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Sn2 mech concepts

  1. Feb 27, 2015 #1
    1. The problem statement, all variables and given/known data
    Hi folks! :)
    I have a problem with the following problem.
    Take any methyl halide and prepare methyl iodide.Choose the appropriate solvent.

    Now what i know is here we are going by SN2 mech and replacing a halide by iodide ion.But the problem i am facing is how can i replace a other halide by a iodide ion because my book says iodide is the best leaving group among all halides.So i am confused how will this happen. ???
     
  2. jcsd
  3. Feb 27, 2015 #2
    Yes, iodide is the best leaving group. But the solvent can make the difference. For example, the Kharasch addition in the presence of H2O2 breaks the Markonikov's rule. I'm sorry I don't have the details of this reaction, but will check into it.
     
  4. Apr 9, 2015 #3
    You can do a displacement reaction with methylbromide:

    CH3Br + KI ----> CH3I + KBr

    You might want to use an aprotic solvent such as DMSO, DMF or acetone.
     
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