Chapter 18: Q79P (page 918)
Propose a mechanism for each of the following reactions:
a.

b.

Short Answer
The mechanism of the given reactions are:
a.

b.

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Chapter 18: Q79P (page 918)
Propose a mechanism for each of the following reactions:
a.

b.

The mechanism of the given reactions are:
a.

b.

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Show how the following compounds can be synthesized from benzene:
a)

b)

c)

For each horizontal row of substituted benzenes, indicate
1.

2.

3.

Benzene underwent a Friedel–Crafts acylation followed by a Wolff–Kishner reduction. The product gave the following 1H NMR spectrum. What acylchloride was used in the Friedel–Crafts acylation?

Question: Using resonance contributors for the carbocation intermediate, explain why a phenyl group is an ortho–para director.

Give the products, if any, of each of the following reactions:
a. benzonitrile + methyl chloride +
b. phenol +
c. benzoic acid ++
d. benzene + 2+
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