Chapter 22: Q77P-b (page 1206)
Propose mechanisms for the following reactions.
Short Answer
Mechanism followed as:
Chapter 22: Q77P-b (page 1206)
Propose mechanisms for the following reactions.
Mechanism followed as:
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Biochemists studying the structure of collagen (a fibrous protein in connective tissue) found cross-links containing unsaturated aldehydes between protein chains. Show the structures of the side chains that react to form these crosslinks, and propose a mechanism for their formation in a weakly acidic solution.
Predict the products of self-condensation of the following esters.
(a) methyl propanoate +
(b) ethyl phenylacetate + NaOCH2CH3
(c)
(d)
In Solved Problem 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 isto the other (lower) carbonyl group. Show how you would accomplish this alternative synthesis.
Show how octane-2,7-dione might cyclize to a cycloheptenone. Explain why ring closure to the cycloheptenone is not favored.
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