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Chapter 23: Q43E (page 783)

The following reaction involves an intramolecular aldol reaction followed by a retroaldol-like reaction. Write both steps, and show their mechanisms.

Short Answer

Expert verified

The product is formed by aldol reaction.

Step by step solution

01

Reaction

The given reaction is,

02

Mechanism

The mechanism for the above reaction is,

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Most popular questions from this chapter

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

What product would you expect to obtain from the base treatment of 1,6-cyclo-decanedione?

Treatment of a 1,3-diketone such as 2,4-pentanedione with base does not give an aldol condensation product. Explain.

Aldol condensation of 3-methyl cyclohexanone leads to a mixture of two enone products, not counting double-bond isomers. Draw them.

How might you synthesize each of the following compounds using an aldol reaction? Show the structure of the starting aldehyde(s) or ketone(s) you would use in each case.
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