Question 1

Rank the following sigma complexes in order of increasing stability.

Accepted Answer

The answer of Rank the following sigma complexes in order...

Question 2

Provide the major organic product of the following reaction.

Accepted Answer

The answer of Provide the major organic product of the...

Question 3

Provide a detailed, stepwise mechanism for the following reaction.

Accepted Answer

The answer of Provide a detailed, stepwise mechanism for the...

Question 4

Provide the major organic product of the following reaction.

Accepted Answer

The answer of Provide the major organic product of the...

Question 5

In electrophilic aromatic substitution reactions, a -CO2H substituent on the aromatic ring is:

Accepted Answer

A)   a deactivator and a m-director.
B)   a deactivator and an o,p-director.
C)   an activator and a m-director.
D)   an activator and an o,p-director.
E)   none of the above.

Question 6

Provide the structure of the major organic product(s) in the following reaction.

Accepted Answer

The answer of Provide the structure of the major organic...

Question 7

Which of the following species is attacked by benzene in the electrophilic nitration reaction?

Accepted Answer

A)   HNO3
B)   NO2+
C)   NO2
D)   NO+
E)   N3-

Question 8

Draw the four major resonance structures of the intermediate which results when  is treated with NaOH.

Accepted Answer

The answer of Draw the four major resonance structures of...

Question 9

Provide the major organic product of the following reaction.

Accepted Answer

The answer of Provide the major organic product of the...

Question 10

Which of the following compounds will not undergo Friedel-Crafts acylation when treated with

Accepted Answer

A)   toluene
B)   p-xylene
C)   anisole
D)   ethoxybenzene
E)   benzophenone

Question 11

Provide the structure of the most stable resonance form of the intermediate that yields p-bromoanisole when anisole is treated with Br2/FeBr3.

Accepted Answer

Question 12

Provide a series of synthetic steps by which p-methylanisole can be prepared from p-cresol.

Accepted Answer

1. NaOH
2....

Question 13

What sequence of reagents is needed to convert benzene into m-bromoethylbenzene?

Accepted Answer

1. CH₃COCl, AlCl₃ 2. Br₂, FeBr₃ 3. Zn(Hg), HCl

Question 14

Provide the structure of the major organic product of the following reaction.

Accepted Answer

No reaction. The ring is too d...

Question 15

Provide the structure of the major mononitration product(s) of the compound below.

Accepted Answer

The answer of Provide the structure of the major mononitration...

Question 16

Provide the major resonance structures of the intermediate sigma complex in the reaction of benzene with the generic electrophile E+.

Accepted Answer

Question 17

Which of the following is an intermediate when 1,2-dibromo-4-nitrobenzene is heated with NaOH in a nucleophilic aromatic substitution reaction?

Accepted Answer

A)  
B)  
C)  
D)

Question 18

Provide the major organic product of the following reaction.

Accepted Answer

The answer of Provide the major organic product of the...

Question 19

Provide the major organic product that results when benzene is treated with the following sequence of reagents: 1. HNO3, H2SO4 2. Br2, FeBr3.

Accepted Answer

Question 20

Provide a series of synthetic steps by which p-nitrobutylbenzene can be prepared from benzene.

Accepted Answer

1. CH₃CH₂CH₂C...

Exam 17: Reactions of Aromatic Compounds

Rank the following sigma complexes in order of increasing stability.

Correct AnswerverifiedShow Answer

Provide the major organic product of the following reaction.

Correct AnswerverifiedShow Answer

Provide a detailed, stepwise mechanism for the following reaction.

Correct AnswerverifiedShow Answer

Provide the major organic product of the following reaction.

Correct AnswerverifiedShow Answer

In electrophilic aromatic substitution reactions, a -CO2H substituent on the aromatic ring is:

Correct AnswerverifiedShow Answer

Provide the structure of the major organic product(s) in the following reaction.

Correct Answerverified11eab45f_ce13_37f0_acdb_6bddd2a51cd6_TB6198_00

Which of the following species is attacked by benzene in the electrophilic nitration reaction?

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Draw the four major resonance structures of the intermediate which results when is treated with NaOH.

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Provide the major organic product of the following reaction.

Correct AnswerverifiedShow Answer

Which of the following compounds will not undergo Friedel-Crafts acylation when treated with

Correct AnswerverifiedShow Answer

Provide the structure of the most stable resonance form of the intermediate that yields p-bromoanisole when anisole is treated with Br2/FeBr3.

Correct AnswerverifiedShow Answer

Provide a series of synthetic steps by which p-methylanisole can be prepared from p-cresol.

Correct Answerverified1. NaOH2....View AnswerShow Answer

What sequence of reagents is needed to convert benzene into m-bromoethylbenzene?

Correct Answerverified1. CH3COCl, AlCl3 2. Br2, FeBr3 3. Zn(Hg), HCl

Provide the structure of the major organic product of the following reaction.

Correct AnswerverifiedNo reaction. The ring is too d...View AnswerShow Answer

Provide the structure of the major mononitration product(s) of the compound below.

Correct AnswerverifiedShow Answer

Provide the major resonance structures of the intermediate sigma complex in the reaction of benzene with the generic electrophile E+.

Correct AnswerverifiedShow Answer

Which of the following is an intermediate when 1,2-dibromo-4-nitrobenzene is heated with NaOH in a nucleophilic aromatic substitution reaction?

Correct AnswerverifiedShow Answer

Provide the major organic product of the following reaction.

Correct Answerverified11eab45f_ce17_f246_acdb_498455b482c8_TB6198_00

Provide the major organic product that results when benzene is treated with the following sequence of reagents: 1. HNO3, H2SO4 2. Br2, FeBr3.

Correct AnswerverifiedShow Answer

Provide a series of synthetic steps by which p-nitrobutylbenzene can be prepared from benzene.

Correct Answerverified1. CH3CH2CH2C...View AnswerShow Answer

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In electrophilic aromatic substitution reactions, a -CO₂H substituent on the aromatic ring is:

Correct Answer
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Correct Answer
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11eab45f_ce13_37f0_acdb_6bddd2a51cd6_TB6198_00

Correct Answer
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Provide the structure of the most stable resonance form of the intermediate that yields p-bromoanisole when anisole is treated with Br₂/FeBr₃.

Correct Answer
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Correct Answer
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1. NaOH
2....
View Answer

Correct Answer
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1. CH₃COCl, AlCl₃ 2. Br₂, FeBr₃ 3. Zn(Hg), HCl

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No reaction. The ring is too d...
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Correct Answer
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Provide the major resonance structures of the intermediate sigma complex in the reaction of benzene with the generic electrophile E⁺.

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11eab45f_ce17_f246_acdb_498455b482c8_TB6198_00

Provide the major organic product that results when benzene is treated with the following sequence of reagents: 1. HNO₃, H₂SO₄ 2. Br₂, FeBr₃.

Correct Answer
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Correct Answer
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1. CH₃CH₂CH₂C...
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