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Chapter 22: Q42E (page 752)

Predict the product(s) of the following reactions:

Short Answer

Expert verified

Chemical reaction (a)

Chemical reaction (b)

Chemical reaction (c)

Chemical reaction (d)

Step by step solution

01

The product of reaction (a)

The product formed from the given reaction is,

Chemical reaction (a)

One of the carboxylic acid group is removed from the gem di carboxylate group and forms a monocarboxylic acid group.

02

The product of reaction (b)

The product formed from the given reaction is,

Chemical reaction (b)

The -CH2group that is in between the two electron withdrawing groups will be the most acidic group and on reaction with a base, it forms a carbanion intermediate.

This on reaction with alkyl halide, forms a new C-C bond.

03

The product of reaction (c)

The product formed from the given reaction is,

Chemical reaction (c)

04

The product of reaction (d)

The product formed from the given reaction is,

Chemical reaction (d)

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Most popular questions from this chapter

For each reaction below, give the corresponding keto/enol tautomer and provide the complete mechanism.

When an optically active carboxylic acid such as (R)-2-phenylpropanoic acid is brominated under Hell–Volhard–Zelinskii conditions, is the product optically active or racemic? Explain.

Show how you might prepare 1-penten-3-one from 3-pentanone.

Predict the product(s) and provide the mechanism for each reaction below.

Why do you suppose ketone halogenations in acidic media are referred to as being acid-catalyzed,whereas halogenations in basic media are base-promoted? In other words, why is a full equivalent of base required for halogenation?
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