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Problems and exercisesMalonic and acetoacetic syntheses

Exercise 1

Propose a synthesis of 2-methylpentanoic acid from diethyl malonate, and one of 2-hexanone from ethyl acetoacetate.

Exercise 2

Which product is obtained by treating diethyl malonate with 2 eq. of NaOEt and 1,3-dibromopropane, and then with hot H3O+?

Exercise 3

Why do substituted malonic acids and β-keto acids decarboxylate on heating, whereas simple carboxylic acids do not?

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