All the following questions concern ethyl (2-oxocyclohexane)carboxylate.
(a) Write a chemical equation showing how you could prepare ethyl (2-oxocyclohexane)carboxylate by a Dieckmann cyclization.
(b) Write a chemical equation showing how you could prepare ethyl (2-oxocyclohexane)carboxylate by acylation of a ketone.
(c) Write structural formulas for the two most stable enol forms of ethyl (2-oxocyclohexane)carboxylate.
(d) Write the three most stable resonance contributors to the most stable enolate derived from ethyl (2-oxocyclohexane)carboxylate.
(e) Show how you could use ethyl (2-oxocyclohexane)carboxylate to prepare 2-methylcyclohexanone.
(f) Give the structure of the product formed on treatment of ethyl (2-oxocyclohexane)-carboxylate with acrolein in ethanol in the presence of sodium ethoxide.
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