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JEE Advanced levelSingle correct optionDifficulty 3 of 3co209

Hexanedioic acid is heated with at about 300 C, and the organic product is reduced with followed by aqueous work-up. The final product is

  1. Acyclopentanone
  2. Bhexane-1,6-diol
  3. Ccyclopentanol
  4. Dcyclohexanol

Answer: C

Heating the barium salt of hexanedioic (adipic) acid causes ketonic decarboxylation with ring closure, giving the five-membered ketone cyclopentanone. reduces the ketone to cyclopentanol.
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