Chapter 15: Q 15-15-18 E-b (page 477)
Give IUPAC names for the following compounds
b)

Short Answer
b)

3-bromobenzoic acid
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Chapter 15: Q 15-15-18 E-b (page 477)
Give IUPAC names for the following compounds
b)

b)

3-bromobenzoic acid
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The relative energy levels of the five molecular orbitals of the cyclopentadienyl system are similar to those in benzene. That is, there is a single lowest energy MO, above which the orbitals come in degenerate pairs. Draw a diagram like that in Figure 15-5, and tell which of the five orbitals are occupied in the cation, radical, and anion.
Pentalene is a most elusive molecule that has been isolated only at liquid-nitrogen temperature. The pentalene dianion, however, is well known and quite stable. Explain.
Pentalene
Pentalene dianion
All-cis cyclodecapentaene is a stable molecule that shows a single absorption in its NMR spectrum at . Tell whether it is aromatic, and explain its NMR spectrum.

Azulene, a beautiful blue hydrocarbon, is an isomer of naphthalene. Is azulene aromatic? Draw a second resonance form of azulene in addition to that shown.

Draw all of the resonance forms for each. What patterns emerge?

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