Question 1

Which of the following aromatic rings is alkylated most rapidly by CH3CH2Cl/AlCl3?

Accepted Answer

A)  benzene
B)  ethylbenzene
C)  chlorobenzene
D)  benzenesulfonic acid
E)  nitrobenzeneF) B) and D)
G) D) and E)

Question 2

Give the organic products from the following reaction.

Accepted Answer

The answer of Give the organic products from the following...

Question 3

Predict the major organic product of the following reaction.

Accepted Answer

A)  I
B)  II
C)  III
D)  IV
E)  VF) D) and E)
G) B) and C)

Question 4

What is the structure of p-toluidine?

Accepted Answer

A)  I
B)  II
C)  III
D)  IV
E)  VF) B) and C)
G) C) and D)

Question 5

What is the name of the following compound?

Accepted Answer

A)  o-nitro-m-bromotoluene
B)  3-bromo-6-nitrotoluene
C)  m-bromo-o-nitrotoluene
D)  5-bromo-2-nitrotoluene
E)  2-nitro-5-bromotolueneF) A) and B)
G) C) and D)

Question 6

Give the best product for the following reaction.

Accepted Answer

The answer of Give the best product for the following...

Question 7

Identify the reaction(s) below that give benzoic acid as a product.

Accepted Answer

A)  1-phenylethanol + manganese dioxide + heat
B)  1-phenylethanol + sodium dichromate + acid + heat
C)  tert-butylbenzene + sodium dichromate + acid + heat
D)  ethylbenzene + sodium dichromate + acid + heat
E)  phenylmethanol + manganese dioxide + heatF) B) and D)
G) A) and C)

Question 8

Provide the structure of benzoic acid.

Accepted Answer

The answer of Provide the structure of benzoic acid....

Question 9

The name 2,4,6-tribromobenzene is incorrect. Which of the following is the correct name?

Accepted Answer

A)  tribromobenzene
B)  m,m-dibromobromobenzene
C)  3,5-dibromobromobenzene
D)  1,3,5-tribromobenzene
E)  m,m,m-tribromobenzeneF) A) and D)
G) B) and D)

Question 10

Which of the following is one of the resonance contributors of the intermediate produced in a Friedel-Crafts alkylation of benzene?

Accepted Answer

A)  I
B)  II
C)  III
D)  IV
E)  VF) A) and B)
G) A) and C)

Question 11

Draw benzyl bromide.

Accepted Answer

The answer of Draw benzyl bromide....

Question 12

List the following compounds in order of decreasing reactivity toward electrophilic aromatic substitution: toluene, benzene, fluorobenzene, nitrobenzene, phenol.

Accepted Answer

phenol > toluene > b...

Question 13

Give three different correct names for the structure.

Accepted Answer

2-amino-4-methylphen...

Question 14

What sequence of reagents can be used to accomplish the conversion shown below?

Accepted Answer

1. HNO₃, H₂SO₄
2. Br₂, F...

Question 15

What is the best method for the preparation of p-chlorotoluene in high yield?

Accepted Answer

A)  start with benzene; methylate; chlorinate
B)  start with benzene; chlorinate; methylate
C)  start with toluene; chlorinate
D)  start with chlorobenzene; methylate
E)  start with p-aminotoluene; NaNO2/HCl, 0°C; CuClF) B) and C)
G) A) and C)

Question 16

Draw the four major resonance structures of the intermediate which results when o-nitrochlorobenzene is treated with NaOH.

Accepted Answer

The answer of Draw the four major resonance structures of...

Question 17

Name the following compound.

Accepted Answer

A)  sec-hexylbenzene
B)  3-phenylhexane
C)  2-phenylhexane
D)  tert-hexylbenzene
E)  isohexylbenzeneF) A) and B)
G) A) and C)

Question 18

Which of the following is not a correct statement about the electrophilic substitution mechanism of benzene?

Accepted Answer

A)  Benzene functions as a nucleophile.
B)  Formation of a carbocation intermediate is the rate-determining step.
C)  The carbocation intermediate contains an sp3 hybridized carbon in the ring.
D)  The addition product is a frequent minor product.
E)  Aromaticity is regained by loss of H+.F) A) and D)
G) None of the above

Question 19

Why does benzene undergo electrophilic substitution rather than electrophilic addition?

Accepted Answer

When benzene undergoes electrophilic sub...

Question 20

Provide the major organic product of the following.

Accepted Answer

The answer of Provide the major organic product of the...

Exam 19: Reactions of Benzene and Substituted Benzenes

Why does benzene undergo electrophilic substitution rather than electrophilic addition?

Correct AnswerverifiedWhen benzene undergoes electrophilic sub...View AnswerShow Answer

Draw benzyl bromide.

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List the following compounds in order of decreasing reactivity toward electrophilic aromatic substitution: toluene, benzene, fluorobenzene, nitrobenzene, phenol.

Correct Answerverifiedphenol > toluene > b...View AnswerShow Answer

Which of the following is not a correct statement about the electrophilic substitution mechanism of benzene?

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Predict the major organic product of the following reaction.

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What is the structure of p-toluidine?

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Give the organic products from the following reaction.

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The name 2,4,6-tribromobenzene is incorrect. Which of the following is the correct name?

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Which of the following aromatic rings is alkylated most rapidly by CH3CH2Cl/AlCl3?

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Which of the following is one of the resonance contributors of the intermediate produced in a Friedel-Crafts alkylation of benzene?

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Give three different correct names for the structure.

Correct Answerverified2-amino-4-methylphen...View AnswerShow Answer

Provide the structure of benzoic acid.

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What is the best method for the preparation of p-chlorotoluene in high yield?

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What sequence of reagents can be used to accomplish the conversion shown below?

Correct Answerverified1. HNO3, H2SO42. Br2, F...View AnswerShow Answer

Provide the major organic product of the following.

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Name the following compound.

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Draw the four major resonance structures of the intermediate which results when o-nitrochlorobenzene is treated with NaOH.

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Give the best product for the following reaction.

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What is the name of the following compound?

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Identify the reaction(s) below that give benzoic acid as a product.

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When benzene undergoes electrophilic sub...
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phenol > toluene > b...
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Which of the following aromatic rings is alkylated most rapidly by CH₃CH₂Cl/AlCl₃?

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2-amino-4-methylphen...
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1. HNO₃, H₂SO₄
2. Br₂, F...
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