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  • Chapter

    • Alkene Reactions

      • 1.  HX Addition*

        • a.  Addition of HX

        • b.  Addition of HX with peroxide

      • 2.  Hydration*

        • a.  Acid catalyzed

        • b.  Oxymercuration-demercuration in water

        • b.  Oxymercuration-demercuration in alcohol

        • c.  Hydroboration-oxidation

      • 3.  Hydrogenation

        • a.  Metal Catalyzed

      • 4.  Halogenation    cis alkene gives racemic, trans alkene gives meso*

        • a.  Addition of X2

        • b.  Addition of X and OH

      • 5.  Synthesis of Alkenes

        • a.  Elimination*

          • i.  E1        First order, reaction only depends on concentration of R-X
                         rearrangement common
                         often weak base
                         ionizing solvent to promote the X- to leave
                         3° and 2° are best

          • ii. E2        Second order
                         coplanar transition state required,
                         alkane orientation is often anti
                         cycloalkanes must have the H and the X trans-diaxial
                         strong base required
                         1° and 2° are best

      • 6.  Dehalogenation of vicinal dibromides

      • 7.  Dehydration of alcohols