JEE Advanced levelSingle correct optionDifficulty 3 of 3si212
Propanoic acid is treated with ClX2 and a little red phosphorus to give A. A is heated with excess aqueous NHX3 to give B. B is treated with NaNOX2/HCl to give C (with evolution of NX2). C is
A2-hydroxypropanoic acid
B3-hydroxypropanoic acid
Cpropanoic acid
D2-chloropropanoic acid
Answer: A
HVZ halogenation gives 2-chloropropanoic acid (A). Ammonolysis gives 2-aminopropanoic acid (B). The primary amino group reacts with nitrous acid, releasing NX2 and being replaced by OH on the same carbon, giving CHX3CH(OH)COOH.