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Chapter 23: Q28E (page 783)

Based on your answers to Problem 23-27, predict the dehydration product for each reaction and provide the mechanism.

Short Answer

Expert verified

The products are formed by dehydration reaction.

Step by step solution

01

Product formed in reaction (a)

The product formed from the reaction (a) is,

02

Product formed in reaction (b)

The product formed from the reaction (b) is,

03

Product formed in reaction (c)

The product formed from the reaction (c) is,

04

Product formed in reaction (d)

The product formed from the reaction (d) is,

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Most popular questions from this chapter

As shown in Figures 23-4, the Claisen reaction is reversible. That is, a𝛃-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.

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

The Mannich reaction of a ketone, an amine, and an aldehyde is one of the few three-component reactions in organic chemistry. Cyclohexanone, for example, reacts with dimethylamine and acetaldehyde to yield an amino ketone. The reaction takes place in two steps, both of which are typical carbonyl-group reactions.

(a)The first step is reaction between the aldehyde and the amine to yield an intermediate iminium ion R2C=NR2+plus water. Propose a mechanism, and show the structure of the intermediate iminium ion.

(b)The second step is reaction between the iminium ion intermediate and the ketone to yield the final product. Propose a mechanism.

How would you prepare the following compound using a Robinson annulation reaction between a𝛃-diketone and an𝛂,𝛃 -unsaturated ketone? Draw the structures of both reactants and the intermediate Michael addition product

The following molecule was formed by a Robinson annulation reaction. What reactants were used?
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