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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) ? A) 1 > 2 > 3 B) 2 > 3 > 1 C) 3 > 2 > 1 D) 1 > 3 > 2


A) 1 > 2 > 3
B) 2 > 3 > 1
C) 3 > 2 > 1
D) 1 > 3 > 2

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

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What are the relative positions of the substituents in the following structure? What are the relative positions of the substituents in the following structure? A) anti B) meta C) ortho D) para


A) anti
B) meta
C) ortho
D) para

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

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B

What is the IUPAC name of the following compound? What is the IUPAC name of the following compound? A) 2,4-dibromotoluene B) 2,4-dibromophenol C) 2,4-dibromohydroxybenzene D) 4,6-dibromophenol


A) 2,4-dibromotoluene
B) 2,4-dibromophenol
C) 2,4-dibromohydroxybenzene
D) 4,6-dibromophenol

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

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B

What is the approximate length of the carbon-carbon bonds in benzene?


A) 110 pm
B) 121 pm
C) 139 pm
D) 156 pm

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

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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? A) 1 B) 2 C) 3 D) 4


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

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

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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) ? A) 1 > 2 > 3 B) 2 > 3 > 1 C) 3 > 2 > 1 D) 1 > 3 > 2


A) 1 > 2 > 3
B) 2 > 3 > 1
C) 3 > 2 > 1
D) 1 > 3 > 2

E) None of the above
F) All of the above

Correct Answer

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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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What is the major organic product obtained from the following reaction? What is the major organic product obtained from the following reaction? A) 1 B) 2 C) 3 D) 4


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

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

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What is the hybridization of the nitrogen atom of pyridine?


A) s
B) sp
C) sp2
D) sp3

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

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Which of the following compounds is aromatic?


A) ethane
B) cyclobutadiene
C) benzene
D) cyclooctatetraene

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

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Which of the following represents the energy levels of the molecular orbitals of benzene? Which of the following represents the energy levels of the molecular orbitals of benzene? A) 1 B) 2 C) 3 D) 4


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

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

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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? A) 1 B) 2 C) 3 D) 4


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

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

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Which of the following ions is aromatic? Which of the following ions is aromatic? A) 1 B) 2 C) 3 D) 4


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

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

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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) 1 = phenol; 2 = aniline; 3 = anisole B) 1 = benzaldehyde; 2 = anisole; 3 = toluene C) 1 = anisole; 2 = xylene; 3 = toluene D) 1 = anisole; 2 = aniline; 3 = toluene


A) 1 = phenol; 2 = aniline; 3 = anisole
B) 1 = benzaldehyde; 2 = anisole; 3 = toluene
C) 1 = anisole; 2 = xylene; 3 = toluene
D) 1 = anisole; 2 = aniline; 3 = toluene

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

Correct Answer

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What are the relative positions of the substituents in the following structure? What are the relative positions of the substituents in the following structure? A) anti B) meta C) ortho D) para


A) anti
B) meta
C) ortho
D) para

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

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D

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) ? A) 1 > 2 > 3 B) 2 > 3 > 1 C) 3 > 2 > 1 D) 2 > 1 > 3


A) 1 > 2 > 3
B) 2 > 3 > 1
C) 3 > 2 > 1
D) 2 > 1 > 3

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

Correct Answer

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Which of the following does not undergo oxidation in the presence of H2CrO4? Which of the following does not undergo oxidation in the presence of H<sub>2</sub>CrO<sub>4</sub>? A) 1 B) 2 C) 3 D) 4


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

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

Correct Answer

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Which of the following molecules is the most acidic? Which of the following molecules is the most acidic? A) 1 B) 2 C) 3 D) 4


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

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

Correct Answer

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What are the two major organic products obtained from the following reaction? What are the two major organic products obtained from the following reaction?

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


A) The compound must be cyclic
B) The compound must have one p-orbital on each atom of a ring
C) The compound must be planar or nearly planar so that there is a continuous overlap of p orbitals
D) The compound must have a closed loop of six pi electrons

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

Correct Answer

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