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Chapter 22: Q71P-b (page 1205)

Show how you would accomplish the following conversions in good yields. You may use any necessary reagents.

Short Answer

Expert verified

The reagent used isBr2,PBr3 followed by hydrolysis.

Step by step solution

01

Reagent 

A reagent is a substance added in the reaction to form the product from the reaction, which means they are used to complete the chemical reactions.

02

HVZ reaction

It is known as Hell- Volhard- Zelinsky reaction, in which the bromine atom replaces the hydrogen of the alpha carbon to form alpha Bromo acids.

So, it is also an alpha halogenation reaction for carboxylic acids.

03

Reagent used in the reaction

So, as per the product formation Br2,PBr3is used to remove the alpha halogen from the alpha carbon of carboxylic acid formed alpha Bromo acyl bromide, which on further hydrolysis to form alpha Bromo acid as a required product.

Reaction as shown:

PRODUCT FORMATION

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Most popular questions from this chapter

Show how octane-2,7-dione might cyclize to a cycloheptenone. Explain why ring closure to the cycloheptenone is not favored.

Predict the products of the following reactions.

a. Cyclopentanone +Br2 in acetic acid

b. 1phenylethanol + I2 excess

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(a) Although the following compound is a substituted acetone derivative, it cannot be made by the acetoacetic ester synthesis. Explain why (two reasons).

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(c) Enamine reactions (Section 22-4) occur under relatively mild conditions, and they often give excellent yields of compounds like the one shown in part (a). Show how you might use an enamine reaction for this synthesis, beginning with 1,3-diphenylacetone.

Propose a mechanism for the following reaction. Show the structure of the compound that results from hydrolysis and decarboxylation of the product.

Question: Predict the products of the following reactions

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