The following questions concern ethyl (2-oxocyclohexane)carboxylate. O O O (a) Write a
Chapter 20, Problem 20.52(choose chapter or problem)
The following questions concern ethyl (2-oxocyclohexane)carboxylate. O O O (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. 853 car02745_ch20_820-857.indd 853 10/2/12 1:04 PM (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 (H2C CHCH O) in ethanol in the presence of sodium ethoxide.
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