Q4(b). Dieckmann cyclization of diethyl adipate
Name and explain the conversion of diethyl adipate into ethyl 2-oxocyclopentanecarboxylate using NaOEt/EtOH followed by H₂O/HCl.
Model answer
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CoversDieckmann condensationdiethyl adipateintramolecular Claisen condensationβ-keto esterethyl 2-oxocyclopentanecarboxylate
All parts of Question 4
- 4(a) Claisen condensation followed by cyclization10 marks
- 4(b) Dieckmann cyclization of diethyl adipate10 marks
- 4(c) Cobalt-catalysed hydroformylation10 marks
- 4(d) Benzyne generation and capture5 marks
- 4(e) Thermal–photochemical–thermal switching5 marks