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Chapter 23: Q3P (page 759)

What enone product would you expect from aldol condensation of each of the following compounds?

Short Answer

Expert verified

ENONEcontains 伪-尾unsaturated carbonyl compound having alkene which is conjugated to ketone in the same compound.

Step by step solution

01

(a) first product is:

02

(b) second product is:


03

(c)third product is:

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Most popular questions from this chapter

The compound known as Hagemann鈥檚 ester is prepared by treatment of a mixture of formaldehyde and ethyl acetoacetate with base, followed by acid-catalyzed decarboxylation.

(a)The first step is an aldol-like condensation between ethyl acetoacetate and formaldehyde to yield an 伪,尾-unsaturated product. Write the reaction, and show the structure of the product.

(b)The second step is a Michael reaction between ethyl acetoacetate and the unsaturated product of the first step. Show the structure of the product.

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

What product would you expect to obtain from aldol cyclization of hexanedial,OHCCH2CH2CH2CH2CHO

The following reaction involves a conjugate addition reaction followed by an intramolecular Claisen condensation. Write both steps, and show their mechanisms.

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