Question 1

Which compound would you NOT expect to be aromatic?

Accepted Answer

A)   I
B)   II
C)   III
D)   IV
E)   VF) A) and B)
G) B) and C)

Question 2

In the molecular orbital model of benzene,how many pi-electrons are delocalized about the ring?

Accepted Answer

A)   2
B)   3
C)   4
D)   5
E)   6F) A) and D)
G) A) and B)

Question 3

On the basis of molecular orbital theory and Hückel's rule,which of these compounds should be aromatic?

Accepted Answer

A)   I
B)   II
C)   III
D)   IV
E)   VF) C) and E)
G) None of the above

Question 4

Why would 1,3-cyclohexadiene undergo dehydrogenation readily?

Accepted Answer

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 B)
G) None of the above

Question 5

How many dichloronaphthalenes are possible?

Accepted Answer

A)   7
B)   8
C)   9
D)   10
E)   12F) D) and E)
G) A) and C)

Question 6

Which of the following is NOT true of benzene?

Accepted Answer

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 E)
G) D) and E)

Question 7

Which of the following statements regarding the cyclopentadienyl cation is correct?

Accepted Answer

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) B) and E)
G) B) and D)

Question 8

The difference between the amount of heat actually released upon hydrogenation of benzene and that calculated on the basis of the Kekule structure is called the ____________________ of benzene.

Accepted Answer

The answer of The difference between the amount of heat...

Question 9

Which reagent(s) would serve as the basis for a simple chemical test that would distinguish between ethylbenzene and vinylcyclohexane?

Accepted Answer

A)   H2CrO4
B)   LAH
C)   NaBH4,H2O
D)   KMnO4,OH - ,H2O
E)   Two of the aboveF) C) and E)
G) B) and C)

Question 10

How many equivalent resonance structures can be written for the cyclopentadienyl anion?

Accepted Answer

A)   3
B)   4
C)   5
D)   6
E)   7F) B) and C)
G) None of the above

Question 11

Which of the following statements regarding the cyclopropenyl anion is correct?

Accepted Answer

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 D)
G) A) and E)

Question 12

Xylene is the name commonly assigned to:

Accepted Answer

A)   Hydroxybenzene
B)   Aminobenzene
C)   Dimethylbenzene
D)   Ethylbenzene
E)   MethoxybenzeneF) A) and B)
G) A) and C)

Question 13

Which dichlorobenzene might theoretically yield three mononitro products?

Accepted Answer

A)   o-Dichlorobenzene
B)   m-Dichlorobenzene
C)   p-Dichlorobenzene
D)   None of these
E)   All of theseF) B) and E)
G) B) and C)

Question 14

In the molecular orbital model of benzene,how many pi-electrons are in bonding molecular orbitals?

Accepted Answer

A)   6
B)   5
C)   4
D)   3
E)   2F) A) and C)
G) B) and C)

Question 15

In the molecular orbital model of cyclobutadiene,how many   π\piπ -antibonding molecular orbitals are there?

Accepted Answer

A)   5
B)   4
C)   3
D)   2
E)   1 F) B) and E)
G) B) and C)

Question 16

In the molecular orbital model of the cyclopentadienyl cation,how many   π\piπ -bonding molecular orbitals are there?

Accepted Answer

A)   6
B)   5
C)   4
D)   3
E)   2 F) A) and D)
G) A) and C)

Question 17

How many different dibromophenols are possible?

Accepted Answer

A)   8
B)   7
C)   6
D)   5
E)   4F) A) and E)
G) D) and E)

Question 18

The correct name for the compound shown below is:

Accepted Answer

A)   3,4-Dibromoaniline
B)   2,4-Dibromoaniline
C)   2,5-Dibromoaniline
D)   3,6-Dibromoaniline
E)   2,6-DibromoanilineF) A) and B)
G) None of the above

Question 19

Consider the oxygen atom in the molecules of furan and tetrahydrofuran.Bearing in mind that furan exhibits aromatic properties,compare the hybridization of oxygen in both species,explaining why it must be different,although at first glance,it may appear identical.

Accepted Answer

<img  loading="lazy" src="/assets/images/blured-textbook.svg" class="d-inline m-1" alt="blured image" width="139" height="30"> Oxygen has 2 lone electron pairs in bot...

Question 20

Aniline is the name commonly assigned to:

Accepted Answer

A)   Hydroxybenzene
B)   Aminobenzene
C)   Methylbenzene
D)   Ethylbenzene
E)   MethoxybenzeneF) A) and B)
G) D) and E)

Exam 14: Aromatic Compounds

In the molecular orbital model of benzene,how many pi-electrons are in bonding molecular orbitals?

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On the basis of molecular orbital theory and Hückel's rule,which of these compounds should be aromatic?

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The difference between the amount of heat actually released upon hydrogenation of benzene and that calculated on the basis of the Kekule structure is called the ____________________ of benzene.

Correct AnswerverifiedShow Answer

Consider the oxygen atom in the molecules of furan and tetrahydrofuran.Bearing in mind that furan exhibits aromatic properties,compare the hybridization of oxygen in both species,explaining why it must be different,although at first glance,it may appear identical.

Correct Answerverified Oxygen has 2 lone electron pairs in bot...View AnswerShow Answer

In the molecular orbital model of cyclobutadiene,how many π\piπ -antibonding molecular orbitals are there?

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How many different dibromophenols are possible?

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In the molecular orbital model of the cyclopentadienyl cation,how many π\piπ -bonding molecular orbitals are there?

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Which of the following is NOT true of benzene?

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The correct name for the compound shown below is:

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In the molecular orbital model of benzene,how many pi-electrons are delocalized about the ring?

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Why would 1,3-cyclohexadiene undergo dehydrogenation readily?

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Xylene is the name commonly assigned to:

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How many dichloronaphthalenes are possible?

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Which of the following statements regarding the cyclopropenyl anion is correct?

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Which dichlorobenzene might theoretically yield three mononitro products?

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Which compound would you NOT expect to be aromatic?

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Aniline is the name commonly assigned to:

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Which reagent(s) would serve as the basis for a simple chemical test that would distinguish between ethylbenzene and vinylcyclohexane?

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Which of the following statements regarding the cyclopentadienyl cation is correct?

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How many equivalent resonance structures can be written for the cyclopentadienyl anion?

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Oxygen has 2 lone electron pairs in bot...
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In the molecular orbital model of cyclobutadiene,how many $\pi$ -antibonding molecular orbitals are there?

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In the molecular orbital model of the cyclopentadienyl cation,how many $\pi$ -bonding molecular orbitals are there?

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