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JEE Advanced levelSingle correct optionDifficulty 3 of 3hc110

Buta-1,3-diene is heated with ethene to form a cyclic hydrocarbon Y. Y is oxidised with hot concentrated followed by acidification. The final organic product is

  1. Acyclohexanone
  2. Bcyclohexane-1,2-diol
  3. Cbutanedioic acid (succinic acid)
  4. Dhexanedioic acid (adipic acid)

Answer: D

The Diels-Alder reaction of buta-1,3-diene with ethene gives cyclohexene (Y). Hot concentrated permanganate cleaves the C=C completely, and each carbon (each is a ) is oxidised to . The ring opens to the chain , hexanedioic acid. Cold alkaline permanganate would instead give the diol.
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