Chapter 15: Q21P (page 477)
Draw and name all possible aromatic compounds with the formula C7H7Cl.
Short Answer
Answer
(I)

Chloromethyl benzene
(II)

o-chlorotoluene.
(III)

m-chlorotoluene
(IV)

p-chlorotoluene.
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Chapter 15: Q21P (page 477)
Draw and name all possible aromatic compounds with the formula C7H7Cl.
Answer
(I)

Chloromethyl benzene
(II)

o-chlorotoluene.
(III)

m-chlorotoluene
(IV)

p-chlorotoluene.
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7 Propose structures for aromatic compounds that have the following NMR spectra:
(a)

b)

c)

Look at the three resonance structures of naphthalene shown in Section 15-6, and account for the fact that not all carbon-carbon bonds have the same length. The C1–C2 bond is 136 pm long, whereas the C2–C3 bond is 139 pm long
Anthracene has four resonance structures, one of which is shown. Draw the other three

Anthracene
1-Phenyl-2-butene has an ultraviolet absorption (). On treatment with a small amount of strong acid, isomerization occurs and a new substance with () is formed. Propose a structure for this isomer, and suggest a mechanism for its formation.
Give IUPAC names for the following compounds:

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