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Homework Help: Which H the base will extract?

  1. Dec 15, 2009 #1
    1. The problem statement, all variables and given/known data
    See the pic (I know, its not clear but still).


    2. Relevant equations
    The compound is reacting with a base. The pic shows the alpha hydrogen taken out by the base.
    Why in both the compounds that alpha H is taken out which is not near Chlorine. Why not the H which is near the halogen?
  2. jcsd
  3. Dec 18, 2009 #2


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    Think about inductive vs. resonance effects. Which one has a greater influence? What is the "pKa of acetophenone" vs "pKa of chloroacetone"? Those are good google terms...
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