Question 1

What is the characteristic of a radical chain termination step?

Accepted Answer

A)  Radicals are formed.
B)  Substitution products are formed.
C)  A radical reacts with a molecule to give a new radical and a new molecule.
D)  Two radicals combine to give a molecule.E) C) and D)
F) None of the above

Question 2

Homolytic cleavage of CH3CH2CH2-O-O-CH2CH3 would produce two identical radicals.

Accepted Answer

A) True 
 B)False

Question 3

Which of the following has the list of compounds in the correct order of decreasing boiling point (higher boiling point > lower boiling point) ?

Accepted Answer

A)  2-fluoropropane > 2-chloropropane > 2-bromopropane > 2-iodopropane
B)  2-chloropropane > 2-iodopropane > 2-fluoropropane > 2-bromopropane
C)  2-iodopropane > 2-chloropropane > 2-fluoropropane > 2-bromopropane
D)  2-iodopropane > 2-bromopropane > 2-chloropropane > 2-fluoropropaneE) A) and D)
F) None of the above

Question 4

What is the structure of the key intermediate in the following reaction?

Accepted Answer

The answer of What is the structure of the key...

Question 5

Provide neatly drawn resonance structures of the key intermediate in the following reaction.

Accepted Answer

The answer of Provide neatly drawn resonance structures of the...

Question 6

What is the geometry of the central carbon atom of a tert-butyl radical?

Accepted Answer

A)  tetrahedral
B)  trigonal planar
C)  trigonal pyramidal
D)  square planarE) C) and D)
F) All of the above

Question 7

What is the structure of all of the monobrominated products, including regioismers and stereoisomers, obtained from the following reaction?

Accepted Answer

The answer of What is the structure of all of...

Question 8

What is the correct order of stability of the following radicals (more stable > less stable) ?  less stable) ?   A) 1 > 2 > 3 B) 1 > 3 > 2 C) 3 > 1 > 2 D) 3 > 2 > 1" class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

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

Question 9

The IUPAC name for the following substance is 6-methyl-2-bromoheptane.

Accepted Answer

A) True 
 B)False

Question 10

What is the major organic product obtained from the following reaction?

Accepted Answer

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

Question 11

What is the characteristic of a radical chain propagation step?

Accepted Answer

A)  Radicals are formed.
B)  Byproducts are formed.
C)  A radical reacts with a molecule to give a new radical and a new molecule.
D)  Two radicals combine to give a molecule.E) A) and D)
F) All of the above

Question 12

What is the characteristic of a radical chain initiation step?

Accepted Answer

A)  Radicals are formed.
B)  Substitution products are formed.
C)  A radical reacts with a molecule to give a new radical and a new molecule.
D)  Two radicals combine to give a molecule.E) C) and D)
F) B) and D)

Question 13

What is the IUPAC name of the following compound?

Accepted Answer

A)  (
E)  -1-chloro-1,2,3-trimethyl-1-butene
B)  (Z) -1-chloro-1,2,3-trimethyl-1-butene
C)  (
E)  -2-chloro-3,4-dimethyl-2-pentene
D)  (Z) -2-chloro-3,4-dimethyl-2-penteneE) A) and D)
F) A) and C)

Question 14

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

Accepted Answer

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

Question 15

Which of the following statements is not true regarding the halogenation of alkanes upon treatment with halogen and light?

Accepted Answer

A)  Bromination is more selective for 3 ∘\circ∘  positions than chlorination.
B)  The reaction proceeds via a radical intermediate.
C)  The reaction proceeds via a chain reaction.
D)  This is a useful process for the formation of fluorides, chlorides, bromides and iodides. E) B) and D)
F) A) and B)

Question 16

Which of the following accounts for the anti-Markovnikov regiochemistry of the reaction of an alkene with HBr in the presence of peroxides?

Accepted Answer

A)  The alkene reacts with HBr to give a carbocation.
B)  The alkene reacts with a bromine atom to give a radical.
C)  The alkene reacts with a hydrogen atom to give a radical.
D)  The alkene reacts with peroxide to five an allylic radical.E) None of the above
F) All of the above

Question 17

Consider the reaction below to answer the following question(s). 
-The name of one of the minor products of this reaction is____________________.

Accepted Answer

1-bromo-2-hexene 1-b...

Question 18

What are the major products formed upon treatment of (E) -3-methyl-2-hexene with HBr in the absence of peroxides?
1) (S) -3-bromo-3-methylhexane
2) (R) -3-bromo-2-methylhexane
3) 2-bromo-3-methylhexane

Accepted Answer

A)  only 1
B)  only 2
C)  a mixture of 1 and 2
D)  only 3E) A) and B)
F) B) and D)

Question 19

Provide the IUPAC name of the following compound.

Accepted Answer

(S)-4-brom...

Question 20

Consider the reaction below to answer the following question(s). 
-The number of allylic positions in compound A is ______.

Accepted Answer

The answer of Consider the reaction below to answer the...

Exam 8: Haloalkanes, Halogenation, and Radical Reactions

What is the IUPAC name of the following compound?

Correct AnswerverifiedShow Answer

Which of the following accounts for the anti-Markovnikov regiochemistry of the reaction of an alkene with HBr in the presence of peroxides?

Correct AnswerverifiedShow Answer

What is the correct order of stability of the following radicals (more stable > less stable) ?

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

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What is the characteristic of a radical chain termination step?

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Which of the following statements is not true regarding the halogenation of alkanes upon treatment with halogen and light?

Correct AnswerverifiedShow Answer

Homolytic cleavage of CH3CH2CH2-O-O-CH2CH3 would produce two identical radicals.

Correct AnswerverifiedShow Answer

What is the characteristic of a radical chain initiation step?

Correct AnswerverifiedShow Answer

Provide neatly drawn resonance structures of the key intermediate in the following reaction.

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Consider the reaction below to answer the following question(s). -The number of allylic positions in compound A is ______.

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What is the structure of the key intermediate in the following reaction?

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What is the geometry of the central carbon atom of a tert-butyl radical?

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Consider the reaction below to answer the following question(s). -The name of one of the minor products of this reaction is____________________.

Correct Answerverified1-bromo-2-hexene 1-b...View AnswerShow Answer

What is the major organic product obtained from the following reaction?

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Provide the IUPAC name of the following compound.

Correct Answerverified(S)-4-brom...View AnswerShow Answer

What are the major products formed upon treatment of (E) -3-methyl-2-hexene with HBr in the absence of peroxides? 1) (S) -3-bromo-3-methylhexane 2) (R) -3-bromo-2-methylhexane 3) 2-bromo-3-methylhexane

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Which of the following has the list of compounds in the correct order of decreasing boiling point (higher boiling point > lower boiling point) ?

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The IUPAC name for the following substance is 6-methyl-2-bromoheptane.

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What is the structure of all of the monobrominated products, including regioismers and stereoisomers, obtained from the following reaction?

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What is the characteristic of a radical chain propagation step?

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Homolytic cleavage of CH₃CH₂CH₂-O-O-CH₂CH₃ would produce two identical radicals.

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1-bromo-2-hexene 1-b...
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(S)-4-brom...
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