Question 1

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, OCH3 
A)  CN, NO2, COCH3 
B)  CH3, OCH3, COCH3 
C)  Cl, NH2, CH3 
D)  CH3, NH3, OCH3

Question 2

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 3

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)  NO2 
A)  OH 
B)  Cl 
C)  CH3 
D)  NO2

Question 4

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 + H2SO4 
A)  tert-butyl chloride + AlCl3 
B)  tert-butyl alcohol + H3PO4 
C)  methylpropene + HF 
D)  methylpropane + H2SO4

Question 5

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

Accepted Answer

A)  1 
B)  2 
C)  3 
D)  4 
A)  1 
B)  2 
C)  3 
D)  4

Question 6

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

Accepted Answer

A)  1 
B)  2 
C)  3 
D)  4 
A)  1 
B)  2 
C)  3 
D)  4

Question 7

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

Accepted Answer

A)  Cl, CH3, CN 
B)  Br, OH, COCH3 
C)  Cl, OH, CH3 
D)  CN, NO2, COCH3 
A)  Cl, CH3, CN 
B)  Br, OH, COCH3 
C)  Cl, OH, CH3 
D)  CN, NO2, COCH3

Question 8

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)  benzene 
A)  CH3+ 
B)  Cl+ 
C)  (CH3)C+ 
D)  benzene

Question 9

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

Accepted Answer

A)  1 
B)  2 
C)  3 
D)  4 
A)  1 
B)  2 
C)  3 
D)  4

Question 10

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, NO2 
A)  Br, NH2, CH3 
B)  CH3, NH2, OCH3 
C)  OH, COCH3, CH3, 
D)  Br, CN, NO2

Question 11

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

Accepted Answer

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

Question 12

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

Accepted Answer

A)  1 
B)  2 
C)  3 
D)  4 
A)  1 
B)  2 
C)  3 
D)  4

Question 13

What type of intermediate is formed upon treatment of 1-chloro-2,4-dinitrobenzene with sodium hydroxide to give 2,4-dinitrophenol?

Accepted Answer

A)  Meisenheimer complex 
B)  benzyne 
C)  cyclohexadienyl cation 
D)  benzyl radical 
A)  Meisenheimer complex 
B)  benzyne 
C)  cyclohexadienyl cation 
D)  benzyl radical

Question 14

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

Accepted Answer

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

Question 15

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

Accepted Answer

A)  1 
B)  2 
C)  3 
D)  4 
A)  1 
B)  2 
C)  3 
D)  4

Question 16

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

Accepted Answer

A)  1 
B)  2 
C)  3 
D)  4 
A)  1 
B)  2 
C)  3 
D)  4

Question 17

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

Accepted Answer

A)  1 
B)  2 
C)  3 
D)  4 
A)  1 
B)  2 
C)  3 
D)  4

Question 18

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

Accepted Answer

A)  1 
B)  2 
C)  3 
D)  4 
A)  1 
B)  2 
C)  3 
D)  4

Question 19

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

Accepted Answer

A)  1 
B)  2 
C)  3 
D)  4 
A)  1 
B)  2 
C)  3 
D)  4

Question 20

Which of the following reactions or reaction sequences will not give isopropylbenzene as the major product?

Accepted Answer

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

Exam 22: Reactions of Benzene and Its Derivatives

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

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

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

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

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

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

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

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

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

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

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

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

What type of intermediate is formed upon treatment of 1-chloro-2,4-dinitrobenzene with sodium hydroxide to give 2,4-dinitrophenol?

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

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

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

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

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

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

Which of the following reactions or reaction sequences will not give isopropylbenzene as the major product?

Covalent Bonding and Shapes of Molecules

Alkanes and Cycloalkanes

Stereoisomerism and Chirality

Acids and Bases

Alkenes: Bonding, Nomenclature, and Properties

Reactions of Alkenes

Alkynes

Haloalkanes, Halogenation, and Radical Reactions

Nucleophilic Substitution and Beta-Elimination

Alcohols

Ethers, Epoxides, and Sulfides

Infrared Spectroscopy

Nuclear Magnetic Resonance Spectroscopy

Mass Spectrometry

An Introduction to Organometallic Compounds

Aldehydes and Ketones

Carboxylic Acids

Functional Derivatives of Carboxylic Acids

Enolate Anions and Enamines

Dienes, Conjugated Systems, and Pericyclic Reactions

Benzene and the Concept of Aromaticity

Filters

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

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

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