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Org. Chem Purp sheet
Organic Solvents
| Question | Answer |
|---|---|
| Alkanes to Alkyl Halides | Light AND (Br2 or CL2) |
| Alkyl Halides to Alkynes | Strong BASE |
| Alkynes to trans alkene | Two steps: 1) Na Metal/Liquid NH3 2) Water |
| alkynes to cis alkene | H2/lindar catalyst |
| Alkynes to alkanes | H2/ pt metal |
| Alkynes to more complicated alkynes | Two steps 1)Na+ Nh2- 2)R-x |
| Alkyl halides to Grinard or Organolithium reagents | Mg metal, 2 Li metal |
| From organolithium reagents to carbon sigma bonds via Sn2 ractions | R-X |
| Alkyl Halides to Alkenes | Elimination with KoTBU |
| Alkenes to Epoxides | mCPBA |
| Epoxides to 1,2-trans diols | 1)OH- 2)Dilute Acid |
| Expoxides to 1,2 trans substituted alcohols | 1) Nucleophile opens ring 2) negative on O of ring nutrilized with dilute acid |
| Alkenes to Cis diols | KMnO4 (cold) and NaOH OsO4 and NaOH |
| Alkenes to Alkanes | H2 (pt) |
| Alkenes to alcohols | H2SO4 and H2O |
| Alcohols to alkenes | H3PO4 (heat) |
| Alkenes to Alkyl Halides via Markov | H-Br, elimination |
| Alkenes to alkyl halides via anti-markov | Light, H-Br, Benzoyl Peroxide |
| Alkenes to Trans 1,2-bromo alcohols | 1) BR2 2) Water 3)Br takes H of water |
| Alkenes to Trans 1,2-cyano bromides | 1)Br2 2)CN- |
| Alkenes to trans 1,2-dibromides | Br2 |
| Alkenes to anti-markov addition of water | 1) Add BH3 2)Add hydrogen peroxide (H2O2) |
| Alkenes to markov addition of water | 1) Water 2)strong acid H2SO4 |
| What's an alternative solvent to change from epoxides to Trans diols? | Hydronium Ion (H3O+) |
| What is needed to get from primary alcohols to Aldehydes? | PDC or PCC |
| Aldehydes to carboxyllic acids? | KMnO4 |
| Primary alcohols to carboxyllic acids? | KMnO4 |
| Secondary alcohols to Ketones? | PDC, PCC, KMnO4 |
| Tertiary alcohols to anything? | No reaction!!! |