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JEE Main levelSingle correct optionDifficulty 2 of 3g1183

In which of the following is the C-H bond the most acidic?

Aa $CH X_{3}$ of acetone, $CH X_{3} COCH X_{3}$
Bthe $CH X_{3}$ of ethyl acetate, $CH X_{3} COOC X_{2} H X_{5}$
Cthe central $CH X_{2}$ of pentane-2,4-dione, $CH X_{3} COCH X_{2} COCH X_{3}$
Da $CH X_{3}$ of propane, $CH X_{3} CH X_{2} CH X_{3}$

Answer: C

The carbanion from the central

CH X_{2}

of pentane-2,4-dione is stabilised by resonance with two carbonyl groups, with the charge on two oxygens. Acetone has one carbonyl, ethyl acetate has a weaker acceptor because of the ester oxygen, and propane has none. So pentane-2,4-dione is the most acidic.

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