Question 1

When an allyl cation undergoes a cycloaddition under photochemical conditions with ethylene (bonds forming at the ends of the π-systems) , the cycloaddition is described as ________.

Accepted Answer

A)  [2+2] and suprafacial
B)  [2+4] and suprafacial
C)  [2+2] and antarafacial
D)  [2+4] and antarafacial
E)  [2+3] and antarafacialF) A) and B)
G) C) and D)

Question 2

Give the product for the following [1,5] sigmatropic rearrangement.

Accepted Answer

The answer of Give the product for the following [1,5]...

Question 3

Describe a Claisen rearrangement.

Accepted Answer

A)  [3,3] sigmatropic rearrangement of a 1,5-diene
B)  [1,3] sigmatropic rearrangement of an alkene
C)  [3,3] sigmatropic rearrangement of an allyl vinyl ether
D)  [1,5] sigmatropic rearrangement of a 1,3-diene
E)  [2,3] sigmatropic rearrangement of an alkeneF) A) and B)
G) C) and E)

Question 4

What type of pericyclic process is occurring in the reaction below? Provide two reasons why the equilibrium lies in the direction indicated.

Accepted Answer

A [3,3] sigmatropic rearrangement is occ...

Question 5

Why does the diene shown below fail to undergo a Diels-Alder reaction with even the most reactive dienophiles?

Accepted Answer

The diene cannot ach...

Question 6

Provide the structure of the major organic product in the following reaction.

Accepted Answer

<img  loading="lazy" src="/assets/images/blured-textbook.svg" class="d-inline m-1" alt="blured image" width="139" height="30">_TB1830_00...

Question 7

What is/are the product(s) of the following 1,3-hydrogen shift?

Accepted Answer

A)  I
B)  II
C)  III
D)  I and II
E)  I and IIIF) C) and D)
G) A) and E)

Question 8

Under photochemical conditions, is an [2+2] cycloaddition suprafacial or antarafacial?

Accepted Answer

The answer of Under photochemical conditions, is an [2+2] cycloaddition...

Question 9

Under thermal conditions, is an [8+2] cycloaddition suprafacial or antarafacial?

Accepted Answer

The answer of Under thermal conditions, is an [8+2] cycloaddition...

Question 10

Provide the major organic product of the following Diels-Alder cycloaddition.

Accepted Answer

The answer of Provide the major organic product of the...

Question 11

Give a representation of the bonding π molecular orbital of the allyl cation.

Accepted Answer

The answer of Give a representation of the bonding π...

Question 12

What characterizes a pericyclic reaction?

Accepted Answer

Pericyclic reactions involve c...

Question 13

Give a representation of the antibonding π molecular orbital of the allyl anion.

Accepted Answer

The answer of Give a representation of the antibonding π...

Question 14

What diene and dienophile would react to give the product below?

Accepted Answer

The answer of What diene and dienophile would react to...

Question 15

Give the product for the following reaction.

Accepted Answer

A)   
B)   
C)   
D)   
E)   F) B) and D)
G) A) and D)

Question 16

In the allyl radical, which π molecular orbital is singly occupied?

Accepted Answer

A)  the bonding π molecular orbital
B)  the nonbonding π molecular orbital
C)  the antibonding π molecular orbital
D)  none of the aboveE) None of the above
F) B) and C)

Question 17

What is the major product of the following reaction?

Accepted Answer

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

Question 18

What is the major product of the following reaction?

Accepted Answer

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

Question 19

Give the conditions for 1,5-hydrogen shifts.

Accepted Answer

A)  suprafacial rearrangement
B)  antarafacial rearrangement
C)  thermal conditions
D)  photochemical conditions
E)  all of the aboveF) A) and E)
G) All of the above

Question 20

Under thermal conditions, (2E,4E) -hexadiene undergoes a ________ ring closure to yield ________.

Accepted Answer

A)  conrotatory, cis-3,4-dimethylcyclobutene
B)  conrotatory, trans-3,4-dimethylcyclobutene
C)  disrotatory, cis-3,4-dimethylcyclobutene
D)  disrotatory, trans-3,4-dimethylcyclobuteneE) B) and C)
F) A) and D)

Exam 28: Pericyclic Reactions

Provide the structure of the major organic product in the following reaction.

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Give the product for the following reaction.

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What is the major product of the following reaction?

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In the allyl radical, which π molecular orbital is singly occupied?

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What type of pericyclic process is occurring in the reaction below? Provide two reasons why the equilibrium lies in the direction indicated.

Correct AnswerverifiedA [3,3] sigmatropic rearrangement is occ...View AnswerShow Answer

Under thermal conditions, is an [8+2] cycloaddition suprafacial or antarafacial?

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Why does the diene shown below fail to undergo a Diels-Alder reaction with even the most reactive dienophiles?

Correct AnswerverifiedThe diene cannot ach...View AnswerShow Answer

Give a representation of the bonding π molecular orbital of the allyl cation.

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Give a representation of the antibonding π molecular orbital of the allyl anion.

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What diene and dienophile would react to give the product below?

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Provide the major organic product of the following Diels-Alder cycloaddition.

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Give the product for the following [1,5] sigmatropic rearrangement.

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What is the major product of the following reaction?

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Under thermal conditions, (2E,4E) -hexadiene undergoes a ________ ring closure to yield ________.

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Describe a Claisen rearrangement.

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Under photochemical conditions, is an [2+2] cycloaddition suprafacial or antarafacial?

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When an allyl cation undergoes a cycloaddition under photochemical conditions with ethylene (bonds forming at the ends of the π-systems) , the cycloaddition is described as ________.

Correct AnswerverifiedShow Answer

What is/are the product(s) of the following 1,3-hydrogen shift?

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What characterizes a pericyclic reaction?

Correct AnswerverifiedPericyclic reactions involve c...View AnswerShow Answer

Give the conditions for 1,5-hydrogen shifts.

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A [3,3] sigmatropic rearrangement is occ...
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The diene cannot ach...
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Under thermal conditions, (2E,4E) -hexadiene undergoes a ring closure to yield .

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Pericyclic reactions involve c...
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