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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 伪- 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

How might the following compounds be prepared using Michael reactions? Show the nucleophilic donor and the electrophilic acceptor in each case.

Intramolecular aldol cyclization of 2,5-heptanedione with aqueous NaOH yields a mixture of two enone products in the approximate ratio 9;1. Write their structures, and show how each is formed.

In contrast to the rapid reaction shown in Problem 23-60, ethyl acetoacetate requires a temperature over 150 掳C to undergo the same kind of cleavage reaction. How can you explain the difference in reactivity?

As shown in Figures 23-4, the Claisen reaction is reversible. That is, a饾泝-keto ester can be cleaved by base into two fragments. Using curved arrows to indicate electron flow, show the mechanism by which this cleavage occurs.

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