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JEE Main levelSingle correct optionDifficulty 2 of 3g2252

Which hydrogens of the compound shown are the most acidic?

Athe CH2 hydrogens between the two C=O groups
Bthe OCH2 hydrogens
Call hydrogens are equally acidic
Dthe CH3 hydrogens of the ethyl groups

Answer: A

The compound is diethyl malonate. The CH2 between the two ester carbonyls (pKa about 13) gives an enolate delocalised over two C=O groups; the OCH2 and CH3 hydrogens of the ethyl groups are not activated (pKa above 40).

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