Chapter 22: Q38E (page 752)
Rank the following compounds in order of increasing acidity:

Short Answer
The increasing order of acidity is,

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Chapter 22: Q38E (page 752)
Rank the following compounds in order of increasing acidity:

The increasing order of acidity is,

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Predict the product(s) of the following reactions:

Draw structures for all monoenol forms of the following molecule. Which would you expect to be the most stable? Explain.
Fill in the reagents a–c that are missing from the following scheme:

Although 2-substituted 2-cyclopentenones are in a base-catalyzed equilibrium with their 5-substituted 2-cyclopentenone isomers (Problem 22-55), the analogous isomerization is not observed for 2-substituted 2-cyclohexenones. Explain.

The two isomers cis- and trans-4-tert-butyl-2-methylcyclohexanone are interconverted by base treatment. Which isomer do you think is more stable, and why?
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