Chapter 16: Q 3P (page 486)
How many products might be formed on chlorination of o-xylene (o-dimethylbenzene), m-xylene, and p-xylene?
Short Answer
Chlorination of o-xylene
Chlorination of meta-xylene
Chlorination of para-xylene
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Chapter 16: Q 3P (page 486)
How many products might be formed on chlorination of o-xylene (o-dimethylbenzene), m-xylene, and p-xylene?
Chlorination of o-xylene
Chlorination of meta-xylene
Chlorination of para-xylene
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The carbocation electrophile in a Friedel–Crafts reaction can be generated by an alternate means than reaction of an alkyl chloride with. For example, reaction of benzene with 2-methylpropene in the presence of yields tert-butylbenzene. Propose a mechanism for this reaction.
At what position, and on what ring, would you expect bromination of Benzanilide to occur? Explain by drawing resonance structures of theintermediates.
Benzanilide
Would you expect the Friedel–Crafts reaction of benzene with (R)-2-chlorobutane to yield optically active or racemic product? Explain.
Using resonance structures of the intermediates, explain why bromination of biphenyl occurs at ortho and para positions rather than at meta.

At what position and on what ring do you expect nitration of 4-bromobiphenyl to occur? Explain, using resonance structures of the potentialintermediates.

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