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Chlorination of diphenylether

  1. Mar 15, 2012 #1
    1. The problem statement, all variables and given/known data
    Show the product(s) of chlorination (Cl2, FeCl3) of diphenylether


    2. Relevant equations
    None


    3. The attempt at a solution
    My solutions manual shows products with Chlorine in the para position, and then the ortho position, with a note saying (followed by disubstitution)

    I'm really just looking for some clearing up to this answer. I understand that the oxygen in diphenylether is an ortho/para director, therefore placing Chlorine in the ortho and para position. However, I just assumed this would happen on both phenyl rings. Does it depend on exactly how much Cl2 is provided?
     
  2. jcsd
  3. Mar 16, 2012 #2

    chemisttree

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    Yes it does matter how much chlorine is present. The question didn't ask about exhaustive chlorination, did it?
     
  4. Mar 16, 2012 #3
    Nope! It simply put Cl2/FeCl3.

    So if given that on a test it's best to assume only monosubstitution? Maybe noting possible disubstitution if more reagent is present?
     
  5. Mar 17, 2012 #4

    chemisttree

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    That's the way I'd play it.
     
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