Question 1

Which of the compounds listed below would you expect to give the greatest amount of meta-product when subjected to ring bromination?

Accepted Answer

A) I 
B) II 
C) III 
D) IV 
E) V 
A) I 
B) II 
C) III 
D) IV 
E) V

Question 2

What would you expect to be the major product obtained from the following reaction?

Accepted Answer

A) I 
B) II 
C) III 
D) IV 
E) V 
A) I 
B) II 
C) III 
D) IV 
E) V

Question 3

The rate of solvolysis in ethanol is least for which of these compounds?

Accepted Answer

A) C6H5CH2Cl 
B)    
C) (C6H5)2CHCl 
D)    
E) (C6H5)3CCl 
A) C6H5CH2Cl 
B)    
C) (C6H5)2CHCl 
D)    
E) (C6H5)3CCl

Question 4

Which of the following reactions would yield cumene as the major product?

Accepted Answer

A)    
B)    
C)    
D)    
E) All of these choices. 
A)    
B)    
C)    
D)    
E) All of these choices.

Question 5

Which would be the product of the following reaction sequence?

Accepted Answer

A) I 
B) II 
C) III 
D) IV 
E) V 
A) I 
B) II 
C) III 
D) IV 
E) V

Question 6

Which alkyl halide would be most reactive in an SN1 reaction?

Accepted Answer

A) C6H5CH2CH2CH2Br 
B)    
C)    
D)    
E)    
A) C6H5CH2CH2CH2Br 
B)    
C)    
D)    
E)

Question 7

What would you expect to be the major product obtained from the following reaction?

Accepted Answer

A) I 
B) II 
C) III 
D) IV 
E) V 
A) I 
B) II 
C) III 
D) IV 
E) V

Question 8

What would you expect to be the major product obtained from the following reaction?

Accepted Answer

A) I 
B) II 
C) III 
D) IV 
E) V 
A) I 
B) II 
C) III 
D) IV 
E) V

Question 9

Which one of these molecules can be a reactant in a Friedel-Crafts reaction?

Accepted Answer

A) Aniline 
B) Benzenesulfonic acid 
C) Chloroethene 
D) Bromobenzene 
E) p-Bromonitrobenzene 
A) Aniline 
B) Benzenesulfonic acid 
C) Chloroethene 
D) Bromobenzene 
E) p-Bromonitrobenzene

Question 10

What would you expect to be the major product obtained from the following reaction?

Accepted Answer

A) I 
B) II 
C) III 
D) IV 
E) V 
A) I 
B) II 
C) III 
D) IV 
E) V

Question 11

Which of the following is not a meta-directing substituent when present on the benzene ring?

Accepted Answer

A) -N=O 
B) -NO2 
C) -N(CH3)3+ 
D) -C$\equiv$N 
E) -CO2H 
A) -N=O 
B) -NO2 
C) -N(CH3)3+ 
D) -C$\equiv$N 
E) -CO2H

Question 12

Toluene is subjected to the action of the following reagents in the order given: (1)KMnO4,OH-,heat; then H3O+ (2)HNO3,H2SO4 (3)Cl2,FeCl3 What is the final product of this sequence?

Accepted Answer

A) I 
B) II 
C) III 
D) IV 
E) V 
A) I 
B) II 
C) III 
D) IV 
E) V

Question 13

Which of the following structures does not contribute to the resonance hybrid of the intermediate formed when nitrobenzene undergoes meta-chlorination?

Accepted Answer

A) I 
B) II 
C) III 
D) None of these contribute. 
E) All of these contribute. 
A) I 
B) II 
C) III 
D) None of these contribute. 
E) All of these contribute.

Question 14

What would you expect to be the major product obtained from the following reaction?

Accepted Answer

A) I 
B) II 
C) III 
D) IV 
E) V 
A) I 
B) II 
C) III 
D) IV 
E) V

Question 15

What product would result from the following series of reactions,

Accepted Answer

A) I 
B) II 
C) III 
D) IV 
E) V 
A) I 
B) II 
C) III 
D) IV 
E) V

Question 16

The major product(s),C,of the following reaction,   would be:

Accepted Answer

A) I 
B) II 
C) III 
D) Approximately equal amounts of I and II. 
E) Approximately equal amounts of I and III. 
A) I 
B) II 
C) III 
D) Approximately equal amounts of I and II. 
E) Approximately equal amounts of I and III.

Question 17

The major product(s),D,of the following reaction,   would be:

Accepted Answer

A) I 
B) II 
C) III 
D) IV 
E) Approximately equal amounts of I and II. 
A) I 
B) II 
C) III 
D) IV 
E) Approximately equal amounts of I and II.

Question 18

What would you expect to be the major product obtained from the following reaction?

Accepted Answer

A) I 
B) II 
C) III 
D) IV 
E) V 
A) I 
B) II 
C) III 
D) IV 
E) V

Question 19

What would you expect to be the major product(s)obtained from the following reaction?

Accepted Answer

A) I 
B) II 
C) III 
D) IV 
E) Equal amounts of I and II. 
A) I 
B) II 
C) III 
D) IV 
E) Equal amounts of I and II.

Question 20

The major product(s),A,of the following reaction,   would be:

Accepted Answer

A) I 
B) II 
C) A mixture of I and II. 
D) III 
E) IV 
A) I 
B) II 
C) A mixture of I and II. 
D) III 
E) IV

Exam 15: Reactions of Aromatic Compounds

Which of the compounds listed below would you expect to give the greatest amount of meta-product when subjected to ring bromination?

What would you expect to be the major product obtained from the following reaction?

The rate of solvolysis in ethanol is least for which of these compounds?

Which of the following reactions would yield cumene as the major product?

Which would be the product of the following reaction sequence?

Which alkyl halide would be most reactive in an SN1 reaction?

What would you expect to be the major product obtained from the following reaction?

What would you expect to be the major product obtained from the following reaction?

Which one of these molecules can be a reactant in a Friedel-Crafts reaction?

What would you expect to be the major product obtained from the following reaction?

Which of the following is not a meta-directing substituent when present on the benzene ring?

Toluene is subjected to the action of the following reagents in the order given: (1)KMnO4,OH-,heat; then H3O+ (2)HNO3,H2SO4 (3)Cl2,FeCl3 What is the final product of this sequence?

Which of the following structures does not contribute to the resonance hybrid of the intermediate formed when nitrobenzene undergoes meta-chlorination?

What would you expect to be the major product obtained from the following reaction?

What product would result from the following series of reactions,

The major product(s),C,of the following reaction, would be:

The major product(s),D,of the following reaction, would be:

What would you expect to be the major product obtained from the following reaction?

What would you expect to be the major product(s)obtained from the following reaction?

The major product(s),A,of the following reaction, would be:

The Basics

Families of Carbon

Acids and Bases

Nomenclature and Conformations of Alkanes and Cycloalkanes

Stereochemistry

Nucleophilic Reactions

Alkenes and Alkynes I

Alkenes and Alkynes II

Nuclear Magnetic Resonance and Mass Spectrometry

Radical Reactions

Alcohols and Ethers

Alcohols From Carbonyl Compounds

Conjugated Unsaturated Systems

Aromatic Compounds

Aldehydes and Ketones

Carboxylic Acids and Their Derivatives

Reactions at the Α Carbon of Carbonyl Compounds

Condensation and Conjugate Addition Reactions of Carbonyl Compounds

Amines

Transition Metal Complexes

Carbohydrates

Lipids

Amino Acids and Proteins

Nucleic Acids and Protein Synthesis

Filters

Which alkyl halide would be most reactive in an S_N1 reaction?

Toluene is subjected to the action of the following reagents in the order given: (1)KMnO₄,OH^-,heat; then H₃O⁺ (2)HNO₃,H₂SO₄ (3)Cl₂,FeCl₃ What is the final product of this sequence?