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Chapter Eighteen
1.
Toluene is the common name for:
A)
hydroxybenzene
B)
aminobenzene
C)
methylbenzene
D)
ethylbenzene
E)
methoxybenzene
2.
Anisole is the common name for:
A)
hydroxybenzene
B)
aminobenzene
C)
methylbenzene
D)
ethylbenzene
E)
methoxybenzene
3.
Phenol is the common name for:
A)
hydroxybenzene
B)
aminobenzene
C)
methylbenzene
D)
ethylbenzene
E)
methoxybenzene
4.
o-xylene is the common name for:
A)
hydroxybenzene
B)
aminobenzene
C)
1,2-dimethylbenzene
D)
ethylbenzene
E)
1,3-dimethylbenzene
5.
What is the IUPAC name for the following compound?
OH
Br
A)
5-bromophenol
B)
3-bromophenol
C)
5-bromoaniline
D)
3-bromoaniline
E)
1-bromophenol
6.
Which of the following is another name for 4-chlorobenzaldehyde?
A)
o-chlorobenzaldehyde
B)
m- chlorobenzaldehyde
C)
p-chlorobenzaldehyde
D)
styrene
E)
1-chlorobenzaldehyde
7.
What is the IUPAC name for the following compound?
NH2
Br
NO2
A)
5-bromo-4-nitroaniline
B)
5-bromo-p-nitroaniline
C)
1-bromo-2-nitroaniline
D)
3-bromo-4-nitroaniline
E)
p-nitro-m-bromoaniline
8.
What is the correct structure for 4-amino-2-chlorophenol?
NH2
Cl
OH
NO2
Cl
OH
NH2
Cl
CH
O
NO2
Cl
OCH3
OH
Cl
NH2
I II III
IV V
A)
I
B)
II
C)
III
D)
IV
E)
V
9.
What is the correct order of the names for the following compound?
III III
A)
I-naphthalene; II-triphenyl; III-biphenyl
B)
I-naphthalene; II-phenanthrene; III-biphenyl
C)
I-biphenyl; II-anthracene; III-naphthalene
D)
I-naphthalene; II-anthracene; III-biphenyl
E)
I-biphenyl; II- phenanthrene; III-naphthalene
10.
What is the IUPAC name for the following compound?
NH2
Cl
Cl
A)
3,4-dichloroaniline
B)
2,4-dichloroaniline
C)
2,5-dichloroaniline
D)
3,6-dichloroaniline
E)
2,6-dichloroaniline
11.
What is the IUPAC name for the following compound?
OH
A)
4-butylphenol
B)
1-sec-butylphenol
C)
4-propylphenol
D)
4-sec-butylphenol
E)
1-isobutylphenol
12.
What is the IUPAC name for the following compound?
NO2
COH
O
A)
6-ethyl-3-nitrobenzoic acid
B)
1-ethyl-4-nitrobenzoic acid
C)
2-ethyl-5-nitrobenzoic acid
D)
2-ethyl-5-nitrobenzaldehyde
E)
4-nitro-3-carboxyethylbenzene
13.
What is the structure for 1,3-diphenylbutane?
14.
What is the structure for p-aminobenzoic acid (PABA)?
15.
What is the IUPAC name for the following compound?
O
F
H
16.
What is the IUPAC name for the following compound?
NO2
H3CO
Cl
17.
What is the IUPAC name for the following compound?
18.
What is the structure of styrene?
19.
What is the structure for 3-isobutyl-5-isopropylaniline?
20.
What is the structure for 4-amino-2-bromophenol?
OH
NH2
Br
OH
Br
H2N
OCH3
Br
NH2
OCH3
NH2
Br
OH
NH2
Br
III III IV V
A)
I
B)
II
C)
III
D)
IV
E)
V
21.
Which one of the following statement is not true for a compound to be considered as
aromatic?
A)
The compound must be cyclic and planar
B)
The compound must be monocyclic.
C)
The compound must have a conjugated system with p orbital at every vertex
D)
The compound must satisfy Hückel’s rule –must have (4n + 2) electrons.
E)
none of these
22.
What is the main difference between an aromatic and antiaromatic compound?
A)
Aromatic compounds must be cyclic and planar, but not antiaromatic compounds
B)
Aromatic compounds must be monocyclic.
C)
Antiaromatic compounds must have a conjugated system with p orbital at every vertex
D)
Aromatic compounds must satisfy Hückel’s rule.
E)
none of these
23.
The number of π electrons present in an antiaromatic compound:
A)
4n + 2
B)
2n + 2
C)
4n
D)
none
E)
none of these
24.
The number of π electrons present in an aromatic compound:
A)
4n + 2
B)
2n + 2
C)
4n
D)
none
E)
None of these
25.
Using a Frost circle, draw the molecular orbital energy diagram for the cyclopropenyl
anion and predict if it is aromatic.
26.
Using a Frost circle, draw the molecular orbital energy diagram for the cyclopentadienyl
anion and predict if it is aromatic.
27.
Using a Frost circle, draw the molecular orbital energy diagram for the tropylium cation
and predict if it is aromatic.
28.
Using a Frost circle, draw the molecular orbital energy diagram for the
cyclononatetraenyl cation and predict if it is aromatic.
29.
Which one of the following compound is aromatic?
S
O
III III IV
A)
I
B)
II
C)
III
D)
IV
E)
None of these
30.
Which one of the following compound is antiaromatic?
NN
H
H
N
N
HH
H
N
N
III
III IV
A)
I
B)
II
C)
III
D)
IV
31.
Which one of the following compound is nonaromatic?
N
H
N
III
III IV V
A)
I
B)
II
C)
III
D)
IV
E)
V
32.
Which one of the following compound is aromatic?
III III IV
A)
I
B)
II
C)
III
D)
IV
33.
Which one of the following compound is nonaromatic?
N
N
H
H
II
O
III
N
H
O
IV
B CH3
I
A)
I
B)
II
C)
III
D)
IV
34.
Which one of the following compound is aromatic?
N
N
H
H
II
O
III
N
H
O
IV
B CH3
I
A)
I
B)
II
C)
III
D)
IV
35.
Which one of the following compound(s) is antiaromatic?
N
N
H
H
II
O
III
N
H
O
IV
B CH3
I
A)
I
B)
II
C)
III
D)
IV
E)
III & IV
36.
Which one of the following compounds is aromatic?
B
H
I
N
H
O
IV
II III
A)
I
B)
II
C)
III
D)
IV
37.
Which one of the following compounds is antiaromatic?
S O N
H
B
H
III III IV V
A)
I
B)
II
C)
III
D)
IV
E)
V
38.
Classify the following compound as aromatic, antiaromatic, or nonaromatic. Explain
your choice.
O
39.
Classify the following compound as aromatic, antiaromatic, or nonaromatic. Explain
your choice.
S
40.
Classify the following compound as aromatic, antiaromatic, or nonaromatic. Explain
your choice.
41.
Classify the following compound as aromatic, antiaromatic, or nonaromatic. Explain
your choice.
O
42.
Classify the following compound as aromatic, antiaromatic, or nonaromatic. Explain
your choice.
O
43.
Classify the following compound as aromatic, antiaromatic, or nonaromatic. Explain
your choice.
N
N
H
H
44.
Classify the following compound as aromatic, antiaromatic, or nonaromatic. Explain
your choice.
N
H
O
45.
Classify the following compound as aromatic, antiaromatic, or nonaromatic. Explain
your choice.
N
N
H
N
46.
Classify the following compounds as aromatic, antiaromatic, or nonaromatic. Explain
your choice.
O
O
III
47.
Classify the following compounds as aromatic, antiaromatic, or nonaromatic. Explain
your choice.
N
H
OS
O
O
O
III IV
II
I
N
H
N
O
NH2
