Propanoic acid is heated with one equivalent of Br2 and red phosphorus, then treated with H2O; the product is warmed with excess aqueous KOH and the solution is then acidified. The final organic product is

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JEE Advanced levelSingle correct optionDifficulty 3 of 3co212

Propanoic acid is heated with one equivalent of $Br X_{2}$ and red phosphorus, then treated with $H X_{2} O$ ; the product is warmed with excess aqueous $KOH$ and the solution is then acidified. The final organic product is

A2-bromopropanoic acid
B2-hydroxypropanoic acid
Cprop-2-enoic acid
D3-hydroxypropanoic acid

Answer: B

The HVZ reaction replaces one alpha hydrogen of

CH X_{3} CH X_{2} COOH

by bromine, giving 2-bromopropanoic acid. Aqueous KOH substitutes the bromine by hydroxyl (nucleophilic substitution at the alpha carbon) and neutralises the acid; acidification then gives 2-hydroxypropanoic acid,

CH X_{3} CH (OH) COOH

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Propanoic acid is heated with one equivalent of BrX2​ and red phosphorus, then treated with HX2​O; the product is warmed with excess aqueous KOH and the solution is then acidified. The final organic product is

Answer: B

More questions on Carboxylic acids: acidity, preparation, derivatives, HVZ reaction

Propanoic acid is heated with one equivalent of $Br X_{2}$ and red phosphorus, then treated with $H X_{2} O$ ; the product is warmed with excess aqueous $KOH$ and the solution is then acidified. The final organic product is