a) m-Chloronitrobenzene.
Interpretation:
How to synthesize m-chloronitrobenzene from benzene is to be shown.
Concept introduction:
In
To show:
How to synthesize m-chloronitrobenzene from benzene.
b) m-Chloroethylbenzene.
Interpretation:
How to synthesize m-chloroethylbenzene from benzene is to be shown.
Concept introduction:
Since a meta halogen substituted alkyl benzene is to be synthesized benzene is first converted into a meta directing
To show:
How to synthesize m-chloroethylbenzene from benzene.
c) 4-Chloro-1-nitro-2-propylbenzene.
Interpretation:
How to synthesize 4-chloro-1-nitro-2-propylbenzene from benzene is to be shown.
Concept introduction:
Since a propyl benzene with a nitro group in the ortho position and a Cl at meta position is to be synthesized. Benzene is first converted into a meta directing ketone by Friedal-Crafts acylation. The ketone upon halogenation will yield a m-halogen substituted ketone which can be reduced to a m-chloroalkyl benzene. Alkyl groups are o- and p- directing. Hence by nitrating the m-chloroalkyl benzene the desired product can be synthesized.
To show:
How to synthesize 4-chloro-1-nitro-2-propylbenzene from benzene.
d) 3-Bromo-2-methylbenzenesulfonic acid.
Interpretation:
How to synthesize 3-bromo-2-methylbenzenesulfonic acid from benzene is to be shown.
Concept introduction:
A benzenesulfonic acid with a methyl group in the ortho position and a Br at the meta position is to be synthesized. Benzene is first converted into toluene by Friedal-Crafts alkylation. The toluene upon sulfonation will yield a methyl sulfonic acid. By brominating the methylsulfonic acid the desired product can be synthesized.
To show:
How to synthesize 3-bromo-2-methylbenzenesulfonic acid from benzene.
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Chapter 16 Solutions
OWLv2 with Student Solutions Manual eBook, 4 terms (24 months) Printed Access Card for McMurry's Organic Chemistry, 9th
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