JEE Main levelSingle correct optionDifficulty 2 of 3co074
Diethyl hexanedioate is treated with one equivalent of NaOEt in ethanol and the mixture is then acidified (Dieckmann condensation). The product is
Aethyl 2-oxocyclopentane-1-carboxylate
Bethyl 2-oxocyclohexane-1-carboxylate
Ccyclopentanone
Ddiethyl cyclopentane-1,2-dicarboxylate
Answer: A
The ester enolate at C2 attacks the ester carbonyl at C6, forming a ring of C2 to C6, which is five-membered. Loss of ethoxide gives the cyclic beta-keto ester, ethyl 2-oxocyclopentane-1-carboxylate.