Question 1

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

Accepted Answer

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

Question 2

Which of the following is the reactive intermediate formed in the electrophilic nitration of nitrobenzene with HNO3 and H2SO4? 3 and H2SO4?   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) C) and D)
F) None of the above

Question 3

Consider the following compounds.     Use the number of the compound to answer the following question. Place the number in the blank provided.
-The compound that is the least reactive to nitration is ______.

Accepted Answer

The answer of Consider the following compounds.   ...

Question 4

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

Accepted Answer

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

Question 5

Which of the following are valid resonance structures of the electophile involved in Friedel-Crafts acylation of benzene upon treatment with CH3COCl and AlCl3? 3COCl and AlCl3?   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) A) and B)
F) None of the above

Question 6

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

Accepted Answer

A)   Cl, CN, NO2
B)   Cl, NH2, CH3
C)   CH3, OCH3, COCH3
D)   CH3, NH2, OCH3E) B) and C)
F) B) and D)

Question 7

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

Accepted Answer

A) True 
 B)False

Question 8

Tetracyclone (shown below) is often used to trap benzynes as Diels-Alder adducts.  The structure of the Diels-Alder adduct that results when benzyne is trapped by tetracyclone would be

Accepted Answer

A) True 
 B)False

Question 9

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

Accepted Answer

A)   COCH3
B)   NH3
C)   Br
D)   CH2CH3E) A) and C)
F) None of the above

Question 10

Which mechanism accounts for the reaction of 4-bromo-1-nitrobenzene with sodium hydroxide to form 4-nitrophenol?

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

Question 11

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

Accepted Answer

A)   Cl, OH, CH2CH3
B)   CH3, Br, COCH3
C)   CH3, NH2, OH
D)   COCH3, NO2, BrE) B) and D)
F) B) and C)

Question 12

In electrophilic aromatic substitution reactions, the following molecule are considered to be ______ reactive than benzene

Accepted Answer

The answer of In electrophilic aromatic substitution reactions, the following...

Question 13

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 14

Which of the following cannot be prepared from benzene in two synthetic steps?

Accepted Answer

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

Question 15

Why does nitrobenzene fail to undergo Friedel-Crafts alkylation with tert-butyl chloride and AlCl3?

Accepted Answer

A)   nitrobenzene reacts with AlCl3
B)   nitrobenzene is a poor nucleophile
C)   the nitro group is a strong electron donating group
D)   the tert-butyl cation is a poor electrophileE) None of the above
F) A) and C)

Question 16

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

Accepted Answer

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

Question 17

The predominant product from sequential nitration and bromination of benzenesulfonic acid is shown below.

Accepted Answer

A) True 
 B)False

Question 18

What is the electrophile in the reaction of benzene with a mixture of nitric acid and sulfuric acid?

Accepted Answer

A)   HONO
B)   NO+
C)   NO2+
D)   benzeneE) B) and D)
F) A) and B)

Question 19

Which of the following is the reactive intermediate in the nucleophilic substitution of 4-bromo-1-toluene with sodium amide?

Accepted Answer

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

Question 20

Cumene can be synthesized by treating _____ with prop-1-ene in the presence of phosphoric acid as a catalyst.

Accepted Answer

A)   toluene
B)   benzene
C)   phenol
D)   cresolE) A) and B)
F) A) and C)

Exam 22: Reactions of Benzene and Its Derivatives

Which of the following are valid resonance structures of the electophile involved in Friedel-Crafts acylation of benzene upon treatment with CH3COCl and AlCl3?

Correct AnswerverifiedShow Answer

Which of the following sets of substituents are all deactivating groups 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 cannot be prepared from benzene in two synthetic steps?

Correct AnswerverifiedShow Answer

Which of the following is the reactive intermediate in the nucleophilic substitution of 4-bromo-1-toluene with sodium amide?

Correct AnswerverifiedShow Answer

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

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

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Which of the following is the reactive intermediate formed in the electrophilic nitration of nitrobenzene with HNO3 and H2SO4?

Correct AnswerverifiedShow Answer

In electrophilic aromatic substitution reactions, the following molecule are considered to be ______ reactive than benzene

Correct AnswerverifiedShow Answer

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

Correct AnswerverifiedShow Answer

What is the electrophile in the reaction of benzene with a mixture of nitric acid and sulfuric acid?

Correct AnswerverifiedShow Answer

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

Correct AnswerverifiedShow Answer

Tetracyclone (shown below) is often used to trap benzynes as Diels-Alder adducts. The structure of the Diels-Alder adduct that results when benzyne is trapped by tetracyclone would be

Correct AnswerverifiedShow Answer

Which mechanism accounts for the reaction of 4-bromo-1-nitrobenzene with sodium hydroxide to form 4-nitrophenol?

Correct AnswerverifiedShow Answer

The predominant product from sequential nitration and bromination of benzenesulfonic acid is shown below.

Correct AnswerverifiedShow Answer

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

Correct AnswerverifiedShow Answer

Why does nitrobenzene fail to undergo Friedel-Crafts alkylation with tert-butyl chloride and AlCl3?

Correct AnswerverifiedShow Answer

Cumene can be synthesized by treating _____ with prop-1-ene in the presence of phosphoric acid as a catalyst.

Correct AnswerverifiedShow Answer

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

Correct AnswerverifiedShow Answer

Consider the following compounds. Use the number of the compound to answer the following question. Place the number in the blank provided. -The compound that is the least reactive to nitration is ______.

Correct AnswerverifiedShow Answer

Which of the following are valid resonance structures of the electophile involved in Friedel-Crafts acylation of benzene upon treatment with CH₃COCl and AlCl₃?

Correct Answer
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Which of the following is the reactive intermediate formed in the electrophilic nitration of nitrobenzene with HNO₃ and H₂SO₄?

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Why does nitrobenzene fail to undergo Friedel-Crafts alkylation with tert-butyl chloride and AlCl₃?

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