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JEE Main levelSingle correct optionDifficulty 2 of 3g2260

Which hydrogens of the compound shown are the most acidic?

Athe hydrogens of the aromatic NH2 group
Bthe aromatic NH2 and SO2NH2 hydrogens are equally acidic
Cthe hydrogens of the SO2NH2 group
Dthe ring hydrogens ortho to SO2

Answer: C

The compound is sulfanilamide. The SO2NH2 hydrogens (pKa about 10.4) are the most acidic because the sulfonamide anion is stabilised by the strongly electron-withdrawing sulfonyl group. The aromatic NH2 hydrogens (pKa above 25) lose their proton only with very strong bases.

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