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Acidic Hydrogen in Aspartame

  • Thread starter ahhppull
  • Start date
  • #1
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Homework Statement



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

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

Homework Equations





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
 
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Answers and Replies

  • #3
349
1
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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