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JEE Advanced levelOne or more correct optionsDifficulty 3 of 3co274

The hydroxy acid shown is warmed with a catalytic amount of acid. Which statements are correct?

  1. AThe product contains a six-membered ring
  2. BThe product contains a five-membered ring
  3. CWater is the other product
  4. DThe product has molecular formula

Answer: A, C, D

The drawn compound is 5-hydroxypentanoic acid. Intramolecular esterification joins O5 to C1: ring atoms O, C1, C2, C3, C4, C5, six in all, giving delta-valerolactone, C5H8O2 (RDKit formula), with loss of water. A five-membered lactone would come from 4-hydroxybutanoic acid.
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