Question 1

Provide the structure of the major products formed in each step of the following reaction sequence.

Accepted Answer

The answer of Provide the structure of the major products...

Question 2

Provide the reagents necessary to carry out the following conversion.

Accepted Answer

1. fuming

Question 3

Predict the product and provide a stepwise curved arrow mechanism for the following reaction.

Accepted Answer

@#IMG-DLM&_TB4454_00

Question 4

Predict the major product for 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 5

Which one of the following reactions is most likely to give a polysubstituted product?

Accepted Answer

A)  Friedel-Crafts alkylation 
B)  Friedel-Crafts acylation 
C)  nitration 
D)  sulfonation 
E)  halogenation 
A)  Friedel-Crafts alkylation 
B)  Friedel-Crafts acylation 
C)  nitration 
D)  sulfonation 
E)  halogenation

Question 6

Identify the electrophile in the bromination of benzene.

Accepted Answer

A)  Br2 
B)    
C)  FeBr3 
D)  FeBr2 
E)    
A)  Br2 
B)    
C)  FeBr3 
D)  FeBr2 
E)

Question 7

Provide the reagents necessary to carry out the following conversion.

Accepted Answer

1. CH₃CH₂Cl/

Question 8

Which one of the following compounds would be most reactive toward electrophilic aromatic substitution?

Accepted Answer

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

Question 9

Provide the reagent(s) that are necessary to carry out the following conversion. t-butylbenzene $\to$ 1-t-butyl-4-chlorobenzene

Accepted Answer

A)  Cl2, heat 
B)  Cl2, FeCl3 
C)  SOCl2, pyridine 
D)  HCl 
E)  PCl3 
A)  Cl2, heat 
B)  Cl2, FeCl3 
C)  SOCl2, pyridine 
D)  HCl 
E)  PCl3

Question 10

Predict the product for the following reaction.

Accepted Answer

The answer of Predict the product for the following reaction....

Question 11

Predict the major product for the following reaction.

Accepted Answer

A)  I 
B)  II 
C)  III 
D)  IV 
E)  no reaction 
A)  I 
B)  II 
C)  III 
D)  IV 
E)  no reaction

Question 12

Identify the product from the reaction of nitrobenzene with iron and hydrochloric acid, followed with base.

Accepted Answer

A)  nitrobenzene 
B)  benzene 
C)  aniline 
D)  1,3-dinitrobenzene 
E)  1,4-dinitrobenzene 
A)  nitrobenzene 
B)  benzene 
C)  aniline 
D)  1,3-dinitrobenzene 
E)  1,4-dinitrobenzene

Question 13

Predict the structure of the product for 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 14

Predict the major product for the following reaction.

Accepted Answer

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

Question 15

Provide the reagents necessary to carry out the following conversion.

Accepted Answer

1. Cl₂/FeCl

Question 16

Which of the following reagents would you use as the basis for a simple chemical test that would distinguish between ethylbenzene and styrene?

Accepted Answer

A)  NaI/acetone 
B)  Br2/CCl4 
C)  NaOH/H2O 
D)  NaBH4/CH3OH 
E)  HCl/H2O 
A)  NaI/acetone 
B)  Br2/CCl4 
C)  NaOH/H2O 
D)  NaBH4/CH3OH 
E)  HCl/H2O

Question 17

Identify the electrophile in the nitration of benzene.

Accepted Answer

A)  sulfonium ion 
B)  nitrogen dioxide 
C)  nitronium ion 
D)  nitrous oxide 
E)  Nitrogen dioxide 
A)  sulfonium ion 
B)  nitrogen dioxide 
C)  nitronium ion 
D)  nitrous oxide 
E)  Nitrogen dioxide

Question 18

Which of the following compounds will not undergo nucleophilic aromatic substitution?

Accepted Answer

A)  1-chloro-2,4-dinitrobenzene 
B)  1-bromo-4-nitrobenzene 
C)  o-chloronitrobenzene 
D)  m-chloronitrobenzene 
E)  p-chloronitrobenzene 
A)  1-chloro-2,4-dinitrobenzene 
B)  1-bromo-4-nitrobenzene 
C)  o-chloronitrobenzene 
D)  m-chloronitrobenzene 
E)  p-chloronitrobenzene

Question 19

Provide the reagents necessary to carry out the following conversion.

Accepted Answer

1. CH₃CH₂Cl /AlCl₃ 2. f

Question 20

A halogen ___________ the benzene ring; the ring is __________ reactive than benzene.

Accepted Answer

The answer of A halogen ___________ the benzene ring; the...

Exam 18: Aromatic Substitution Reactions

Provide the structure of the major products formed in each step of the following reaction sequence.

Provide the reagents necessary to carry out the following conversion.

Predict the product and provide a stepwise curved arrow mechanism for the following reaction.

Predict the major product for the following reaction.

Which one of the following reactions is most likely to give a polysubstituted product?

Identify the electrophile in the bromination of benzene.

Provide the reagents necessary to carry out the following conversion.

Which one of the following compounds would be most reactive toward electrophilic aromatic substitution?

Provide the reagent(s) that are necessary to carry out the following conversion. t-butylbenzene →\to→ 1-t-butyl-4-chlorobenzene

Predict the product for the following reaction.

Predict the major product for the following reaction.

Identify the product from the reaction of nitrobenzene with iron and hydrochloric acid, followed with base.

Predict the structure of the product for the following reaction.

Predict the major product for the following reaction.

Provide the reagents necessary to carry out the following conversion.

Which of the following reagents would you use as the basis for a simple chemical test that would distinguish between ethylbenzene and styrene?

Identify the electrophile in the nitration of benzene.

Which of the following compounds will not undergo nucleophilic aromatic substitution?

Provide the reagents necessary to carry out the following conversion.

A halogen ___________ the benzene ring; the ring is __________ reactive than benzene.

A Review of General Chemistry: Electrons, Bonds, and Molecular Properties

Molecular Representations

Acids and Bases

Alkanes and Cycloalkanes

Stereoisomerism

Chemical Reactivity and Mechanisms

Alkyl Halides: Nucleophilic Substitution and Elimination Reactions

Addition Reactions of Alkenes

Alkynes

Radical Reactions

Synthesis

Alcohols and Phenols

Ethers and Epoxides; Thiols and Sulfides

Infrared Spectroscopy and Mass Spectrometry

Nuclear Magnetic Resonance Spectroscopy

Conjugated Pi Systems and Pericyclic Reactions

Aromatic Compounds

Aldehydes and Ketones

Carboxylic Acids and Their Derivatives

Alpha Carbon Chemistry: Enols and Enolates

Amines

Introduction to Organometallic Compounds

Carbohydrates

Amino Acids, Peptides, and Proteins

Lipids

Synthetic Polymers

Filters

Provide the reagent(s) that are necessary to carry out the following conversion. t-butylbenzene $\to$ 1-t-butyl-4-chlorobenzene

A halogen _ the benzene ring; the ring is reactive than benzene.