A compound X (C4H8O) gives an orange precipitate with 2,4-DNP, a yellow precipitate with NaOH/I2 and no silver mirror with Tollens reagent. Select the correct statement(s) about X and its reactions.

Wolff-Kishner reduction of X gives butane.

Treatment of X with excess NaOH/I2 followed by acidification gives propanoic acid.

Reduction of X with NaBH4 gives an alcohol that also gives a yellow precipitate with NaOH/I2.

Wolff-Kishner reduction of X gives butane.

Treatment of X with excess NaOH/I2 followed by acidification gives propanoic acid.

X reduces Fehling solution on warming.

Reduction of X with NaBH4 gives an alcohol that also gives a yellow precipitate with NaOH/I2.

JEE Advanced levelOne or more correct optionsDifficulty 3 of 3si160

A compound X ( $C X_{4} H X_{8} O$ ) gives an orange precipitate with 2,4-DNP, a yellow precipitate with $NaOH / I X_{2}$ and no silver mirror with Tollens reagent. Select the correct statement(s) about X and its reactions.

AWolff-Kishner reduction of X gives butane.
BTreatment of X with excess $NaOH / I X_{2}$ followed by acidification gives propanoic acid.
CX reduces Fehling solution on warming.
DReduction of X with $NaBH X_{4}$ gives an alcohol that also gives a yellow precipitate with $NaOH / I X_{2}$ .

X is butan-2-one,

CH X_{3} COCH X_{2} CH X_{3}

NaBH X_{4}

gives butan-2-ol, which has

CH X_{3} CH (OH) X^{-}

and gives iodoform. The haloform reaction gives

CH X_{3} CH X_{2} COONa

and

CHI X_{3}

, so propanoic acid after acidification. Wolff-Kishner converts

C = O

CH X_{2}

, giving butane. A ketone does not reduce Fehling solution.