JEE Advanced levelSingle correct optionDifficulty 3 of 3co209
Hexanedioic acid is heated with Ba(OH)X2 at about 300 ∘C, and the organic product is reduced with NaBHX4 followed by aqueous work-up. The final product is
Acyclopentanone
Bhexane-1,6-diol
Ccyclopentanol
Dcyclohexanol
Answer: C
Heating the barium salt of hexanedioic (adipic) acid causes ketonic decarboxylation with ring closure, giving the five-membered ketone cyclopentanone. NaBHX4 reduces the ketone to cyclopentanol.