Question 1

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 2

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 3

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 4

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 5

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 6

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 7

What is the major organic product obtained from the following reaction (assume that mixtures of ortho and para disubstituted compounds can be separated; continue the synthesis with either one)?

Accepted Answer

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

Question 8

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 9

What is the major organic product obtained from the following reaction (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 10

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 11

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 12

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 13

What is the role of AlCl3 in Friedel Crafts acylations using acid chlorides?

Accepted Answer

A)  Lewis acid 
B)  electrophile 
C)  base 
D)  nucleophile 
A)  Lewis acid 
B)  electrophile 
C)  base 
D)  nucleophile

Question 14

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

Accepted Answer

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

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

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

Accepted Answer

The answer of Provide the structure (a single resonance contributor)...

Question 17

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

Accepted Answer

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

Question 18

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

Accepted Answer

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

Question 19

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

Accepted Answer

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

Question 20

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

Exam 22: Reactions of Benzene and Its Derivatives

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

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

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 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)?

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 (assume that mixtures of ortho and para disubstituted compounds can be separated; continue the synthesis with either one)?

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

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

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

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 role of AlCl3 in Friedel Crafts acylations using acid chlorides?

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

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

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

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?

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

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

What is the role of AlCl₃ in Friedel Crafts acylations using acid chlorides?