Question 1

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

Accepted Answer

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

Question 2

Which of the following is the reactive intermediate formed in the electrophilic Friedel-Crafts acylation of toluene 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) B) and D)

Question 3

Among the following groups, 2, 3, and 5 are meta-directing.
1. -Cl
2. -NO2
3. -SO3H
4. -CH3  
5. -COCH3

Accepted Answer

A) True 
 B)False

Question 4

Which of the following is not true about Meissenheimer complexes?

Accepted Answer

A)  They are resonance-stabilized anions
B)  They are formed upon addition of a nucleophile to aryl halides
C)  They are aromatic
D)  They are intermediates in nucleophilic aromatic substitution reaction which take place by an addition-elimination mechanismE) A) and B)
F) A) and C)

Question 5

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

Accepted Answer

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

Question 6

What type of intermediate is formed in upon irradiation of a mixture of toluene and chlorine to give benzyl chloride?

Accepted Answer

A)  Meisenheimer complex
B)  benzyne
C)  cyclohexadienyl cation
D)  benzyl radicalE) A) and C)
F) All of the above

Question 7

Which of the following sets of reagents does not result in alkylation of benzene?

Accepted Answer

A)  tert-butyl chloride + AlCl3
B)  tert-butyl alcohol + H3PO4
C)  methylpropene + HF
D)  methylpropane + H2SO4E) A) and D)
F) All of the above

Question 8

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

Accepted Answer

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

Question 9

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

Accepted Answer

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

Question 10

MATCHING
MATCH a structure or term from the following list with each description below. Place the letter of the structure or term in the blank to the left of the description.
-______ Groups which activate aromatic rings towards nucleophilic substitution.

Accepted Answer

A)  benzyne
B)  "+NO2"
C)  R3C+
D)  electron-donating
E)  "+NO"F) Meisenheimer complexG) +NO2  
C)  R3C+ 
D)  electron-donating 
E)   +NO  F) Meisenheimer complex G)   H) electron-withdrawing" class="answers-bank-image d-inline" rel="preload" >H) electron-withdrawingI) A) and D)
J) B) and C)

Question 11

MATCHING
MATCH a structure or term from the following list with each description below. Place the letter of the structure or term in the blank to the left of the description.
-______ The electrophile in aromatic nitration.

Accepted Answer

A)  benzyne
B)  "+NO2"
C)  R3C+
D)  electron-donating
E)  "+NO"F) Meisenheimer complexG) +NO2  
C)  R3C+ 
D)  electron-donating 
E)   +NO  F) Meisenheimer complex G)   H) electron-withdrawing" class="answers-bank-image d-inline" rel="preload" >H) electron-withdrawingI) B) and D)
J) E) and H)

Question 12

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

Accepted Answer

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

Question 13

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) All of the above
F) B) and C) A

Question 14

Consider the following compounds.     Use the number of the compound to answer the following question. Place the number in the blank provided.
-The name of the expected product from the following reaction is ___________________.

Accepted Answer

4-ethyl-1,3-dimethylbenzene

Question 15

What type of intermediate is formed in the reaction between chlorobenzene and tert-butyl chloride and AlCl3 to give 4-chloro-1-tert-butylbenzene?

Accepted Answer

A)  Meisenheimer complex
B)  benzyne
C)  cyclohexadienyl cation
D)  benzyl radicalE) B) and D)
F) All of the above

Question 16

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

Accepted Answer

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

Question 17

MATCHING
MATCH a structure or term from the following list with each description below. Place the letter of the structure or term in the blank to the left of the description.
-______ Intermediate in the elimination-addition mechanism of nucleophilic aromatic substitution.

Accepted Answer

A)  benzyne
B)  "+NO2"
C)  R3C+
D)  electron-donating
E)  "+NO"F) Meisenheimer complexG) +NO2  
C)  R3C+ 
D)  electron-donating 
E)   +NO  F) Meisenheimer complex G)   H) electron-withdrawing" class="answers-bank-image d-inline" rel="preload" >H) electron-withdrawingI) None of the above
J) A) and B)

Question 18

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

Accepted Answer

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

Question 19

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

Accepted Answer

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

Question 20

What type of intermediate is formed in the reaction between bromobenzene and sodium amide to give aniline?

Accepted Answer

A)  Meisenheimer complex
B)  benzyne
C)  cyclohexadienyl cation
D)  benzyl radicalE) A) and B)
F) A) and C)

Exam 22: Reactions of Benzene and Its Derivatives

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

Correct AnswerverifiedShow Answer

Which of the following is the reactive intermediate formed in the electrophilic Friedel-Crafts acylation of toluene with CH3COCl and AlCl3?

Correct AnswerverifiedShow Answer

Among the following groups, 2, 3, and 5 are meta-directing. 1. -Cl 2. -NO2 3. -SO3H 4. -CH3 5. -COCH3

Correct AnswerverifiedShow Answer

Which of the following is not true about Meissenheimer complexes?

Correct AnswerverifiedShow Answer

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

Correct AnswerverifiedShow Answer

What type of intermediate is formed in upon irradiation of a mixture of toluene and chlorine to give benzyl chloride?

Correct AnswerverifiedShow Answer

Which of the following sets of reagents does not result in alkylation of benzene?

Correct AnswerverifiedShow Answer

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

Correct AnswerverifiedShow Answer

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

Correct AnswerverifiedD

MATCHING MATCH a structure or term from the following list with each description below. Place the letter of the structure or term in the blank to the left of the description. -______ Groups which activate aromatic rings towards nucleophilic substitution.

Correct AnswerverifiedShow Answer

MATCHING MATCH a structure or term from the following list with each description below. Place the letter of the structure or term in the blank to the left of the description. -______ The electrophile in aromatic nitration.

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 deactivating groups in electrophilic aromatic substitution reactions?

Correct AnswerverifiedA

Consider the following compounds. Use the number of the compound to answer the following question. Place the number in the blank provided. -The name of the expected product from the following reaction is ___________________.

Correct Answerverified4-ethyl-1,3-dimethylbenzene

What type of intermediate is formed in the reaction between chlorobenzene and tert-butyl chloride and AlCl3 to give 4-chloro-1-tert-butylbenzene?

Correct AnswerverifiedShow Answer

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

Correct AnswerverifiedShow Answer

MATCHING MATCH a structure or term from the following list with each description below. Place the letter of the structure or term in the blank to the left of the description. -______ Intermediate in the elimination-addition mechanism of nucleophilic aromatic substitution.

Correct AnswerverifiedShow Answer

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

Correct AnswerverifiedShow Answer

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

Correct AnswerverifiedShow Answer

What type of intermediate is formed in the reaction between bromobenzene and sodium amide to give aniline?

Correct AnswerverifiedShow Answer

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Which of the following is the reactive intermediate formed in the electrophilic Friedel-Crafts acylation of toluene with CH₃COCl and AlCl₃?

Correct Answer
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Among the following groups, 2, 3, and 5 are meta-directing. 1. -Cl 2. -NO₂ 3. -SO₃H 4. -CH₃ 5. -COCH₃

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D

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A

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4-ethyl-1,3-dimethylbenzene

What type of intermediate is formed in the reaction between chlorobenzene and tert-butyl chloride and AlCl₃ to give 4-chloro-1-tert-butylbenzene?

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