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JEE Advanced levelOne or more correct optionsDifficulty 3 of 3co136

Hexane-2,5-dione, $CH X_{3} COCH X_{2} CH X_{2} COCH X_{3}$ , is treated with excess $NaOCl$ in aqueous $NaOH$ and then acidified. Which statements are correct?

AButanedioic acid is formed
BTwo moles of $CHCl X_{3}$ are formed per mole of the dione
CSix moles of $NaOCl$ are consumed per mole of the dione
DHexanedioic acid is formed

Answer: A, B, C

Both

CH X_{3} CO X^{-}

ends undergo the haloform reaction: each loses

CHCl X_{3}

and uses 3

NaOCl

, so 2 mol

CHCl X_{3}

and 6 mol

NaOCl

per mol. The remaining skeleton

- OOC - CH X_{2} CH X_{2} - COO X^{-}

gives butanedioic (succinic) acid, not a 6-carbon acid.

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