Question 1

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.

Question 2

Which of the following statements about radicals is true?

Accepted Answer

A)  Cleavage of a stronger bond forms the more stable radical.
B)  The stability of a radical increases as the number of alkyl groups bonded to the radical carbon decreases.
C)  The higher the bond dissociation energy for a C-H bond,the more stable the resulting carbon radical.
D)  Less stable radicals generally do not rearrange to more stable radicals.

Question 3

Identify the monomer used to make the following polymer.

Accepted Answer

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

Question 4

Which of the following is a radical scavenger?

Accepted Answer

A)  O3
B)  O2
C)  Vitamin C
D)  CO2

Question 5

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

Accepted Answer

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

Question 6

Rank the following radicals in order of decreasing stability,putting the most stable first.  IV > III > I B) III > II > IV > I C) IV > III > II > I D) IV > III > I > II" class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

A)  II > IV > III > I
B)  III > II > IV > I
C)  IV > III > II > I
D)  IV > III > I > II

Question 7

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)  IV

Question 8

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

Accepted Answer

A)  1
B)  2
C)  3
D)  4

Question 9

Which of the labeled hydrogens is most easily abstracted in a free radical bromination reaction? a B) Hb C) Hc D) Hd" class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

A)  Ha
B)  Hb
C)  Hc
D)  Hd

Question 10

Which steps are the rate-determining step in the mechanism of radical halogenation?

Accepted Answer

A)  Initiation
B)  Propagation
C)  Termination
D)  Initiation and propagation

Question 11

Which of the following statements about carbon radicals is not true?

Accepted Answer

A)  Carbon radicals are classified as primary,secondary,tertiary,or quaternary.
B)  A carbon radical is sp2 hybridized.
C)  The geometry of a carbon radical is trigonal planar.
D)  The unhybridized p orbital in a carbon radical contains the unpaired electron.

Question 12

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 IV

Question 13

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.

Question 14

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 propagating step(s) is (are) ________.

Accepted Answer

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

Question 15

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.

Question 16

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 < II

Question 17

What is the product of the following reaction?

Accepted Answer

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

Question 18

Which of the following statements about the propagation steps in the chlorination of ethane is true?

Accepted Answer

A)  Radical chlorination consists of two propagation steps.
B)  The energy diagram for the propagation steps has three energy barriers.
C)  The first of the propagation steps is rate-determining because its transition state is at lower energy.
D)  The second of the propagation steps is rate-determining because its transition state is at higher energy.

Question 19

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.

Question 20

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

Accepted Answer

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

Exam 13: Radical Reactions

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

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

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

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Which of the following is a radical scavenger?

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Which of the labeled hydrogens is most easily abstracted in a free radical bromination reaction?

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

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Which steps are the rate-determining step in the mechanism of radical halogenation?

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

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Which of the following statements about bromination is true?

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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

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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 propagating step(s) is (are) ________.

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

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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 statements about radicals is true?

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Which of the following statements about the propagation steps in the chlorination of ethane is true?

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Rank the following radicals in order of decreasing stability,putting the most stable first.

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What is the product of the following reaction?

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Which of the following statements about chlorination is true?

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Which of the following statements about carbon radicals is not true?

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Identify the monomer used to make the following polymer.

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

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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

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