Chemistry - STRUCTURAL ISOMERISM Question with Solution | TestHub

Explain the question :

To find out number of H replaced by D when given compound is placed in ${\mathrm{OD}}^{\Theta }/{\mathrm{D}}_2\mathrm{O}$ solution for long time.

Concept : This question is based on deuterium exchange in tautomerism.

Solution :

Tautomerism allows a compound to switch between forms (like keto ↔ enol), making the α–H next to a

C=O more easily removed.

In OD^- /D₂O, that H can be replaced by D in the enol/enolate step.”

4 α-H atoms will be replaced by D .