JEE Main levelSingle correct optionDifficulty 2 of 3co247
The ketone shown is stirred with excess DX2O containing a catalytic amount of NaOD until no further exchange occurs. How many hydrogen atoms per molecule are replaced by deuterium?
A5
B3
C6
D9
Answer: A
The drawn compound is 4-methylpentan-2-one. Only alpha-hydrogens exchange: the CH3 (3 H) and the CH2 (2 H) give 5 (RDKit alpha-H count 5). The isopropyl CH is beta and the two terminal CH3 groups are gamma, so they do not exchange.