Question 1

Which of the following compounds contain secondary (2°)  radical carbons?

Accepted Answer

A)   Only I
B)   Only II
C)   Only III
D)   Only II and IVE) B) and D)
F) C) and D)

Question 2

A possible reaction of ethane with chlorine is shown below.  CH3CH3+Cl2⟶CH3CH2Cl+HCl\mathrm { CH } _ { 3 } \mathrm { CH } _ { 3 } + \mathrm { Cl } _ { 2 } \longrightarrow \mathrm { CH } _ { 3 } \mathrm { CH } _ { 2 } \mathrm { Cl } + \mathrm { HCl }CH3​CH3​+Cl2​⟶CH3​CH2​Cl+HCl  This reaction could conceivably occur by the following chain mechanisms [1], [2], and [3]. The chain initiating step(s)  is (are)  _____. [1]  Cl2⟶2Cl∗\mathrm { Cl } _ { 2 } \longrightarrow 2 \mathrm { Cl }^*Cl2​⟶2Cl∗ .
[2]  Cl∗+CH3CH3⟶ slow HCl+CH3CH2∗\mathrm { Cl } ^* + \mathrm { CH } _ { 3 } \mathrm { CH } _ { 3 } \stackrel { 	ext { slow } } { \longrightarrow } \mathrm { HCl } + \mathrm { CH } _ { 3 } \mathrm { CH } _ { 2 }^*Cl∗+CH3​CH3​⟶ slow ​HCl+CH3​CH2∗​ .
[3]  CH3CH2∗+Cl2⟶ fast CH3CH2Cl+Cl∗\mathrm { CH } _ { 3 } \mathrm { CH } _ { 2 } ^ { * } + \mathrm { Cl } _ { 2 } \stackrel { 	ext { fast } } { \longrightarrow } \mathrm { CH } _ { 3 } \mathrm { CH } _ { 2 } \mathrm { Cl } + \mathrm { Cl }^*CH3​CH2∗​+Cl2​⟶ fast ​CH3​CH2​Cl+Cl∗ .

Accepted Answer

A)   Only [1]
B)   Only [2]
C)   Only [3]
D)   Only [1] and [2] E) A) and D)
F) All of the above

Question 3

How many monochlorination products can be formed (constitutional isomers only)  from the reaction of CH3CH2CH2CH2CH2CH3 with Cl2 and h?

Accepted Answer

A)   3
B)   4
C)   5
D)   6E) B) and C)
F) A) and B) A

Question 4

What type of reactive intermediate is formed in the reaction of propene with N-bromosuccinimide (NBS)  to give 3-bromo-1-propene?

Accepted Answer

A)   Cyclic bromonium ion
B)   Allylic carbocation
C)   Allylic carbanion
D)   Allylic radicalE) A) and D)
F) C) and D)

Question 5

Select the route that would most likely produce the desired results from the given starting material. 2SO4 and heat; (2)  HBr II. (1)  KOH in ethanol; (2)  HBr III)  (1)  H2SO4 and heat; (2)  HBr + peroxides IV)  (1)  potassium tert-butoxide in tert-butanol; (2)  HBr + peroxides A)  I B)  II C)  III D)  IV" class="answers-bank-image d-inline" rel="preload" > I. (1)  H2SO4 and heat; (2)  HBr II. (1)  KOH in ethanol; (2)  HBr
III)  (1)  H2SO4 and heat; (2)  HBr + peroxides
IV)  (1)  potassium tert-butoxide in tert-butanol; (2)  HBr + peroxides

Accepted Answer

A)   I
B)   II
C)   III
D)   IVE) A) and B)
F) A) and D)

Question 6

Rank the following radicals in order of increasing stability, putting the least stable first.

Accepted Answer

A)   III 
B)   I 
C)   III 
D)   I < III < IIE) C) and D)
F) All of the above

Question 7

How many monochlorination products (constitutional isomers and stereoisomers)  are formed from the reaction of butane with Cl2 and h?

Accepted Answer

A)   2
B)   3
C)   4
D)   5E) All of the above
F) B) and C)

Question 8

Which of the following alkenes undergoes allylic bromination to form a single monobrominated product?

Accepted Answer

A)   I
B)   II
C)   III
D)   IVE) A) and B)
F) All of the above A

Question 9

Which of the following statements about chlorination is true?

Accepted Answer

A)   The rate-determining step in chlorination is endothermic.
B)   The transition state resembles the product.
C)   The more stable radical is formed faster.
D)   A mixture of products results.E) B) and C)
F) A) and C)

Question 10

Which of the indicated hydrogens is most readily abstracted in a free radical halogenation reaction?

Accepted Answer

A)   I
B)   II
C)   III
D)   IVE) B) and D)
F) B) and C)

Question 11

What is the product of the following reaction?

Accepted Answer

A)   I
B)   II
C)   III
D)   IVE) None of the above
F) A) and B)

Question 12

Which of the following statements about bromination is true?

Accepted Answer

A)   The rate-determining step in bromination is exothermic.
B)   Both radicals are formed.
C)   A mixture of products results.
D)   A single radical halogenation product predominates.E) A) and B)
F) All of the above

Question 13

What is the product in the following sequence of reactions?

Accepted Answer

A)   I
B)   II
C)   III
D)   IVE) B) and C)
F) B) and D)

Question 14

How many monochlorination products can be formed from the reaction of (CH3) 3CH with Cl2 and h?

Accepted Answer

A)   1
B)   2
C)   3
D)   4E) A) and B)
F) A) and C)

Question 15

Which of the following compounds contain tertiary (3°)  radical carbons?

Accepted Answer

A)   Only I
B)   Only II
C)   Only III
D)   Only II and IVE) A) and D)
F) A) and C)

Question 16

Which of the following statements about radical reactions is not true?

Accepted Answer

A)   Light or heat provides the energy needed for homolytic bond cleavage to form radicals.
B)   Breaking the weak O-O bond of peroxides initiates radical reactions.
C)   The diradical O2 removes radicals from a reaction mixture.
D)   Radicals rearrange.E) B) and D)
F) B) and C)

Question 17

Identify the monomer used to make the following polymer.

Accepted Answer

A)   I
B)   II
C)   III
D)   IVE) All of the above
F) C) and D)

Question 18

What is the product of the following reaction?

Accepted Answer

A)   I
B)   II
C)   III
D)   IVE) B) and C)
F) B) and D) A

Question 19

How many allylic halides can be formed when 3-methycyclohexene undergoes allylic halogenation with one equivalent of NBS and light?

Accepted Answer

A)   1
B)   2
C)   3
D)   4E) All of the above
F) None of the above

Question 20

What is the product in the following sequence of reactions?

Accepted Answer

A)   I
B)   II
C)   III
D)   IVE) B) and D)
F) C) and D)

Exam 15: Radical Reactions

Which of the following compounds contain secondary (2°) radical carbons?

Correct Answer
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How many monochlorination products can be formed (constitutional isomers only) from the reaction of CH₃CH₂CH₂CH₂CH₂CH₃ with Cl₂ and h?

Correct Answer
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A

What type of reactive intermediate is formed in the reaction of propene with N-bromosuccinimide (NBS) to give 3-bromo-1-propene?

Correct Answer
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Select the route that would most likely produce the desired results from the given starting material. I. (1) H₂SO₄ and heat; (2) HBr II. (1) KOH in ethanol; (2) HBr III) (1) H₂SO₄ and heat; (2) HBr + peroxides IV) (1) potassium tert-butoxide in tert-butanol; (2) HBr + peroxides

Correct Answer
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Rank the following radicals in order of increasing stability, putting the least stable first.

Correct Answer
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How many monochlorination products (constitutional isomers and stereoisomers) are formed from the reaction of butane with Cl₂ and h?

Correct Answer
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Which of the following alkenes undergoes allylic bromination to form a single monobrominated product?

Correct Answer
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A

Which of the following statements about chlorination is true?

Correct Answer
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Which of the indicated hydrogens is most readily abstracted in a free radical halogenation reaction?

Correct Answer
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What is the product of the following reaction?

Correct Answer
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Which of the following statements about bromination is true?

Correct Answer
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What is the product in the following sequence of reactions?

Correct Answer
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How many monochlorination products can be formed from the reaction of (CH₃) ₃CH with Cl₂ and h?

Correct Answer
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Which of the following compounds contain tertiary (3°) radical carbons?

Correct Answer
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Which of the following statements about radical reactions is not true?

Correct Answer
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Identify the monomer used to make the following polymer.

Correct Answer
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What is the product of the following reaction?

Correct Answer
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A

How many allylic halides can be formed when 3-methycyclohexene undergoes allylic halogenation with one equivalent of NBS and light?

Correct Answer
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What is the product in the following sequence of reactions?

Correct Answer
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Exam 15: Radical Reactions

Which of the following compounds contain secondary (2°) radical carbons?

Correct AnswerverifiedShow Answer

Correct AnswerverifiedShow Answer

How many monochlorination products can be formed (constitutional isomers only) from the reaction of CH3CH2CH2CH2CH2CH3 with Cl2 and h?

Correct AnswerverifiedA

What type of reactive intermediate is formed in the reaction of propene with N-bromosuccinimide (NBS) to give 3-bromo-1-propene?

Correct AnswerverifiedShow Answer

Select the route that would most likely produce the desired results from the given starting material. I. (1) H2SO4 and heat; (2) HBr II. (1) KOH in ethanol; (2) HBr III) (1) H2SO4 and heat; (2) HBr + peroxides IV) (1) potassium tert-butoxide in tert-butanol; (2) HBr + peroxides

Correct AnswerverifiedShow Answer

Rank the following radicals in order of increasing stability, putting the least stable first.

Correct AnswerverifiedShow Answer

How many monochlorination products (constitutional isomers and stereoisomers) are formed from the reaction of butane with Cl2 and h?

Correct AnswerverifiedShow Answer

Which of the following alkenes undergoes allylic bromination to form a single monobrominated product?

Correct AnswerverifiedA

Which of the following statements about chlorination is true?

Correct AnswerverifiedShow Answer

Which of the indicated hydrogens is most readily abstracted in a free radical halogenation reaction?

Correct AnswerverifiedShow Answer

What is the product of the following reaction?

Correct AnswerverifiedShow Answer

Which of the following statements about bromination is true?

Correct AnswerverifiedShow Answer

What is the product in the following sequence of reactions?

Correct AnswerverifiedShow Answer

How many monochlorination products can be formed from the reaction of (CH3) 3CH with Cl2 and h?

Correct AnswerverifiedShow Answer

Which of the following compounds contain tertiary (3°) radical carbons?

Correct AnswerverifiedShow Answer

Which of the following statements about radical reactions is not true?

Correct AnswerverifiedShow Answer

Identify the monomer used to make the following polymer.

Correct AnswerverifiedShow Answer

What is the product of the following reaction?

Correct AnswerverifiedA

How many allylic halides can be formed when 3-methycyclohexene undergoes allylic halogenation with one equivalent of NBS and light?

Correct AnswerverifiedShow Answer

What is the product in the following sequence of reactions?

Correct AnswerverifiedShow Answer

Correct Answer
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Correct Answer
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How many monochlorination products can be formed (constitutional isomers only) from the reaction of CH₃CH₂CH₂CH₂CH₂CH₃ with Cl₂ and h?

Correct Answer
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A

Correct Answer
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Select the route that would most likely produce the desired results from the given starting material. I. (1) H₂SO₄ and heat; (2) HBr II. (1) KOH in ethanol; (2) HBr III) (1) H₂SO₄ and heat; (2) HBr + peroxides IV) (1) potassium tert-butoxide in tert-butanol; (2) HBr + peroxides

Correct Answer
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Correct Answer
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How many monochlorination products (constitutional isomers and stereoisomers) are formed from the reaction of butane with Cl₂ and h?

Correct Answer
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Correct Answer
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A

Correct Answer
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Correct Answer
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Correct Answer
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Correct Answer
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Correct Answer
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How many monochlorination products can be formed from the reaction of (CH₃) ₃CH with Cl₂ and h?

Correct Answer
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Correct Answer
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Correct Answer
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Correct Answer
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Correct Answer
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A

Correct Answer
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Correct Answer
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