Chapter 12: Q30E (page 354)
Predict the products of the following reactions:

Short Answer
The product will be

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Chapter 12: Q30E (page 354)
Predict the products of the following reactions:

The product will be

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Rank the double bonds below in terms of increasing stability:

Question: Which of the following compounds cannotbe prepared by an acetoacetic ester synthesis? Explain.
(a)Phenylacetone
(b)Acetophenone
(c)3,3-Dimethyl-2-butanone
As far back as the 16th century, South American Incas chewed the leaves of the coca bush, Erythroxylon coca, to combat fatigue. Chemical studies of Erythroxylon coca by Friedrich Wohler in 1862 resulted in the discovery of cocaine, C17H21NO4, as the active component. Basic hydrolysis of cocaine leads to methanol, benzoic acid, and another compound called ecgonine, C9H15NO3. Oxidation of ecgonine with CrO3 yields a keto acid that readily loses CO2 on heating, giving tropinone.
(a) What is a likely structure for the keto acid?
(b) What is a likely structure for ecgonine, neglecting stereochemistry?
(c) What is a likely structure for cocaine, neglecting stereochemistry?
-Carotene, a yellow food-coloring agent and dietary source of vitamin A can be prepared by a double Wittig reaction between 2 equivalents of-ionylideneacetaldehyde and a diylide. Show the structure of the -carotene product.

How would you synthesize the following substances from benzaldehyde and any other reagents needed?
a.

b.

c.

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