Chapter 15: Q15-13E (page 477)
Give IUPAC names for the following substances (red 5 O, blue 5 N):

Short Answer
- m-isopropyl phenol
- o-nitrobenzoic acid
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Chapter 15: Q15-13E (page 477)
Give IUPAC names for the following substances (red 5 O, blue 5 N):

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Cyclooctatetraene readily reacts with potassium metal to form the stable cyclooctatetraene dianion, . Why do you suppose this reaction occurs so easily? What geometry do you expect for the cyclooctatetraene dianion?

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

Give IUPAC names for the following compounds:

The proton NMR spectrum for a compound with formula is shown below. The infrared spectrum has a strong band at . The normal carbon-13 NMR spectral results are tabulated along with the DEPT-135 and DEPT-90 information. Draw the structure of this compound.


Indole is an aromatic heterocycle that has a benzene ring fused to a pyrrole ring. Draw an orbital picture of indole.
(a) How many p electrons does indole have?
(b) What is the electronic relationship of indole to naphthalene?
Indole
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