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Molecular orbitals of equal energy are referred to as ___ orbitals.

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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) None of these choices.


A) I
B) II
C) III
D) IV
E) None of these choices.

F) A) and E)
G) None of the above

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Which of the following statements regarding the cyclopentadienyl cation 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) C) and D)
G) C) and E)

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4-Bromo-2-nitroaniline is: 4-Bromo-2-nitroaniline is:   A) I B) II C) III D) IV E) V


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

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

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Which reagent(s) /technique would serve to distinguish between azulene and bicyclo[5.3.0]decane? Which reagent(s) /technique would serve to distinguish between azulene and bicyclo[5.3.0]decane?   A) Br<sub>2</sub>,CCl<sub>4</sub> B) KMnO<sub>4</sub>,OH<sup>-</sup>,H<sub>2</sub>O C) NMR Spectroscopy D) NaBH<sub>4</sub>,H<sub>2</sub>O E) Two of these choices.


A) Br2,CCl4
B) KMnO4,OH-,H2O
C) NMR Spectroscopy
D) NaBH4,H2O
E) Two of these choices.

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

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C

How many different dihydroxybromobenzenes are possible?


A) 8
B) 7
C) 6
D) 5
E) 4

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

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Anisole is the name commonly assigned to:


A) Hydroxybenzene
B) Aminobenzene
C) Methylbenzene
D) Ethylbenzene
E) Methoxybenzene

F) A) and E)
G) None of the above

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Although all bond lengths in benzene are identical,that is not always true for all aromatic compounds.In naphthalene,for instance,the C1-C2 bond is shorter than the C2-C3 bond.Explain,using resonance theory.

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The major resonance structures for napht...

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Why would 1,3-cyclohexadiene undergo dehydrogenation readily?


A) It is easily reduced.
B) Hydrogen is a small molecule.
C) 1,3-Cyclohexadiene has no resonance energy.
D) It would gain considerable stability by becoming benzene.
E) It would not undergo dehydrogenation.

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

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

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Draw all significant resonance structures for azulene,C10H8

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Draw all significant resonance structures for pyridine,C6H5N

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How many resonances would be expected in the broadband proton-decoupled 13C spectrum of: How many resonances would be expected in the broadband proton-decoupled <sup>13</sup>C spectrum of:   A) 2 B) 3 C) 4 D) 5 E) 6


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

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

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How many equivalent resonance structures can be written for the cyclobutadienyl dication?


A) 1
B) 2
C) 3
D) 4
E) No equivalent resonance forms can be drawn.

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

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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 C)
G) A) and B)

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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 choices.


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

F) B) 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 benzene and 1-hexene?


A) NaOH in H2O
B) Br2 in CCl4
C) AgNO3 in C2H5OH
D) NaHSO3 in H2O
E) None of these choices.

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

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Which of the following is NOT true of benzene?


A) Benzene tends to undergo substitution rather than addition reactions,even though it has a high index of hydrogen deficiency.
B) All of the hydrogen atoms of benzene are equivalent.
C) The carbon-carbon bonds of benzene are alternately short and long around the ring.
D) Only one o-dichlorobenzene has ever been found.
E) Benzene is more stable than the hypothetical compound 1,3,5-cyclohexatriene.

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

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C

How many resonances would be expected in the broadband proton-decoupled 13C spectrum of: How many resonances would be expected in the broadband proton-decoupled <sup>13</sup>C spectrum of:   A) 1 B) 2 C) 3 D) 4 E) 5


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

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

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