Chapter 17: 52P (page 847)
Which of the following compounds decarboxylates when heated?
Chapter 17: 52P (page 847)
Which of the following compounds decarboxylates when heated?
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Get started for freeAlkylation of the following compound with methyl iodide under two different conditions forms two different ketoesters (A and B). Each ketoester forms a cyclic diketone (C and D) when treated with methoxide ion in methanol.
a. Draw the structures of A and B, and indicate the conditions used in the alkylation reaction that cause that ketoester to be formed.
b. Draw the mechanism for the conversion of A to C.
What product is obtained from the aldol condensation of cyclohexanone?
Draw the enol tautomer for each of the following compounds. For compounds that have more than one enol tautomer, indicate the one that is more stable.
Use retrosynthetic analysis to plan a synthesis of the following target molecules. The only carbon-containing compounds available for the syntheses are cyclohexanol, ethanol, and carbon dioxide.
(a)
(b)
(c)
(d)
A -unsaturated carbonyl compound rearranges to a more stable conjugated -unsaturated compound in the presence of either acid or base.
a. Propose a mechanism for the base- catalyzed rearrangement.
b. Propose a mechanism for the acid- catalyzed rearrangement.
-unsaturated carbonyl compound -unsaturated carbonyl compound
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