Indicate the products (if any) with deuterium incorporation that are formed when treating the following compounds with D ₂ O/NaOD.

(a). Cyclohexanone; (b) 2,2-Dimethylpropanal; (c) 3,3-Dimethyl-2-butanone; (d)

Solution

The treatment of aldehydes and ketones with deuterated water in acidic or basic media produces the exchange of alpha hydrogens for deuteriums. We can find the mechanism of the reaction in the following link: http://www.quimicaorganica.org/enolatos-y-enoles/245-intercambio-hidrogeno-deuterio.html