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Why is the following compound not aromatic? Why is the following compound not aromatic?   A)  It has 4n electrons. B)  It is not cyclic. C)  It has 4n+2 electrons. D)  The <font face= symbol ></font> electron system is not continuous.


A) It has 4n electrons.
B) It is not cyclic.
C) It has 4n+2 electrons.
D) The electron system is not continuous.

E) B) and C)
F) None of the above

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What is the IUPAC name of the following compound? What is the IUPAC name of the following compound?   A)  3,6-Dichloroaniline B)  2,5-Dichloroaniline C)  2,5-Dichloroaminobenzene D)  2,5-Dichloroanisole


A) 3,6-Dichloroaniline
B) 2,5-Dichloroaniline
C) 2,5-Dichloroaminobenzene
D) 2,5-Dichloroanisole

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

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Which of the following molecules has the most acidic hydrogen atoms? Which of the following molecules has the most acidic hydrogen atoms?   A)  I B)  II C)  III D)  IV


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

E) None of the above
F) B) and C)

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Which of the following heterocycles is not aromatic? Which of the following heterocycles is not aromatic?   A)  I B)  II C)  III D)  IV


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

E) A) and D)
F) C) and D)

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Which of the following compounds is not aromatic? Which of the following compounds is not aromatic?   A)  I B)  II C)  III D)  IV


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

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

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A

Which of the following statements about the structure of benzene is not true?


A) Benzene is planar.
B) Benzene has three short double bonds alternating with three longer single bonds.
C) The electrons in the pi bonds are delocalized around the ring.
D) Benzene has six pi electrons.

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

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B

Which of the following ions is aromatic? Which of the following ions is aromatic?   A)  Only I and II B)  Only II and III C)  Only III and IV D)  Only II and IV


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

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

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Which of the following is not a criterion for antiaromaticity?


A) The molecule must be cyclic.
B) The molecule must have (4n + 2) pi electrons.
C) The molecule must be planar.
D) The molecule must be completely conjugated.

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

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B

Rank the following compounds in order of decreasing acidity, starting with the most acidic. Rank the following compounds in order of decreasing acidity, starting with the most acidic.   A)  I > II > III B)  III > II > I C)  III > I > II D)  I > III > II


A) I > II > III
B) III > II > I
C) III > I > II
D) I > III > II

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

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Which of the following statements about the molecular orbital (MO) theory is true?


A) When two p orbitals of similar phase overlap side-by-side, a * antibonding molecular orbital is formed.
B) When two p orbitals of opposite phase overlap side-by-side, a bonding molecular orbital is formed.
C) A bonding molecular orbital is higher in energy than the two atomic p orbitals from which it is formed.
D) A * antibonding molecular orbital is higher in energy than the two atomic p orbitals from which it is formed.

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

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What is the correct assignment of the names of the following aromatic heterocycles? What is the correct assignment of the names of the following aromatic heterocycles?   A)  I = pyridine; II = pyrimidine; III = furan. B)  I = pyrimidine; II =pyrrole; III = furan. C)  I = pyridine; II = pyrrole; III = furan. D)  I = pyrimidine; II = pyrrole; III = tetrahydrofuran.


A) I = pyridine; II = pyrimidine; III = furan.
B) I = pyrimidine; II =pyrrole; III = furan.
C) I = pyridine; II = pyrrole; III = furan.
D) I = pyrimidine; II = pyrrole; III = tetrahydrofuran.

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

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Why is the following compound not aromatic? Why is the following compound not aromatic?   A)  It has 4n pi electrons. B)  It is not cyclic. C)  It has 4n+2 pi electrons. D)  The <font face= symbol ></font> electron system is not continuous.


A) It has 4n pi electrons.
B) It is not cyclic.
C) It has 4n+2 pi electrons.
D) The electron system is not continuous.

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

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What is the correct structure for anisole? What is the correct structure for anisole?   A)  I B)  II C)  III D)  IV


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

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

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Which of the following compounds is not aromatic? Which of the following compounds is not aromatic?   A)  I B)  II C)  III D)  IV


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

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

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What is the name of the following compound? What is the name of the following compound?   A)  2,6-dimethylbenzene B)  5-methyltoluene C)  anisole D)  1,3-dimethylbenzene


A) 2,6-dimethylbenzene
B) 5-methyltoluene
C) anisole
D) 1,3-dimethylbenzene

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

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What orbitals are used to form the indicated bond? What orbitals are used to form the indicated bond?   A)  sp<sup>3</sup> B)  sp<sup>2</sup> C)  p D)  sp<sup>3</sup> and sp<sup>2</sup>


A) sp3
B) sp2
C) p
D) sp3 and sp2

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

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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?   A)  I = Phenol; II = anisole; III = toluene. B)  I = Benzaldehyde; II = phenol; III = anisole. C)  I = Benzaldehyde; II = phenol; III = toluene. D)  I = Phenol; II = anisole; III = styrene.


A) I = Phenol; II = anisole; III = toluene.
B) I = Benzaldehyde; II = phenol; III = anisole.
C) I = Benzaldehyde; II = phenol; III = toluene.
D) I = Phenol; II = anisole; III = styrene.

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

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What is the IUPAC name of the following compound? What is the IUPAC name of the following compound?   A)  1-Chloro-4-ethyl-3-propylbenzene B)  1-Chloro-4-ethyl-5-propylbenzene C)  4-Chloro-1-ethyl-2-propylbenzene D)  4-Chloro-2-propyltoluene


A) 1-Chloro-4-ethyl-3-propylbenzene
B) 1-Chloro-4-ethyl-5-propylbenzene
C) 4-Chloro-1-ethyl-2-propylbenzene
D) 4-Chloro-2-propyltoluene

E) A) and D)
F) C) and D)

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Which of the following is not one of the Hückel's criteria for aromaticity?


A) The molecule must be cyclic.
B) The molecule must be planar.
C) The molecule must be completely conjugated.
D) The molecule must have 4n pi electrons.

E) B) and D)
F) None of the above

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What is the correct assignment of the names of the following fused aromatic compounds? What is the correct assignment of the names of the following fused aromatic compounds?   A)  I = naphthalene; II = anthracene; III = phenanthrene. B)  I = naphthalene; II = phenanthrene; III = anthracene. C)  I = naphthalene; II = phenanthrene; III = benzo[a]pyrene. D)  I = anthracene; II = naphthalene; III = phenanthrene.


A) I = naphthalene; II = anthracene; III = phenanthrene.
B) I = naphthalene; II = phenanthrene; III = anthracene.
C) I = naphthalene; II = phenanthrene; III = benzo[a]pyrene.
D) I = anthracene; II = naphthalene; III = phenanthrene.

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

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