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JEE Main levelSingle correct optionDifficulty 2 of 3co226

The diketone shown is heated with dilute NaOH. Which structure is the intramolecular aldol condensation product (cyclic enone)?

  1. AStructure A
  2. BStructure B
  3. CStructure C
  4. DStructure D

Answer: D

The drawn compound is heptane-2,6-dione. Enolate at C1 (a methyl) attacks C6: the ring has C1-C2-C3-C4-C5-C6, six atoms, and dehydration gives 3-methylcyclohex-2-enone. Structure A is the uncondensed aldol, B needs a 4-membered ring and C a 5-membered ring.
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