Propanenitrile, CH3CH2CN, is treated with CH3MgBr in dry ether and then with H3O+ to give compound X. X is warmed with I2 and aqueous NaOH. The organic products are

yellow CHI3 and sodium propanoate

no iodoform, because X is a nitrile

yellow CHI3 and sodium butanoate

yellow CHI3 and sodium ethanoate

yellow CHI3 and sodium propanoate

JEE Advanced levelSingle correct optionDifficulty 3 of 3hx179

Propanenitrile, $CH X_{3} CH X_{2} CN$ , is treated with $CH X_{3} MgBr$ in dry ether and then with $H X_{3} O X^{+}$ to give compound X. X is warmed with $I X_{2}$ and aqueous $NaOH$ . The organic products are

The nitrile gives an imine salt and, on hydrolysis, X = butan-2-one,

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

. This methyl ketone gives the iodoform reaction:

CHI X_{3}

separates and the remaining acyl part

CH X_{3} CH X_{2} COO X^{-}

remains as sodium propanoate.