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Chapter 22: Q.69D (page 1204)

Question: Predict the products of the following reactions

d.

Short Answer

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Answer

Step by step solution

01

Aldol self-condensation

It is the reaction of the enolate ion with another carbonyl group lead to form α,βunsaturated aldehyde or ketone.

02

Formation of the product

As the hydrogen is protonated from the reacting species formation of enolate ion occur which combine with another group of carbonyl followed by the removal of formation of unsaturated aldehyde occur as shown:

Product

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Most popular questions from this chapter

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

f.

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

a.

A reaction involved in the metabolism of sugars is the splitting of fructose-1,6-diphosphate to give glyceraldehyde3-phosphate and dihydroxyacetone phosphate. In the living system, this retro-aldol is catalyzed by an enzyme called aldolase; however, it can also be catalyzed by a mild base. Propose a mechanism for the base-catalyzed reaction

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.

(A true story.) Chemistry lab students added an excess of ethyl magnesiumbromide to methyl furoate, expecting the Grignard reagent to add twice and form the tertiary alcohol. After water workup, they found that the product was a mixture of two compounds. One was the expected product having two ethyl groups, but the unexpected product had added three ethyl groups. Propose a mechanism to explain the formation of the unexpected product.
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