Question 1

Provide the reagents necessary to carry out the following conversion.

Accepted Answer

1. H₂SO₄, he...

Question 2

How many electrons does the HOMO of 1,3-pentadiene have in its excited state?

Accepted Answer

A)   1
B)   2
C)   3
D)   4
E)   none

Question 3

Which major product(s)  is(are)  formed in the following reaction?

Accepted Answer

A)   I and V
B)   II and IV
C)   III and IV
D)   I, III and VI
E)   II, IV and V

Question 4

Predict the product for the following Claisen rearrangement.

Accepted Answer

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

Question 5

Provide the structure for (Z)-2-methyl-2,4-hexadiene.

Accepted Answer

The answer of Provide the structure for (Z)-2-methyl-2,4-hexadiene....

Question 6

Rank the following dienes in order of decreasing heat of hydrogenation (highest to lowest).

Accepted Answer

IV > V > I...

Question 7

Rank the following dienes in order of increasing stability (least to most) .

Accepted Answer

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

Question 8

Which one of the following represents the highest energy  π\piπ -antibonding molecular orbital of 1,3-butadiene?

Accepted Answer

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

Question 9

What is the IUPAC name for the following compound?

Accepted Answer

A)   1-chloro-1-methyl-2,5-cyclohexadiene
B)   3-chloro-3-methyl-1,4-cyclohexadiene
C)   6-chloro-6-methyl-1,4-cyclohexadiene
D)   2-chloro-2-methyl-1,3-cyclohexadiene
E)   None of these

Question 10

Dienes with adjacent π bonds are classified as ______.

Accepted Answer

A)   isolated
B)   cumulated
C)   skipped
D)   conjugated
E)   none of these

Question 11

The following Diels-Alder reaction product is an intermediate in the synthesis of estrone. Provide the structure of the product.

Accepted Answer

The answer of The following Diels-Alder reaction product is an...

Question 12

Identify the conjugated diene(s) .

Accepted Answer

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

Question 13

Which is the most energetically favorable UV transition for 1,3-butadiene?

Accepted Answer

A)   (n  →	o→   σ\sigmaσ *) 
B)   (n  →	o→   π\piπ *) 
C)   ( π\piπ 2   →	o→   π\piπ 3*) 
D)   ( σ\sigmaσ   →	o→   σ\sigmaσ *) 
E)  ( π\piπ 1   →	o→   π\piπ 4*)

Question 14

Identify the product of a thermodynamically-controlled reaction.

Accepted Answer

A)   the most stable product
B)   the product whose formation requires the smallest free energy of activation
C)   the product that can be formed in the fewest steps
D)   the product that is formed at the fastest rate
E)   none of these

Question 15

Which one of the following dienes will have the lowest heat of hydrogenation?

Accepted Answer

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

Question 16

Which of the following diene(s)  cannot undergo the Diels-Alder reaction?

Accepted Answer

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

Question 17

Identify the MOs that react to form cyclohexene.

Accepted Answer

A)   HOMO of 1,3-butadiene and LUMO of ethylene
B)   LUMO of 1,3-butadiene and LUMO of ethylene
C)   HOMO of 1,3-butadiene and HOMO of ethylene
D)   LUMO of 1,3-butadiene and LUMO of 1,3-butadiene
E)   HOMO of 1,3-butadiene and HOMO of 1,3-butadiene

Question 18

Predict the product for the following reaction and provide the curved arrow mechanism for the formation of the product.

Accepted Answer

<img  loading="lazy" src="/assets/images/blured-textbook.svg" class="d-inline m-1" alt="blured image" width="139" height="30">_TB4454_00...

Question 19

The following product is formed by an intramolecular Diels-Alder reaction. Provide the structure of the starting compound.

Accepted Answer

The answer of The following product is formed by an...

Question 20

Provide the structures of A, B and C for the following reaction sequence.

Accepted Answer

The answer of Provide the structures of A, B and...

Exam 16: Conjugated Pi Systems and Pericyclic Reactions

What is the IUPAC name for the following compound?

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Dienes with adjacent π bonds are classified as ______.

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Which of the following diene(s) cannot undergo the Diels-Alder reaction?

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How many electrons does the HOMO of 1,3-pentadiene have in its excited state?

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The following product is formed by an intramolecular Diels-Alder reaction. Provide the structure of the starting compound.

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Predict the product for the following reaction and provide the curved arrow mechanism for the formation of the product.

Correct Answerverified_TB4454_00...View AnswerShow Answer

Rank the following dienes in order of increasing stability (least to most) .

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Provide the structures of A, B and C for the following reaction sequence.

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Predict the product for the following Claisen rearrangement.

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Which major product(s) is(are) formed in the following reaction?

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Rank the following dienes in order of decreasing heat of hydrogenation (highest to lowest).

Correct AnswerverifiedIV > V > I...View AnswerShow Answer

Provide the structure for (Z)-2-methyl-2,4-hexadiene.

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Which is the most energetically favorable UV transition for 1,3-butadiene?

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Identify the product of a thermodynamically-controlled reaction.

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The following Diels-Alder reaction product is an intermediate in the synthesis of estrone. Provide the structure of the product.

Correct AnswerverifiedShow Answer

Identify the conjugated diene(s) .

Correct AnswerverifiedShow Answer

Provide the reagents necessary to carry out the following conversion.

Correct Answerverified1. H2SO4, he...View AnswerShow Answer

Which one of the following dienes will have the lowest heat of hydrogenation?

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Identify the MOs that react to form cyclohexene.

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Which one of the following represents the highest energy π\piπ -antibonding molecular orbital of 1,3-butadiene?

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_TB4454_00...
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IV > V > I...
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1. H₂SO₄, he...
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Which one of the following represents the highest energy $\pi$ -antibonding molecular orbital of 1,3-butadiene? $Which one of the following represents the highest energy \pi -antibonding molecular orbital of 1,3-butadiene? A) I B) II C) III D) IV$

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