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Chapter 24: Q.21. (page 962)

Question: What two 尾-keto esters are formed in the Dieckmann reaction of the following diester?

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Dieckmann reaction

It involves the formation of beta-keto esters by diesters in the presence of a base. It is referred to as an intramolecular reaction.

Formation of products

The dieckmann reaction of diethyl 3,3-dimethylhexanedioate results in the formation of ethyl 2,2-dimethyl-5-oxocyclopentanecarboxylate and ethyl 4,4-dimethyl-2-oxocyclopentanecarboxylate.

The reaction is shown below: