Will Hydrogens Be Exchanged for Deuterium in D2O NMR Experiments?

[Amy B]

Homework Statement

In a D2O experiment, will any of the Hydrogens be exchanged for D?

Homework Equations

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.

 

[rmiller70015]

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.