Propose a mechanism for the conjugate addition of a nucleophile to acrylonitrile 1Nuc:-2

Chapter 0, Problem 22-55

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Propose a mechanism for the conjugate addition of a nucleophile to acrylonitrile 1Nuc:-2 (e) (f) Problem-solving Hint Claisen condensations usually give 1,3-dicarbonyl products, with one saturated carbon between two carbonyl groups. Michael additions commonly give 1,5-dicarbonyl products, with three saturated carbons between two carbonyl groups. When you need a compound with three carbons between two carbonyl groups, consider a Michael addition. PROBLEM 22-52 In Solved 22-9, the target molecule was synthesized using a Michael addition to form the bond that is to the upper carbonyl group. Another approach is to use a Michael addition to form the bond that is to the other (lower) carbonyl group. Show how you would accomplish this alternative synthesis. b,g b,g O O PROBLEM 22-54 Show how an acetoacetic ester synthesis might be used to form a such as heptane2,6-dione. d-diketone and to nitroethylene. Use resonance forms to show how the cyano and nitro groups activate the double bond toward conjugate addition.