Chapter 15: Q 15-15-18 E-e (page 451)
Give IUPAC names for the following compounds
e)

Short Answer
e)

1-fluoro-2,4-dinitrobenzene
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Chapter 15: Q 15-15-18 E-e (page 451)
Give IUPAC names for the following compounds
e)

e)

1-fluoro-2,4-dinitrobenzene
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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
To be aromatic, a molecule must have 4n+2 p electrons and must have a planar, monocyclic system of conjugation. Cyclodecapentaene fulfills one of these criteria but not the other and has resisted all attempts at synthesis. Explain.

Look at the five resonance structures for phenanthrene (Problem 15-26), and predict which of its carbon-carbon bonds is the shortest.
Propose structures for compounds that fit the following descriptions:
(a) NMR: (4 H, broad singlet);(4 H, quartet, J = 7 Hz); (6 H, triplet, J =7 Hz) IR:.
(b)NMR:(4 H, broad singlet);(1 H, septet, J = 8 Hz);(3 H, singlet);(6 H, doublet, J = 8 Hz) IR:.
Cycloheptatrienone is stable, but cyclopentadienone is so reactive that it can’t be isolated. Explain, taking the polarity of the carbonyl group into account.

Cycloheptatrienone Cyclopentadienone
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