Diethyl heptanedioate is treated with one equivalent of NaOEt in ethanol (Dieckmann condensation). The product is then heated with dilute aqueous sulfuric acid, which hydrolyses the ester and causes decarboxylation. The final organic product is

Acyclopentanone
Bcycloheptanone
Cethyl 2-oxocyclohexane-1-carboxylate
Dcyclohexanone

Answer: D

The C2 enolate attacks the C7 ester carbonyl, giving a six-membered ring, ethyl 2-oxocyclohexane-1-carboxylate. Acid hydrolysis converts the ester to a beta-keto acid. Beta-keto acids lose

CO X_{2}

on heating, giving cyclohexanone.

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