Ethyl Amine Deuterium Oxide (D2O) Proton Exchange

Adding a few drops of D2O to an NMR sample containing acidic protons causes them to be replaced by deuterium. A possible mechanism is shown above. The vast number of water molecules in one drop of D2O drives the equilibrium so that the ethyl amine NH is completely replaced by deuterium.

The yellow deuterium atom replaces the white hydrogen atom on the amine group. The new N-D group would not appear on a HNMR spectrum.

Click the structures and reaction arrows in sequence to view the 3D models and animations respectively


See also D2O exchange in ethanol.


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