Chapter 18: Q 80 P (page 919)
Question: How can you prepare the following compounds with benzene as one of the starting materials?
a.)

b.)

c.)

d.)

Short Answer
a.)

b)

c.)

d.)

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Chapter 18: Q 80 P (page 919)
Question: How can you prepare the following compounds with benzene as one of the starting materials?
a.)

b.)

c.)

d.)

a.)

b)

c.)

d.)

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Propose a mechanism for each of the following reactions:
a.

b.

Draw resonance contributors for the carbanion that would be formed if meta-chloronitrobenzene were to react with hydroxide ion. Why doesn’t the reaction occur?
a. Does a coupling reaction have to be used to synthesize p-dipropylbenzene?
b. Can a coupling reaction be used to synthesize p-dipropylbenzene?
Explain why fluorobenzene is more reactive than chlorobenzene toward electrophilic aromatic substitution but chloromethyl benzene is more reactive than fluoromethylbenzene.
What is the major product of a Friedel-crafts alkylation using the following alkyl chlorides?
a. CH3CH2Cl
b. CH3CH3CH2Cl
c. CH3CH2CH(Cl)CH3
d. (CH3)3CCl
e. (CH2)2CHCH2Cl
f. CH2CHCH2Cl
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