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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

What ketones or aldehydes might the following enones have been prepared from by aldol reaction?

Which of the following compounds are aldol condensation products? What is the aldehyde or ketone precursor of each?

(a) 2-Hydroxy-2-methylpentanal (b) 5-Ethyl-4-methyl-4-hepten-3-one

The following reaction involves an intramolecular Michael reaction followed by an intramolecular aldol reaction. Write both steps, and show their mechanisms.

How might the following compounds be prepared using Michael reactions? Show the nucleophilic donor and the electrophilic acceptor in each case.

What condensation products would you expect to obtain by treatment of the following substances with sodium ethoxide in ethanol?

(a)Ethyl butanoate

(b)Cycloheptanone

(c)3,7-Nonanedione

(d)3-Phenylpropanal
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