Chapter 22: Q13P (page 1161)
Predict the products of the following reactions.
- cyclopentyl methyl ketone + excess CI2 + excess NaOH
- 1-cyclopentylethanol + excess I2 + excess NaOH
- propiophenone + excess Br2 + excess NaOH
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Chapter 22: Q13P (page 1161)
Predict the products of the following reactions.



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Propose a mechanism for the acid-catalyzed bromination of pentan-3-one.
Propose a mechanism for the acid-catalyzed reaction of cyclohexanone with pyrrolidine.
Show how you would use an aldol, Claisen, or another type of condensation to make each compound.

Show the products of the reactions of these carboxylic acids with before and after hydrolysis.
Phenylacetone can form two different enols.
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