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Homework Help: Acidic Hydrogen in Aspartame

  1. Oct 27, 2011 #1
    1. The problem statement, all variables and given/known data

    http://en.wikipedia.org/wiki/File:Aspart… [Broken]

    What are the 2 most acidic hydrogens in this molecule?and why?

    2. Relevant equations



    3. The attempt at a solution

    I narrowed it to:

    1) the H on the carbon wedge connected to NH
    2) the H on the carboxylic acid COOH
    3) the H on the NH
     
    Last edited by a moderator: May 5, 2017
  2. jcsd
  3. Oct 28, 2011 #2

    Borek

    User Avatar

    Staff: Mentor

  4. Oct 28, 2011 #3
    Acidic hydrogens are going to be attached to atoms that can stabilize a charge the best through resonance, so draw some diagrams, and look at electronegativity, comparing them...
     
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