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Chapter 22: Q68P-D (page 1204)

Question:Show how you would use an aldol, Claisen, or another type of condensation to make each compound

d.

Short Answer

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Answer

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01

Cross Claisen condensation

The nucleophilic acyl substitution reaction of ether forming the enolate ion with ether group other than reacting ether group leads to form unsaturated ketone.

It is also called mixed Claisen condensation because reacting ether reacts with different ether to form the product.

02

Formation of the product

As the hydrogen is protonated from the reacting species, which is ether formation of enolate ion occurs, which combines with ether other than reacting ether group, followed by the removal of formation of unsaturated ketone appear as shown:

Claisen Condensation

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Most popular questions from this chapter

Show how you would use the acetoacetic ester synthesis to make the following compounds

Predict the major products of the following reactions.

a)

The Knoevenagel condensation is a special case of the aldol condensation in which an active methylene compound reacts with an aldehyde or ketone, in the presence of a secondary amine as a basic catalyst, to produce a new C=C. Show the starting materials that made each of these by a Knoevenagel condensation.

In Solved Problem 22-9, the target molecule was synthesized using a Michael addition to form the bond that is β,γ to the upper carbonyl group. Another approach is to use a Michael addition to form the bond that isβ,γto the other (lower) carbonyl group. Show how you would accomplish this alternative synthesis.

Question: Predict the products of the following reactions

a. Cyclopentanone +Br2 in acetic acid

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