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JEE Advanced levelSingle correct optionDifficulty 3 of 3hx125

Propene is treated with $HBr$ in the presence of peroxide to give A. A is heated with $KCN$ in ethanol to give B, and B is heated with aqueous $H X_{3} O X^{+}$ to give C. The compound C is

Apropanoic acid
Bbutanoic acid
C2-methylpropanoic acid
Dbutan-1-amine

Answer: B

Peroxide addition gives A = 1-bromopropane.

KCN

substitutes

Br

to give B = butanenitrile,

CH X_{3} CH X_{2} CH X_{2} CN

(one extra carbon). Acid hydrolysis converts

- CN

to

- COOH

, so C is butanoic acid. Using the Markovnikov product instead would give 2-methylpropanoic acid.

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