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JEE Advanced levelOne or more correct optionsDifficulty 3 of 3co109

Which transformations form a six-membered ring as the new ring? (One or more answers)

  1. Aheptane-2,6-dione with dilute NaOH, intramolecular aldol condensation
  2. Bhexane-2,5-dione with dilute NaOH, intramolecular aldol condensation
  3. Ccyclohexanone with but-3-en-2-one and base (Robinson annulation)
  4. Ddiethyl hexanedioate with NaOEt (Dieckmann condensation)

Answer: A, C

Heptane-2,6-dione closes a ring of C1 to C6, six-membered. Robinson annulation builds a new cyclohexenone ring by Michael plus aldol. Hexane-2,5-dione closes a five-membered ring, and diethyl hexanedioate also closes a five-membered ring.
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