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Chapter 23: Q23-13P (page 768)

What product would you expect from the following mixed Claisen-like reaction?

Short Answer

Expert verified

The product from the above reactants when they undergo a mixed Claisen-like reaction are acetate and alcohol.

Step by step solution

01

Concept

A mixed Claisen reaction is effective when only one of the two partners has an acidic α- hydrogen atom and the other does not.

therefore, one form of acetate can convert into an enolate ion hence one is a donor and another is an accepter.

02

Chemical reaction occurs (Mixed Claisen reaction):

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Most popular questions from this chapter

Show how you would synthesize the following compound using an aldol reaction:

The third and fourth steps in the synthesis of Hagemann’s ester from ethyl acetoacetate and formaldehyde (Problem 23-71) are an intramolecular aldol cyclization to yield a substituted cyclohexenone, and a decarboxylation reaction. Write both reactions, and show the products of each step.

Dieckmann cyclization of diethyl 3-methylheptanedioate gives a mixture of two𝛃-keto ester products. What are their structures, and why is a mixture formed?

Show the products you would expect to obtain by Claisen condensation of the following esters:(a) (CH3)2CHCH2CO2Et (b) Ethyl phenylacetate (c) Ethyl cyclohexyl acetate

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
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