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In the molecular orbital model of benzene,how many pairs of degenerate π\pi -bonding molecular orbitals are there?


A) 1
B) 2
C) 3
D) 4
E) 5

F) C) and E)
G) All of the above

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The compound illustrated below is found to have the following signals in its broadband decoupled C-13 spectra: 190.77,140.91,134.82,130.89 and 129.45 δ\delta Using resonance theory,assign the C-13 peaks to the appropriate carbons.  The compound illustrated below is found to have the following signals in its broadband decoupled C-13 spectra: 190.77,140.91,134.82,130.89 and 129.45   \delta  Using resonance theory,assign the C-13 peaks to the appropriate carbons.

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The pka of cyclopentadiene is found to be 16 while,by contrast,that of cycloheptatriene is found to be 36.Explain the large difference found in the two pka values.

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The 20 order of magnitude difference in ...

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Which of the following statements regarding the cycloheptatrienyl radical is correct?


A) It is aromatic.
B) It is not aromatic.
C) It obeys Hückel's rule.
D) It undergoes reactions characteristic of benzene.
E) It has a closed shell of 6 pi-electrons.

F) A) and E)
G) A) and B)

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In the molecular orbital model of the cyclopentadienyl cation,how many pairs of degenerate π\pi -molecular orbitals are there?


A) 6
B) 5
C) 4
D) 3
E) 2

F) A) and B)
G) A) and C)

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In the molecular orbital model of benzene,how many non-bonding molecular orbitals are there?


A) 1
B) 2
C) 3
D) 4
E) 0

F) C) and D)
G) A) and B)

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Draw all significant resonance structures for pyridine,C6H5N

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Draw the structure corresponding to the following name: 3-bromo 5-phenylaniline

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Hückel's Rule requires _________ π\pi electrons for an aromatic compound.

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In the molecular orbital model of the cyclopentadienyl cation,how many pairs of degenerate π\pi -antibonding molecular orbitals are there?


A) 1
B) 2
C) 3
D) 4
E) 5

F) B) and E)
G) All of the above

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Which isomer of C7H7Cl exhibits strong IR absorbances at 690 and 750 cm1? Which isomer of C<sub>7</sub>H<sub>7</sub>Cl exhibits strong IR absorbances at 690 and 750 cm<sup>1</sup>?   A)  I B)  II C)  III D)  IV E)  II and IV


A) I
B) II
C) III
D) IV
E) II and IV

F) B) and C)
G) A) and E)

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The Lewis structures of both pyridine and pyrrole have an electron pair on the nitrogen atom,suggesting that both substances might possess basic properties.However,only pyridine reacts readily with HCl to form pyridinium chloride,while pyrrole is rather unreactive.Explain clearly,using relevant diagrams to illustrate/clarify your answer.

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blured image Both pyridine and pyrrole are known to ...

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Application of the polygon-and-circle technique reveals that single electrons occupy each of the two nonbonding orbitals in the molecular orbital diagram of:


A) Cyclobutadiene
B) Benzene
C) Cyclopropenyl cation
D) Cyclopentadienyl anion
E) Cycloheptatrienyl cation

F) C) and E)
G) B) and D)

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Which reagent(s) would serve as the basis for a simple chemical test that would distinguish between naphthalene and 2,4,6-decatriene?


A) NaOH in H2O
B) KMnO4,OH - ,H2O
C) NaBH4,H2O
D) H2CrO4
E) None of these

F) B) and C)
G) A) and E)

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In the molecular orbital model of benzene,how many pairs of degenerate π\pi -antibonding molecular orbitals are there?


A) 1
B) 2
C) 3
D) 4
E) 5

F) C) and D)
G) D) and E)

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Which of the following would you expect to be aromatic? Which of the following would you expect to be aromatic?   A)  I B)  II C)  III D)  IV E)  All of these


A) I
B) II
C) III
D) IV
E) All of these

F) A) and B)
G) A) and E)

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Which of these species is aromatic? Which of these species is aromatic?   A)  I B)  II C)  III D)  IV E)  V


A) I
B) II
C) III
D) IV
E) V

F) B) and C)
G) A) and D)

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Draw the structure corresponding to the following name: 3-nitro-4-iodoanisole

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For which of the following substances,C9H10O,would the aromatic multiplet,in its 1H NMR spectrum,consist of two doublets? For which of the following substances,C<sub>9</sub>H<sub>10</sub>O,would the aromatic multiplet,in its <sup>1</sup>H NMR spectrum,consist of two doublets?   A)  I B)  II C)  III D)  IV E)  V


A) I
B) II
C) III
D) IV
E) V

F) B) and E)
G) A) and E)

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In the molecular orbital model of the cyclopentadienyl cation,how many π\pi -antibonding molecular orbitals are there?


A) 6
B) 5
C) 4
D) 3
E) 2

F) All of the above
G) C) and D)

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