Question 1

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 2

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

Accepted Answer

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

Question 3

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)  benzene 
A)  HONO 
B)  NO+ 
C)  NO2+ 
D)  benzene

Question 4

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)  CH2CH3 
A)  COCH3 
B)  NH3 
C)  Br 
D)  CH2CH3

Question 5

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 6

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)  cresol 
A)  toluene 
B)  benzene 
C)  phenol 
D)  cresol

Question 7

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 8

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 electrophile 
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 electrophile

Question 9

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

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 deactivating groups in electrophilic aromatic substitution reactions?

Accepted Answer

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

Question 11

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

Accepted Answer

A) True 
 B)False

Question 12

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 13

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 substitution 
A)  Bimolecular nucleophilic substitution (SN2) 
B)  Nucleophilic aromatic substitution by elimination-addition 
C)  Nucleophilic aromatic substitution by addition-elimination 
D)  Electrophilic aromatic substitution

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

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

Question 16

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 17

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

Accepted Answer

A) True 
 B)False

Question 18

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

Accepted Answer

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

Question 19

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

Question 20

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...

Exam 22: Reactions of Benzene and Its Derivatives

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

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

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

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

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

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

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

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

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

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

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

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 ______.

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

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

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

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

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

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

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

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

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

Amines

Catalytic Carbon-Carbon Bond Formation

Carbohydrates

Lipids

Amino Acids and Proteins

Nucleic Acids

Organic Polymer Chemistry

Filters

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

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