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Homework Help: Organic : Acidity/basicity

  1. Oct 6, 2008 #1
    1. The problem statement, all variables and given/known data

    Which isomer is more basic in the following pairs:

    o-methyl aniline or p-methyl aniline

    o-chloro aniline or p - chloro aniline

    o - chloro aniline or o-floro aniline

    o-nitro aniline or p-nitro aniline
     
  2. jcsd
  3. Oct 6, 2008 #2
    I'd think about this in terms of factors that either stabilize or destabilize the positive charge on nitrogen after it accepts a proton. For example if the charge is destabilized more it means the conjugate base must be weaker.
     
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