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
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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Get started for freeBenzene and alkyl-substituted benzenes can be hydroxylated by reaction with in the presence of an acidic catalyst. What is the structure of the reactive electrophile? Propose a mechanism for the reaction.
Which of the following alkyl halides would you expect to undergo Friedel–
Crafts reaction with rearrangement and which without? Explain.
(a)
(b)
(c)
(d)
(e) Chlorocyclohexane
Treatment of p-bromotoluene with NaOH at yields a mixture of twoproducts, but treatment of m-bromotoluene with NaOH yields a mixture ofthreeproducts. Explain.
Question: How might you synthesize the following substances from benzene?
(a) m-Chloronitrobenzene
(b) m-Chloroethylbenzene
(c) 4-Chloro-1-nitro-2-propylbenzene
(d) 3-Bromo-2-methylbenzenesulfonic acid
Identify the carboxylic acid chloride that might be used in a Friedel–Crafts acylation reaction to prepare each of the following acylbenzenes:
a.
b.
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