Question 1

In what type of orbital does the lone pair on the indicated N atom reside? 2 D) sp3" class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

A)  p
B)  sp
C)  sp2
D)  sp3E) None of the above
F) A) and B)

Question 2

Which of the following ions is aromatic?

Accepted Answer

A)  I
B)  II
C)  III
D)  IVE) C) and D)
F) B) and C)

Question 3

Which of the following molecules has the most acidic hydrogen atoms?

Accepted Answer

A)  I
B)  II
C)  III
D)  IVE) None of the above
F) A) and B)

Question 4

What is the structure of a compound of molecular formula C10H14O2 that shows a strong IR absorption at 3150 ¾2850 cm-1 and gives the following 1H NMR absorptions: 1.4 (triplet,6H) ; 4.0 (quartet,4H) ; and 6.8 (singlet,4H) ppm? 10H14O2 that shows a strong IR absorption at 3150 ¾2850 cm-1 and gives the following 1H NMR absorptions: 1.4 (triplet,6H) ; 4.0 (quartet,4H) ; and 6.8 (singlet,4H) ppm?   A) I B) II C) III D) IV" class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

A)  I
B)  II
C)  III
D)  IVE) C) and D)
F) A) and B)

Question 5

Which of the following compounds is aromatic?

Accepted Answer

A)  I
B)  II
C)  III
D)  IVE) A) and C)
F) A) and D)

Question 6

What is the hybridization of the indicated N atom in the following compound? 2 D) sp3" class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

A)  p
B)  sp
C)  sp2
D)  sp3E) A) and B)
F) B) and D)

Question 7

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

Accepted Answer

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 = styreneE) A) and D)
F) All of the above

Question 8

Which of the following statements about benzene is true?

Accepted Answer

A)  Benzene is a saturated hydrocarbon.
B)  Benzene undergoes addition reactions.
C)  Benzene has five degrees of unsaturation.
D)  Benzene undergoes substitution reactions.E) None of the above
F) B) and C)

Question 9

What orbitals are used to form the bond indicated in the following molecule? 2¾Csp2 B) Csp2¾ C2p C) C2p¾C2p D) Csp3¾Csp3" class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

A)  Csp2¾Csp2
B)  Csp2¾ C2p
C)  C2p¾C2p
D)  Csp3¾Csp3E) A) and B)
F) A) and C)

Question 10

Why is the following compound not aromatic?

Accepted Answer

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

Question 11

What is the IUPAC name of the following compound?

Accepted Answer

A)  3-Bromo-1-chloro-4-toluene
B)  2-Bromo-4-chlorotoluene
C)  4-Chloro-2-bromo-1-toluene
D)  2-Bromo-4-chloroanisoleE) B) and D)
F) None of the above

Question 12

What is the correct assignment of the names of the following fused aromatic compounds?

Accepted Answer

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 = phenanthreneE) None of the above
F) All of the above

Question 13

What is the correct assignment of the number of signals in the 13C NMR spectra of the following disubstituted benzene derivatives? 13C NMR spectra of the following disubstituted benzene derivatives?   A) I = 3 signals; II = 3 signals; III = 2 signals B) I = 3 signals; II = 4 signals; III = 2 signals C) I = 6 signals; II = 6 signals; III = 6 signals D) I = 3 signals; II = 4 signals; III = 3 signals" class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

A)  I = 3 signals; II = 3 signals; III = 2 signals
B)  I = 3 signals; II = 4 signals; III = 2 signals
C)  I = 6 signals; II = 6 signals; III = 6 signals
D)  I = 3 signals; II = 4 signals; III = 3 signalsE) A) and D)
F) All of the above

Question 14

What is the correct structure for para-bromotoluene?

Accepted Answer

A)  I
B)  II
C)  III
D)  IVE) A) and D)
F) A) and C)

Question 15

Rank the following compounds in order of decreasing acidity,starting with the most acidic.  II > III B) III > II > I C) III > I > II D) I > III > II" class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

A)  I > II > III
B)  III > II > I
C)  III > I > II
D)  I > III > IIE) B) and C)
F) A) and C)

Question 16

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

Accepted Answer

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

Question 17

What is the IUPAC name of the following compound?

Accepted Answer

A)  2-Nitro-5-carboxychlorobenzene
B)  2-Chloro-4-carboxynitrobenzene
C)  2-Chloro-1-nitro-4-benzoic acid
D)  3-Chloro-4-nitrobenzoic acidE) B) and C)
F) None of the above

Question 18

What is the correct structure for toluene?

Accepted Answer

A)  I
B)  II
C)  III
D)  IVE) All of the above
F) B) and C)

Question 19

What compound is consistent with the following 1H NMR spectrum? 1H NMR spectrum?   A) Phenol B) Anisole C) 4-bromoanisole D) 4-bromotoluene" class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

A)  Phenol
B)  Anisole
C)  4-bromoanisole
D)  4-bromotolueneE) B) and D)
F) All of the above

Question 20

What orbitals are used to form the indicated bond? 3 B) sp2 C) p D) sp3 and sp2" class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

A)  sp3
B)  sp2
C)  p
D)  sp3 and sp2E) B) and D)
F) B) and C)

Exam 15: Benzene and Aromatic Compounds

What is the correct structure for toluene?

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Which of the following statements about benzene is true?

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What is the correct assignment of the names of the following fused aromatic compounds?

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

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What is the hybridization of the indicated N atom in the following compound?

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What orbitals are used to form the indicated bond?

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What is the IUPAC name of the following compound?

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What is the structure of a compound of molecular formula C10H14O2 that shows a strong IR absorption at 3150 ¾2850 cm-1 and gives the following 1H NMR absorptions: 1.4 (triplet,6H) ; 4.0 (quartet,4H) ; and 6.8 (singlet,4H) ppm?

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What is the IUPAC name of the following compound?

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Which of the following molecules has the most acidic hydrogen atoms?

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What orbitals are used to form the bond indicated in the following molecule?

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Which of the following compounds is aromatic?

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In what type of orbital does the lone pair on the indicated N atom reside?

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Why is the following compound not aromatic?

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Rank the following compounds in order of decreasing acidity,starting with the most acidic.

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What is the correct assignment of the number of signals in the 13C NMR spectra of the following disubstituted benzene derivatives?

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What is the correct structure for para-bromotoluene?

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

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What compound is consistent with the following 1H NMR spectrum?

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Which of the following ions is aromatic?

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What is the structure of a compound of molecular formula C₁₀H₁₄O₂ that shows a strong IR absorption at 3150 ¾2850 cm^-1 and gives the following ¹H NMR absorptions: 1.4 (triplet,6H) ; 4.0 (quartet,4H) ; and 6.8 (singlet,4H) ppm?

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What is the correct assignment of the number of signals in the ¹³C NMR spectra of the following disubstituted benzene derivatives?

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What compound is consistent with the following ¹H NMR spectrum?

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