Exam 21: Benzene and the Concept of Aromaticity

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Furan has the structure shown below.  Furan has the structure shown below.   The  \pi  orbitals in furan are shown below.   The π\pi orbitals in furan are shown below.  Furan has the structure shown below.   The  \pi  orbitals in furan are shown below.

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The product of the following reaction would be a dicarboxylic acid. The product of the following reaction would be a dicarboxylic acid.

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Which of the following compounds undergoes heterolytic carbon-halogen bond cleavage to form a stable organic cation? Which of the following compounds undergoes heterolytic carbon-halogen bond cleavage to form a stable organic cation?

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What is the correct assignment of the names of the following heterocycles? What is the correct assignment of the names of the following heterocycles?

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What is the correct assignment of the names of the following substituted benzenes? What is the correct assignment of the names of the following substituted benzenes?

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How many p orbital electrons are present in cyclopentadienyl anion?

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Which of the following molecules is the most acidic? Which of the following molecules is the most acidic?

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What is the correct assignment of the names of the following substituted benzenes? What is the correct assignment of the names of the following substituted benzenes?

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Consider the following structure.  Consider the following structure.   -This structure contains ____  \pi  electrons. -This structure contains ____ π\pi electrons.

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How many p orbital electrons are present in furan?

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What is the major organic product obtained from the following reaction? What is the major organic product obtained from the following reaction?

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Answer the following questions concerning sulfathiazole below by filling ieach blank with the appropriate response.  Answer the following questions concerning sulfathiazole below by filling ieach blank with the appropriate response.   -Assuming that the sulfur atom is sp<sup>2</sup>-hybridized, there are _____  \pi -electrons in the sulfathiazole ring. -Assuming that the sulfur atom is sp2-hybridized, there are _____ π\pi -electrons in the sulfathiazole ring.

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Consider the following structure.  Consider the following structure.   The <sup>1</sup>H NMR spectrum of this compound -60<sup> \circ </sup>C shows a peak at 7.6 ppm, this would indicate aromaticity. The 1H NMR spectrum of this compound -60 ∘\circ C shows a peak at 7.6 ppm, this would indicate aromaticity.

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The following compound could be produced by reaction of phenol with bromobenzene. The following compound could be produced by reaction of phenol with bromobenzene.

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Which of the following compounds is antiaromatic?

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What is the correct assignment of the names of the following fused arenes? What is the correct assignment of the names of the following fused arenes?

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Which of the following heterocycles is not aromatic? Which of the following heterocycles is not aromatic?

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What is the IUPAC name of the following compound? What is the IUPAC name of the following compound?

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Which orbital contains the lone pair on the nitrogen atom of pyrrole?

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Which of the following has the compounds shown in the correct order of decreasing acidity (i.e., more acidic > less acidic)? Which of the following has the compounds shown in the correct order of decreasing acidity (i.e., more acidic > less acidic)?

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