Page 18 - Pharm.Org.Chem-I 02-06-05-101
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Breaking of a covalent bond

    a) homolytic fission

                                R. + Y.

    Free radical formed by the effect of heat or light

    b) heterolytic fission           R+ + Y-

        + −                   Carbocation
         RY

    − +                            R- + MgX+
    R MgX
                                Carbanion

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    Reaction intermediates

         Carbocations C+             Carbanions C-

    Electron defficient center   Electron rich center

        Stabilized by EDG         Stabilized by EwG

       Stabilized by +I and      Stabilized by –I and
             resonance                 resonance

      Called electrophile E+    Called nucleophile Nu-

    React with Nu-              React with E+

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