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Chapter 22: Q68P-e (page 1204)

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

e.

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01

Cross Aldol condensation

The reaction of the enolate ion with the carbonyl group other than reacting carbonyl species leads to the form of伪,尾 unsaturated aldehyde or ketone.

It is also called mixed aldol condensation because reacting carbonyl reacts with different carbonyls to form the product.

02

Formation of the product

As the hydrogen is protonated from the reacting species, formation of enolate ion occurs, which combines carbonyl other than reacting carbonyl species, followed by the removal of formation of unsaturated aldehyde appear as shown

Mixed aldol condensation

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Most popular questions from this chapter

Question:Show how you would use the Robinson annulation to synthesize the following compounds.

C.

Biochemists studying the structure of collagen (a fibrous protein in connective tissue) found cross-links containing 伪,尾unsaturated aldehydes between protein chains. Show the structures of the side chains that react to form these crosslinks, and propose a mechanism for their formation in a weakly acidic solution.

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

d.

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.
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