(a) Cinnamaldehyde is used in artificial cinnamon flavoring. Show how cinnamaldehyde is

Chapter 22, Problem PROBLEM 22-29

(choose chapter or problem)

(a) Cinnamaldehyde is used in artificial cinnamon flavoring. Show how cinnamaldehyde is synthesized by a crossed aldol condensation followed by dehydration.

(b) Adding acetophenone slowly to a cold solution of LDA produces the enolate of acetophenone; but adding LDA slowly to a cold solution of acetophenone produces a condensation product. Show the reactions happening in each case, and explain why we observe such different results.

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