Chapter 22: 45E (page 752)
How would you prepare the following ketones using an acetoacetic ester synthesis?

Short Answer
The given compounds are prepared by acetoacetic ester synthesis.
Chapter 22: 45E (page 752)
How would you prepare the following ketones using an acetoacetic ester synthesis?

The given compounds are prepared by acetoacetic ester synthesis.
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Predict the product(s) and provide the mechanism for each reaction below.

Ketones react slowly with benzene selenenyl chloride in the presence of HCl to yield a-phenyl seleno ketones. Propose a mechanism for this acid-catalyzed a-substitution reaction.

Why do you suppose ketone halogenations in acidic media are referred to as being acid-catalyzed,whereas halogenations in basic media are base-promoted? In other words, why is a full equivalent of base required for halogenation?
Which, if any, of the following compounds can be prepared by an acetoacetic ester synthesis? Explain.

Predict the product(s) and provide the mechanism for each reaction below.

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