Question 1

Which of the following carbocations would be most stable?

Accepted Answer

A)   
B)   
C)   
D)   
E)   F) A) and E)
G) A) and B)

Question 2

The major product(s) ,D,of the following reaction  would be:

Accepted Answer

A)  I
B)  II
C)  III
D)  IV
E)  Equal amounts of I and II.F) B) and D)
G) All of the above

Question 3

Which of the following reactions would produce isopropylbenzene?

Accepted Answer

A)   
B)   
C)   
D)   
E)  All of these choices.F) A) and C)
G) A) and D)

Question 4

Which of the following compounds would be most reactive toward ring bromination?

Accepted Answer

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

Question 5

Which is the best sequence of reactions for the following transformation? 3,H2SO4; ii) CH3MgBr,Et2O; iii) H3O+,heat B) i) CH3MgBr,Et2O; ii) H3O+,heat; iii) HNO3,H2SO4 C) i) HNO3,H2SO4; ii) NaBH4,H2O; iii) H3O+,heat D) i) HNO3,H2SO4; ii) LiAlH4,H2O; iii) H3O+,heat E) None of these syntheses is satisfactory." class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

A)  i) HNO3,H2SO4; ii) CH3MgBr,Et2O; iii) H3O+,heat
B)  i) CH3MgBr,Et2O; ii) H3O+,heat; iii) HNO3,H2SO4
C)  i) HNO3,H2SO4; ii) NaBH4,H2O; iii) H3O+,heat
D)  i) HNO3,H2SO4; ii) LiAlH4,H2O; iii) H3O+,heat
E)  None of these syntheses is satisfactory.F) C) and D)
G) D) and E)

Question 6

Which of the following structures contribute(s) to the resonance hybrid of the intermediate formed when chlorobenzene undergoes para-chlorination?

Accepted Answer

A)  I
B)  II
C)  III
D)  IV
E)  All of these choices.F) C) and D)
G) None of the above

Question 7

Which of the following reactions would produce cumene?

Accepted Answer

A)   
B)   
C)   
D)   
E)  All of these choices.F) A) and E)
G) C) and E)

Question 8

Based on your knowledge of electrophilic aromatic substitution,predict the preferential position of attack of an electrophile on thiophene,i.e.,does the electrophile E+ attack carbon 2,or 3? Explain your answer.  Which substitution product forms preferentially and why?

Accepted Answer

The 2 substitution product is favored si...

Question 9

In general,there are three steps to an electrophilic aromatic substitution reaction.These are:
a)formation of an ___;
b)reaction with an aromatic ring to form an ___; and
c)loss of a ___ to reform the aromatic system.

Accepted Answer

electrophi...

Question 10

Using a potential energy diagram,explain/illustrate the preferential formation of the 1 nitrated product instead of the 2 nitrated product in the electrophilic aromatic nitration of naphthalene.

Accepted Answer

The 1 substitution product is favored si...

Question 11

What would you expect to be the major product obtained from the following reaction?

Accepted Answer

A)  I
B)  II
C)  III
D)  IV
E)  Equal amounts of II and IV.F) A) and B)
G) A) and C)

Question 12

Which of the following reactions could be used to synthesize tert-butylbenzene?

Accepted Answer

A)   
B)   
C)   
D)  All of these choices.
E)  None of these choices.F) B) and D)
G) B) and E)

Question 13

What would you expect to be the major product obtained from the following reaction?

Accepted Answer

A)  I
B)  II
C)  III
D)  IV
E)  Equal amounts of II and IV.F) C) and D)
G) D) and E) C

Question 14

The major product(s) ,A,of the following reaction,  would be:

Accepted Answer

A)  I
B)  II
C)  A mixture of I and II.
D)  III
E)  IVF) None of the above
G) A) and B)

Question 15

Which is the best sequence of reactions for the preparation of p-bromostyrene from ethylbenzene?

Accepted Answer

A)   
B)   
C)   
D)   
E)  None of these syntheses is satisfactory.F) A) and C)
G) A) and B) B

Question 16

Using a potential energy diagram,explain/illustrate the preferential formation of the 2 substituted product instead of the 3 product in the electrophilic aromatic substitution of pyrrole.

Accepted Answer

The 2 substitution product is favored si...

Question 17

Using a potential energy diagram,explain/illustrate the preferential formation of the 3 substituted product instead of the 2 product in the electrophilic aromatic substitution of benzo[b] thiophene (shown).

Accepted Answer

3-substitution is preferred,since this l...

Question 18

What might be predicted to happen when the following substance undergoes Friedel-Crafts acylation?

Accepted Answer

A)  Substitution occurs in ring B, p- to the methylene group.
B)  Substitution occurs in ring A,o- to the nitro group.
C)  Substitution occurs in ring A,o- to the methylene group.
D)  Substitution occurs in ring B,m- to the methylene group.
E)  None of these choices.No reaction will occur.F) None of the above
G) A) and D)

Question 19

Which is the best prediction of the site(s) of substitution when 3-methylphenol is nitrated?

Accepted Answer

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

Question 20

A mixture of chlorobenzene (1 mol) and acetanilide (1mol) is allowed to react with Br2 (0.5 mol) in the presence of trace amounts of FeBr3.What is the principal product of the competing reactions?

Accepted Answer

A)  1-bromo-4-chlorobenzene
B)  1-bromo-2-chlorobenzene
C)  1-bromo-3-chlorobenzene
D)  4-bromoacetanilide
E)  3-bromoacetanilideF) D) and E)
G) B) and D)

Exam 15: Reactions of Aromatic Compounds

Which of the following carbocations would be most stable?

Correct AnswerverifiedShow Answer

The major product(s) ,D,of the following reaction would be:

Correct AnswerverifiedShow Answer

Which of the following reactions would produce isopropylbenzene?

Correct AnswerverifiedShow Answer

Which of the following compounds would be most reactive toward ring bromination?

Correct AnswerverifiedC

Which is the best sequence of reactions for the following transformation?

Correct AnswerverifiedShow Answer

Which of the following structures contribute(s) to the resonance hybrid of the intermediate formed when chlorobenzene undergoes para-chlorination?

Correct AnswerverifiedShow Answer

Which of the following reactions would produce cumene?

Correct AnswerverifiedShow Answer

Based on your knowledge of electrophilic aromatic substitution,predict the preferential position of attack of an electrophile on thiophene,i.e.,does the electrophile E+ attack carbon 2,or 3? Explain your answer. Which substitution product forms preferentially and why?

Correct AnswerverifiedThe 2 substitution product is favored si...View AnswerShow Answer

In general,there are three steps to an electrophilic aromatic substitution reaction.These are: a)formation of an ___; b)reaction with an aromatic ring to form an ___; and c)loss of a ___ to reform the aromatic system.

Correct Answerverifiedelectrophi...View AnswerShow Answer

Using a potential energy diagram,explain/illustrate the preferential formation of the 1 nitrated product instead of the 2 nitrated product in the electrophilic aromatic nitration of naphthalene.

Correct AnswerverifiedThe 1 substitution product is favored si...View AnswerShow Answer

What would you expect to be the major product obtained from the following reaction?

Correct AnswerverifiedShow Answer

Which of the following reactions could be used to synthesize tert-butylbenzene?

Correct AnswerverifiedShow Answer

What would you expect to be the major product obtained from the following reaction?

Correct AnswerverifiedC

The major product(s) ,A,of the following reaction, would be:

Correct AnswerverifiedShow Answer

Which is the best sequence of reactions for the preparation of p-bromostyrene from ethylbenzene?

Correct AnswerverifiedB

Using a potential energy diagram,explain/illustrate the preferential formation of the 2 substituted product instead of the 3 product in the electrophilic aromatic substitution of pyrrole.

Correct AnswerverifiedThe 2 substitution product is favored si...View AnswerShow Answer

Using a potential energy diagram,explain/illustrate the preferential formation of the 3 substituted product instead of the 2 product in the electrophilic aromatic substitution of benzo[b] thiophene (shown).

Correct Answerverified3-substitution is preferred,since this l...View AnswerShow Answer

What might be predicted to happen when the following substance undergoes Friedel-Crafts acylation?

Correct AnswerverifiedShow Answer

Which is the best prediction of the site(s) of substitution when 3-methylphenol is nitrated?

Correct AnswerverifiedShow Answer

A mixture of chlorobenzene (1 mol) and acetanilide (1mol) is allowed to react with Br2 (0.5 mol) in the presence of trace amounts of FeBr3.What is the principal product of the competing reactions?

Correct AnswerverifiedShow Answer

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C

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Based on your knowledge of electrophilic aromatic substitution,predict the preferential position of attack of an electrophile on thiophene,i.e.,does the electrophile E⁺ attack carbon 2,or 3? Explain your answer. Which substitution product forms preferentially and why?

Correct Answer
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The 2 substitution product is favored si...
View Answer

In general,there are three steps to an electrophilic aromatic substitution reaction.These are: a)formation of an _; b)reaction with an aromatic ring to form an _; and c)loss of a ___ to reform the aromatic system.

Correct Answer
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electrophi...
View Answer

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The 1 substitution product is favored si...
View Answer

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C

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B

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The 2 substitution product is favored si...
View Answer

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3-substitution is preferred,since this l...
View Answer

Correct Answer
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A mixture of chlorobenzene (1 mol) and acetanilide (1mol) is allowed to react with Br₂ (0.5 mol) in the presence of trace amounts of FeBr₃.What is the principal product of the competing reactions?

Correct Answer
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