Question 1

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 2

Consider the reaction below to answer the following question(s).   Fill in the blank with the appropriate letter or response.
-This reaction proceeds _____ (faster or slower) than when benzene is used.

Accepted Answer

The answer of Consider the reaction below to answer the...

Question 3

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 4

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

Accepted Answer

A) True 
 B)False

Question 5

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 6

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 7

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

Accepted Answer

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

Question 8

Which of the following undergoes the most rapid nitration upon treatment with HNO3/H2SO4?

Accepted Answer

A) toluene 
B) benzene 
C) bromobenzene 
D) nitrobenzene 
A) toluene 
B) benzene 
C) bromobenzene 
D) nitrobenzene

Question 9

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 10

The best sequence in which to carry out the following reaction is 1) Br2, AlBr3, 2) H2SO4, SO3.

Accepted Answer

A) True 
 B)False

Question 11

What is the major organic product obtained from the following sequence of reactions (if a reaction is likely to give you a mixture of ortho and para disubstituted compounds you should assume that they can be separated; continue the synthesis with either one)?

Accepted Answer

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

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

The product of the following reaction would be 2-nitrotoluene.

Accepted Answer

A) True 
 B)False

Question 14

The electrophile that could be used to make acetophenone (methyl phenyl ketone) from benzene is shown below.

Accepted Answer

A) True 
 B)False

Question 15

Which of the following undergoes the most rapid bromination upon treatment with Br2/FeBr3?

Accepted Answer

A) benzene 
B) nitrobenzene 
C) bromobenzene 
D) anisole 
A) benzene 
B) nitrobenzene 
C) bromobenzene 
D) anisole

Question 16

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 17

What is the electrophile in the reaction of benzene with acetyl chloride, CH3COCl, and AlCl3?

Accepted Answer

A) CH3C$\equiv$O+ 
B) CH3+ 
C) CH3CO2- 
D) benzene 
A) CH3C$\equiv$O+ 
B) CH3+ 
C) CH3CO2- 
D) benzene

Question 18

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 19

Which mechanism accounts for the reaction of benzyl chloride with sodium cyanide to form cyanomethylbenzene (phenylacetonitrile, PhCH2CN)?

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 20

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

Exam 22: Reactions of Benzene and Its Derivatives

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

Consider the reaction below to answer the following question(s). Fill in the blank with the appropriate letter or response. -This reaction proceeds _____ (faster or slower) than when benzene is used.

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

The predominant intermediate in the electrophilic nitration of toluene 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 ______.

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

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

Which of the following undergoes the most rapid nitration upon treatment with HNO3/H2SO4?

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

The best sequence in which to carry out the following reaction is 1) Br2, AlBr3, 2) H2SO4, SO3.

What is the major organic product obtained from the following sequence of reactions (if a reaction is likely to give you a mixture of ortho and para disubstituted compounds you should assume that they can be separated; continue the synthesis with either one)?

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

The product of the following reaction would be 2-nitrotoluene.

The electrophile that could be used to make acetophenone (methyl phenyl ketone) from benzene is shown below.

Which of the following undergoes the most rapid bromination upon treatment with Br2/FeBr3?

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

What is the electrophile in the reaction of benzene with acetyl chloride, CH3COCl, and AlCl3?

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

Which mechanism accounts for the reaction of benzyl chloride with sodium cyanide to form cyanomethylbenzene (phenylacetonitrile, PhCH2CN)?

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

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 undergoes the most rapid nitration upon treatment with HNO₃/H₂SO₄?

The best sequence in which to carry out the following reaction is 1) Br₂, AlBr₃, 2) H₂SO₄, SO₃.

Which of the following undergoes the most rapid bromination upon treatment with Br₂/FeBr₃?

What is the electrophile in the reaction of benzene with acetyl chloride, CH₃COCl, and AlCl₃?

Which mechanism accounts for the reaction of benzyl chloride with sodium cyanide to form cyanomethylbenzene (phenylacetonitrile, PhCH₂CN)?