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JEE Advanced levelSingle correct optionDifficulty 3 of 3si212

Propanoic acid is treated with and a little red phosphorus to give A. A is heated with excess aqueous to give B. B is treated with to give C (with evolution of ). C is

  1. A2-hydroxypropanoic acid
  2. B3-hydroxypropanoic acid
  3. Cpropanoic acid
  4. 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 and being replaced by OH on the same carbon, giving .
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