Deuterium Oxide (D2O) Proton Exchange

Ethyl Amine

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Sn2

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