Question 1

If chlorocyclopentane were chlorinated to form all possible dichloro compounds and the product mixture subjected to precise fractional distillation,how many fractions would be obtained (ideally) ?

Accepted Answer

A)  3
B)  4
C)  5
D)  7
E)  9F) C) and D)
G) B) and C)

Question 2

Radical chlorinations are for the most part not synthetically practical due to high reactivity of the chlorine radical.

Accepted Answer

A) True 
 B)False

Question 3

Mono-bromination of the following alkane, 2 with light) would give?   A) I B) II C) III D) IV E) V" class="answers-bank-image d-inline" rel="preload" > ,(using Br2 with light) would give? 2 with light) would give?   A) I B) II C) III D) IV E) V" class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

A)  I
B)  II
C)  III
D)  IV
E)  VF) None of the above
G) A) and E)

Question 4

Which of the following would be the major product in the following reaction sequence?

Accepted Answer

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

Question 5

In a chain-terminating step,radicals are ___.

Accepted Answer

The answer of In a chain-terminating step,radicals are ___....

Question 6

Draw bond-line formulas of all monochloro derivatives that might be formed when 3-ethylhexane is allowed to react with Cl2 under UV irradiation.For each structure,indicate,with an asterisk,any stereocenters that might be present.

Accepted Answer

Question 7

Which of these molecules is not expected to arise as a product of the high temperature chlorination of methane?

Accepted Answer

A)  CCl4
B)  HCCl3
C)  CH2Cl2
D)  CH3CH3
E)  CH2=CH2F) A) and D)
G) B) and D)

Question 8

Mono-bromination of the following alkane, 2 with light) would give?   A) I B) II C) III D) IV E) V" class="answers-bank-image d-inline" rel="preload" > ,(using Br2 with light) would give? 2 with light) would give?   A) I B) II C) III D) IV E) V" class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

A)  I
B)  II
C)  III
D)  IV
E)  VF) All of the above
G) B) and D)

Question 9

Which statement best describes the reaction of bromine with isobutane?

Accepted Answer

A)  Bromine radical selectively abstracts the tertiary hydrogen.
B)  The transition state of the rate determining step is product-like.
C)  The major product formed from this reaction is 1-bromo-2-methylpropane.
D)  Bromine radical selectively abstracts the tertiary hydrogen and the transition state of the rate determining step is product-like.
E)  Bromine radical selectively abstracts the tertiary hydrogen,the transition state of the rate determining step is product-like,and the major product formed from this reaction is 1-bromo-2-methylpropane.F) A) and E)
G) B) and D)

Question 10

The mechanism for a free-radical reaction consists of three types of steps.These are: ___.

Accepted Answer

initiation,propagati...

Question 11

In the presence of light at 25 °C,isobutane (1 mol) and bromine (1 mol) yield which monobromo product(s) ?

Accepted Answer

A)  2-Methyl-1-bromopropane (almost exclusively) 
B)  2-Methyl-2-bromopropane (almost exclusively) 
C)  A mixture of 50% (
A)  and 50% (
B)  
D)  A mixture of 90% (
A)  and 10% (
B)  
E)  Butyl bromideF) B) and C)
G) None of the above

Question 12

What is the total number of trichloropropanes which can be produced by free radical chlorination of propane? Include all stereoisomers.

Accepted Answer

A)  4
B)  5
C)  6
D)  7
E)  8F) A) and C)
G) C) and D)

Question 13

What would be the major product of the following reaction sequence?

Accepted Answer

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

Question 14

What feature would you expect to see in the 1H NMR spectrum of B after subjecting A to the following reaction? 1H NMR spectrum of B after subjecting A to the following reaction?   A) There would be only 4 aromatic protons at low field. B) The signal for the protons on the benzylic carbon would be a doublet. C) The signal for the methyl protons would be a triplet. D) The signal for the methyl protons would be a doublet. E) The signal for the methyl protons would integrate for only 2 hydrogens." class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

A)  There would be only 4 aromatic protons at low field.
B)  The signal for the protons on the benzylic carbon would be a doublet.
C)  The signal for the methyl protons would be a triplet.
D)  The signal for the methyl protons would be a doublet.
E)  The signal for the methyl protons would integrate for only 2 hydrogens.F) A) and B)
G) A) and E)

Question 15

What is the product for the following three-step reaction sequence?

Accepted Answer

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

Question 16

The reaction of 1-butene with HBr in the presence of peroxides yields 1-bromobutane.The mechanism for the reaction involves:

Accepted Answer

A)  attack on the alkene by a Br+ ion.
B)  attack on the alkene by a H+ ion.
C)  attack on the alkene by a bromine atom,Br·.
D)  attack on the alkene by a hydrogen atom,H·.
E)  isomerization of the 2-bromobutane produced initially.F) B) and D)
G) B) and C)

Question 17

What product would result from the following reaction?

Accepted Answer

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

Question 18

The terms "chain reaction" refer to a process where a long sequence of various intermediates are generated to arrive at the formation of a single product.

Accepted Answer

A) True 
 B)False

Question 19

Draw bond-line formulas of all monochloro derivatives that might be formed when 1,1-dimethylcyclobutane is allowed to react with Cl2 under UV irradiation.For each structure,indicate,with an asterisk,any stereocenters that might be present.

Accepted Answer

Question 20

What is the final product,C,obtained via the following reaction sequence?

Accepted Answer

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

Exam 10: Radical Reactions

What is the total number of trichloropropanes which can be produced by free radical chlorination of propane? Include all stereoisomers.

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What is the product for the following three-step reaction sequence?

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Which statement best describes the reaction of bromine with isobutane?

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Mono-bromination of the following alkane, ,(using Br2 with light) would give?

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In the presence of light at 25 °C,isobutane (1 mol) and bromine (1 mol) yield which monobromo product(s) ?

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Radical chlorinations are for the most part not synthetically practical due to high reactivity of the chlorine radical.

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What would be the major product of the following reaction sequence?

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What product would result from the following reaction?

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If chlorocyclopentane were chlorinated to form all possible dichloro compounds and the product mixture subjected to precise fractional distillation,how many fractions would be obtained (ideally) ?

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What feature would you expect to see in the 1H NMR spectrum of B after subjecting A to the following reaction?

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Draw bond-line formulas of all monochloro derivatives that might be formed when 3-ethylhexane is allowed to react with Cl2 under UV irradiation.For each structure,indicate,with an asterisk,any stereocenters that might be present.

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In a chain-terminating step,radicals are ___.

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Which of these molecules is not expected to arise as a product of the high temperature chlorination of methane?

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The reaction of 1-butene with HBr in the presence of peroxides yields 1-bromobutane.The mechanism for the reaction involves:

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Which of the following would be the major product in the following reaction sequence?

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The mechanism for a free-radical reaction consists of three types of steps.These are: ___.

Correct Answerverifiedinitiation,propagati...View AnswerShow Answer

The terms "chain reaction" refer to a process where a long sequence of various intermediates are generated to arrive at the formation of a single product.

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Draw bond-line formulas of all monochloro derivatives that might be formed when 1,1-dimethylcyclobutane is allowed to react with Cl2 under UV irradiation.For each structure,indicate,with an asterisk,any stereocenters that might be present.

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Mono-bromination of the following alkane, ,(using Br2 with light) would give?

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What is the final product,C,obtained via the following reaction sequence?

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Mono-bromination of the following alkane, ,(using Br₂ with light) would give?

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What feature would you expect to see in the ¹H NMR spectrum of B after subjecting A to the following reaction?

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Draw bond-line formulas of all monochloro derivatives that might be formed when 3-ethylhexane is allowed to react with Cl₂ under UV irradiation.For each structure,indicate,with an asterisk,any stereocenters that might be present.

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initiation,propagati...
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Draw bond-line formulas of all monochloro derivatives that might be formed when 1,1-dimethylcyclobutane is allowed to react with Cl₂ under UV irradiation.For each structure,indicate,with an asterisk,any stereocenters that might be present.

Correct Answer
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Mono-bromination of the following alkane, ,(using Br₂ with light) would give?

Correct Answer
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Correct Answer
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