Question 1

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) B) and D)
F) A) and B)

Question 2

Which of the following statements about chlorination and bromination is true?

Accepted Answer

A)  Bromination is unselective, yielding a mixture of products.
B)  Chlorination is often selective, yielding one major product.
C)  Chlorination is faster than bromination.
D)  Bromination is faster than chlorination.E) B) and D)
F) B) and C)

Question 3

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 B)
F) C) and D)

Question 4

How many monochlorination products can be formed (constitutional isomers only)  from the reaction of (CH3) 2CHCH2CH3 with Cl2 and hn?

Accepted Answer

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

Question 5

Determine the monochlorination product(s) .

Accepted Answer

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

Question 6

Determine the product of the following reaction.

Accepted Answer

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

Question 7

Which of the following compounds contain primary (1°)  radical carbons?

Accepted Answer

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

Question 8

Identify the monomer used to make the following polymer.

Accepted Answer

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

Question 9

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) A) and C)
F) A) and D)

Question 10

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

Accepted Answer

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

Question 11

Identify the monomer used to make the following polymer.

Accepted Answer

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

Question 12

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) B) and D)

Question 13

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 C)
F) C) and D)

Question 14

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

Accepted Answer

A)  Most radicals are unstable.
B)  A radical contains an atom that has an octet of electrons.
C)  Half-headed arrows are used to show the movement of lone electrons.
D)  A radical is formed by homolysis of a covalent bond.E) A) and C)
F) A) and B)

Question 15

What is the product of the following reaction?

Accepted Answer

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

Question 16

A possible reaction of ethane with chlorine is shown below.This reaction could conceivably occur by the following chain mechanisms [1], [2], and [3].The chain initiating step(s)  is (are)  _____.  A possible reaction of ethane with chlorine is shown below.This reaction could conceivably occur by the following chain mechanisms [1], [2], and [3].The chain initiating step(s)  is (are)  _____.     A) Only [1] B) Only [2] C) Only [3] D) Only [1] and [2]" class="answers-bank-image d-inline" rel="preload" >  A possible reaction of ethane with chlorine is shown below.This reaction could conceivably occur by the following chain mechanisms [1], [2], and [3].The chain initiating step(s)  is (are)  _____.     A) Only [1] B) Only [2] C) Only [3] D) Only [1] and [2]" class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

A)  Only [1]
B)  Only [2]
C)  Only [3]
D)  Only [1] and [2]E) B) and D)
F) B) and C)

Question 17

Which of the following statements about the stereochemistry of halogenation reactions is true?

Accepted Answer

A)  An achiral starting material always gives an achiral product only.
B)  An achiral starting material always gives a racemic product only.
C)  The configuration at a stereogenic center of a product must change even if a reaction does not occur at a stereogenic center.
D)  An achiral starting material always gives either an achiral or a racemic product.E) None of the above
F) A) and B) D

Question 18

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) All of the above
F) B) and C)

Question 19

How many monochlorination products (constitutional isomers and stereoisomers)  are formed from the reaction of pentane with Cl2 and hn?

Accepted Answer

A)  2
B)  3
C)  4
D)  5E) B) and C)
F) A) and D)

Question 20

Which of the following is a radical scavenger?

Accepted Answer

A)  O3
B)  O2
C)  Vitamin C
D)  CO2E) C) and D)
F) B) and D) B

Exam 15: Radical Reactions

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

Correct AnswerverifiedShow Answer

Which of the following statements about chlorination and bromination is true?

Correct AnswerverifiedShow Answer

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

How many monochlorination products can be formed (constitutional isomers only) from the reaction of (CH3) 2CHCH2CH3 with Cl2 and hn?

Correct AnswerverifiedShow Answer

Determine the monochlorination product(s) .

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Determine the product of the following reaction.

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Which of the following compounds contain primary (1°) radical carbons?

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Identify the monomer used to make the following polymer.

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

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

Correct AnswerverifiedA

Identify the monomer used to make the following polymer.

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Which of the following statements about chlorination is true?

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

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

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What is the product of the following reaction?

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A possible reaction of ethane with chlorine is shown below.This reaction could conceivably occur by the following chain mechanisms [1], [2], and [3].The chain initiating step(s) is (are) _____.

Correct AnswerverifiedShow Answer

Which of the following statements about the stereochemistry of halogenation reactions is true?

Correct AnswerverifiedD

Which of the following statements about bromination is true?

Correct AnswerverifiedShow Answer

How many monochlorination products (constitutional isomers and stereoisomers) are formed from the reaction of pentane with Cl2 and hn?

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Which of the following is a radical scavenger?

Correct AnswerverifiedB

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How many monochlorination products can be formed (constitutional isomers only) from the reaction of (CH₃) ₂CHCH₂CH₃ with Cl₂ and hn?

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A

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D

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How many monochlorination products (constitutional isomers and stereoisomers) are formed from the reaction of pentane with Cl₂ and hn?

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B