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D2O exchange in 1H NMR

  1. May 3, 2016 #1
    1. The problem statement, all variables and given/known data

    upload_2016-5-3_9-0-59.png
    In a D2O experiment, will any of the Hydrogens be exchanged for D?

    2. Relevant equations


    3. The attempt at a solution
    It appears that it has no OH or NH hydrogens which will exchange but it does Have a carbonyl group with alpha hydrogens so I don't know if they might be exchanged for deuterium.
     
  2. jcsd
  3. May 8, 2016 #2
    Thanks for the post! This is an automated courtesy bump. Sorry you aren't generating responses at the moment. Do you have any further information, come to any new conclusions or is it possible to reword the post?
     
  4. May 16, 2016 #3
    I seriously doubt that there will be any proton exchanges here. If this were D+ instead you might see the deuteration of an oxygen and if it were OD- you might see an abstraction of a beta proton from a carbon beta to the ester group to make an enolate anion and that can cause deuteration of the enolate oxygen or the double bond that is formed can reach out and grab a D from the DHO formed during the proton abstraction. Otherwise you might just normally find deuterium that is naturally present in your molecule which would cause your n+1 rule to be the n rule.
     
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