BH3*THF, 2)H2O2, OH- | anti-markovnikov alcohol |
| alkene +H2 --Pt,Pd, or Ni-> | syn addition alkane |
| alkene + X2 | anti addition alkyl dihalide |
| alkene + peroxyacid | syn addition epoxide + carboxylic acid |
| epoxide ---H+, H2O-> | anti glycol |
| alkene ---1)peroxyacid, 2)H+, H2O-> | anti glycol |
| alkene + KMnO4 (cold, dilute) ---OH-, H2O-> | syn glycol |
| alkene + OsO4 ---H2O2 -> | syn glycol |
| alkene + O3 | ozonide |
| ozonide --(CH3)2S | ketones and aldehydes |
| alkene + KMnO4(warm) | ketones and acids |
| acetylide + NaNH2 | acetylide anion + Na+ + NH3 |
| acetylide anion + R-X | alkyne molecule with desired R group |
| acetylide anion + R2C=O | alcohol |
| alkyne + 2H2 --Pt, Pd, or Ni -> | alkane |
| alkyne + H2 ---Pd/BaSO4, quinoline (lindlar's catalyst) --> | cis alkene |
| alkyne -- Na, NH3 --> | trans alkene |
| alkyne + 2X2 | haloalkane, 4 halogens |
| alkyne + 2H-X | geminal haloalkane, Markovnikov |
| alkyne -- HgSO4, H2SO4--> | vinyl alcohol <--> ketone , markovnikov |
| alkyne --1) SiaBH*THF, 2) H2O2, NaOH --> | vinyl alcohol <--> aldehyde, anti-markovnikov |
| alkyne + KMnO4 ---H2O, Neutral -> | alpha-diketone |
| alykne --1) KMnO4, OH-, 2) H+ --> | carboxyilic acids |
| alkyne --O3, H2O --> | carboxylic acids |