Question 1

The compound shown below is (nitromethyl)benzene. One would expect this compound to more reactive than toluene toward electrophilic substitution.

Accepted Answer

A) True 
 B)False

Question 2

What is the major organic product obtained from the following sequence of reactions?

Accepted Answer

A)  1
B)  2
C)  3
D)  4E) C) and D)
F) None of the above

Question 3

What is the electrophile in the reaction of benzene with tert-butyl chloride and AlCl3?

Accepted Answer

A)  CH3+
B)  Cl+
C)  (CH3) C+
D)  benzeneE) A) and C)
F) A) and B)

Question 4

What is the major organic product obtained from the following reaction?

Accepted Answer

A)  1
B)  2
C)  3
D)  4E) A) and C)
F) None of the above

Question 5

Which of the following chlorobenzenes does not undergo nucleophilic aromatic substitution upon treatment with NaNH2? 2?   A) 1 B) 2 C) 3 D) 4" class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

A)  1
B)  2
C)  3
D)  4E) All of the above
F) A) and B)

Question 6

Which of the following is the structure of the complex of Br2 with FeBr3 involved in the electrophilic bromination of benzene? 2 with FeBr3 involved in the electrophilic bromination of benzene?   A) 1 B) 2 C) 3 D) 4" class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

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

Question 7

What is the major organic product obtained from the following reaction?

Accepted Answer

The answer of What is the major organic product obtained...

Question 8

What is the major organic product obtained from the following reaction (assume that mixtures of ortho and para disubstituted compounds can be separated; continue the synthesis with either one)?

Accepted Answer

<img  loading="lazy" src="/assets/images/blured-textbook.svg" class="d-inline m-1" alt="blured image" width="139" height="30">_TB1813_00...

Question 9

The predominant intermediate in the electrophilic nitration of benzenesulfonic acid is shown below.

Accepted Answer

A) True 
 B)False

Question 10

What is the major organic product obtained from the following reaction?

Accepted Answer

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

Question 11

Which of the following sets of substituents are all meta directing in electrophilic aromatic substitution reactions?

Accepted Answer

A)  CN, NO2, COCH3
B)  CH3, OCH3, COCH3
C)  Cl, NH2, CH3
D)  CH3, NH3, OCH3E) A) and B)
F) None of the above

Question 12

Which of the following sets of substituents are all meta directing in electrophilic aromatic substitution reactions?

Accepted Answer

A)  CH3, OH, Br
B)  Cl, NH2, CN
C)  COCH3, NO2, COOH
D)  NH2, COCH3, OHE) All of the above
F) A) and B)

Question 13

Provide the structure (a single resonance contributor) of the key intermediate in the electrophilic aromatic nitration of chlorobenzene.

Accepted Answer

The answer of Provide the structure (a single resonance contributor)...

Question 14

Which of the following substituents is ortho/para directing and deactivating in electrophilic aromatic substitution reactions?

Accepted Answer

A)  OH
B)  Cl
C)  CH3
D)  NO2E) A) and B)
F) All of the above

Question 15

What is the role of FeBr3 in electrophilic aromatic bromination of benzene using Br2?

Accepted Answer

A)  nucleophile
B)  electrophile
C)  Lewis acid
D)  baseE) B) and D)
F) A) and B)

Question 16

Which mechanism accounts for the reaction of chlorobenzene with acetyl chloride and AlCl3 to form 4-chloroacetophenone?

Accepted Answer

A)  Bimolecular nucleophilic substitution (SN2) 
B)  Nucleophilic aromatic substitution by elimination-addition
C)  Nucleophilic aromatic substitution by addition-elimination
D)  Electrophilic aromatic substitutionE) B) and D)
F) A) and C)

Question 17

Which of the following compounds undergoes the most rapid nucleophilic substitution with hydroxide ion?

Accepted Answer

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

Question 18

Which of the following sets of substituents are all ortho/para directing in electrophilic aromatic substitution reactions?

Accepted Answer

A)  Br, CH3, NO2
B)  CH3, NH2, Br
C)  Cl, OCH3, COCH3
D)  NO2, COCH3, COOHE) A) and D)
F) C) and D)

Question 19

Which of the following sets of substituents are all activating groups in electrophilic aromatic substitution reactions?

Accepted Answer

A)  Br, NH2, CH3
B)  CH3, NH2, OCH3
C)  OH, COCH3, CH3,
D)  Br, CN, NO2E) A) and C)
F) All of the above

Question 20

Which of the following reactions or sequences will provide 1-propylbenzene as the major product?

Accepted Answer

A)  treatment of benzene with isopropyl alcohol and HF
B)  treatment of benzene with propanoyl chloride and AlCl3; followed by reaction with Zn(Hg)  and HCl
C)  treatment of benzene with 1-chloropropane and AlCl3
D)  treatment of benzene with 1-propene and HFE) A) and B)
F) A) and C)

Exam 22: Reactions of Benzene and Its Derivatives

Which of the following reactions or sequences will provide 1-propylbenzene as the major product?

Correct AnswerverifiedShow Answer

Which mechanism accounts for the reaction of chlorobenzene with acetyl chloride and AlCl3 to form 4-chloroacetophenone?

Correct AnswerverifiedShow Answer

Which of the following sets of substituents are all activating groups in electrophilic aromatic substitution reactions?

Correct AnswerverifiedShow Answer

Provide the structure (a single resonance contributor) of the key intermediate in the electrophilic aromatic nitration of chlorobenzene.

Correct AnswerverifiedShow Answer

The compound shown below is (nitromethyl)benzene. One would expect this compound to more reactive than toluene toward electrophilic substitution.

Correct AnswerverifiedShow Answer

What is the major organic product obtained from the following reaction?

Correct AnswerverifiedShow Answer

What is the electrophile in the reaction of benzene with tert-butyl chloride and AlCl3?

Correct AnswerverifiedShow Answer

What is the major organic product obtained from the following sequence of reactions?

Correct AnswerverifiedShow Answer

What is the major organic product obtained from the following reaction?

Correct AnswerverifiedShow Answer

Which of the following substituents is ortho/para directing and deactivating in electrophilic aromatic substitution reactions?

Correct AnswerverifiedShow Answer

The predominant intermediate in the electrophilic nitration of benzenesulfonic acid is shown below.

Correct AnswerverifiedShow Answer

Which of the following sets of substituents are all ortho/para directing in electrophilic aromatic substitution reactions?

Correct AnswerverifiedShow Answer

What is the major organic product obtained from the following reaction?

Correct AnswerverifiedShow Answer

Which of the following sets of substituents are all meta directing in electrophilic aromatic substitution reactions?

Correct AnswerverifiedShow Answer

What is the major organic product obtained from the following reaction (assume that mixtures of ortho and para disubstituted compounds can be separated; continue the synthesis with either one)?

Correct Answerverified_TB1813_00...View AnswerShow Answer

Which of the following is the structure of the complex of Br2 with FeBr3 involved in the electrophilic bromination of benzene?

Correct AnswerverifiedShow Answer

What is the role of FeBr3 in electrophilic aromatic bromination of benzene using Br2?

Correct AnswerverifiedShow Answer

Which of the following chlorobenzenes does not undergo nucleophilic aromatic substitution upon treatment with NaNH2?

Correct AnswerverifiedShow Answer

Which of the following compounds undergoes the most rapid nucleophilic substitution with hydroxide ion?

Correct AnswerverifiedShow Answer

Which of the following sets of substituents are all meta directing in electrophilic aromatic substitution reactions?

Correct AnswerverifiedShow Answer

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Which mechanism accounts for the reaction of chlorobenzene with acetyl chloride and AlCl₃ to form 4-chloroacetophenone?

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What is the electrophile in the reaction of benzene with tert-butyl chloride and AlCl₃?

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Which of the following is the structure of the complex of Br₂ with FeBr₃ involved in the electrophilic bromination of benzene?

Correct Answer
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What is the role of FeBr₃ in electrophilic aromatic bromination of benzene using Br₂?

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Which of the following chlorobenzenes does not undergo nucleophilic aromatic substitution upon treatment with NaNH₂?

Correct Answer
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