Question 1

The following diene does not undergo Diels Alder reaction because _____.

Accepted Answer

A)   it does not have an electron donating group
B)   it does not have an electron withdrawing group
C)   the bicyclic ring does not function as a diene
D)   it cannot adopt the s-cis conformation
E)   the double bonds are not in the same cyclic ring

Question 2

Use Woodward-Fieser rules to estimate the  λ\lambdaλ max for the following compound. max for the following compound.   A)  238 nm B)  233 nm C)  222 nm D)  229 nm E)  none of these " class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

A)   238 nm
B)   233 nm
C)   222 nm
D)   229 nm
E)   none of these

Question 3

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

Accepted Answer

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

Question 4

Which of the following indicated C-C bonds is(are)  the shortest?

Accepted Answer

A)   I
B)   II
C)   III
D)   both I and II

Question 5

Which one of the following dienophiles is least reactive in the Diels-Alder reaction?

Accepted Answer

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

Question 6

Predict the product for the following Cope rearrangement 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 7

Which of the following best describes the stereochemistry of ring closure and the product for the following reaction?

Accepted Answer

A)   disrotatory, cis-5,6-diethyl-1,3-cyclohexadiene
B)   conrotatory, cis-5,6-diethyl-1,3-cyclohexadiene
C)   disrotatory, trans-5,6-diethyl-1,3-cyclohexadiene
D)   conrotatory, trans -5,6-diethyl-1,3-cyclohexadiene

Question 8

Identify the pericyclic reaction in which two sigma bonds are formed and two pi bonds are broken.

Accepted Answer

A)   sigmatropic rearrangement
B)   cycloaddition reaction
C)   electrolytic reaction
D)   this is not a pericyclic reaction

Question 9

Which one of the following dienes is most stable?

Accepted Answer

A)   CH3CH=CHCH=CHCH3
B)   CH3CH=CHCH2CH=CH2
C)   CH2=CHCH2CH2CH=CH2
D)   CH2=CHCH(CH3) CH=CH2
E)   CH3CH=C=CHCH2CH3

Question 10

Which of the following compounds have isolated double bonds?

Accepted Answer

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

Question 11

What is the IUPAC name for the following compound?

Accepted Answer

A)   (2E,4Z,6
E)  -3,4,7,8-tetramethyl-2,4,6-heptatriene
B)   (2Z,4
E)  -3,4,7-trimethyl-2,4,6-octatriene
C)   (2E,4Z,6
E)  -2,5,6,7-tetramethyl-3,5,7-heptatriene
D)   (2E,4Z) - 2,5,6-trimethyl-3,5,7-octatriene
E)   (4E,6
E)  -2,5,6-trimethyl-2,4,6-octatriene

Question 12

Predict the major product for the following Diels-Alder reaction.

Accepted Answer

The answer of Predict the major product for the following...

Question 13

Vitamin D3 has the following structure. Classify the $\pi$ bonds in vitamin D3 as conjugated, cumulated or isolated.

Accepted Answer

The answer of Vitamin D3 has the following structure. Classify...

Question 14

Which of the following best describes the stereochemistry of ring closure and the product for the following reaction?

Accepted Answer

A)   disrotatory, cis-3,4-diethylcyclobutene
B)   conrotatory, cis-3,4-diethylcyclobutene
C)   disrotatory, trans-3,4-diethylcyclobutene
D)   conrotatory, trans -3,4-diethylcyclobutene

Question 15

Provide the structure for 1,2 addition product for the following reaction and explain why it is a major product rather than 1,4 addition 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 This reaction is under thermo...

Question 16

Predict the major product for the following Diels-Alder reaction.

Accepted Answer

The answer of Predict the major product for the following...

Question 17

Which diene and dienophile would react to give the following Diels-Alder product?

Accepted Answer

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

Question 18

Which of the following compounds have conjugated double bonds?

Accepted Answer

A)   II and V
B)   II, IV, and V
C)   I and III
D)   I, III, and IV
E)   all of them

Question 19

What is the IUPAC name for the following compound?

Accepted Answer

A)   (2E, 4Z) -2,4-hexadiene
B)   (2E, 4Z) -1,4-dimethyl-1,3-butadiene
C)   (2Z, 4Z) -1,4-dimethyl-1,3-butadiene
D)   (2Z, 4Z) -2,4-hexadiene
E)   None of these

Question 20

Predict the product for the following electrocyclic reaction.

Accepted Answer

The answer of Predict the product for the following electrocyclic...

Exam 16: Conjugated Pi Systems and Pericyclic Reactions

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

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

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Which one of the following dienophiles is least reactive in the Diels-Alder reaction?

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Vitamin D3 has the following structure. Classify the π\piπ bonds in vitamin D3 as conjugated, cumulated or isolated.

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Which of the following indicated C-C bonds is(are) the shortest?

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Use Woodward-Fieser rules to estimate the λ\lambdaλ max for the following compound.

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Provide the structure for 1,2 addition product for the following reaction and explain why it is a major product rather than 1,4 addition product.

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Identify the pericyclic reaction in which two sigma bonds are formed and two pi bonds are broken.

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Predict the major product for the following Diels-Alder reaction.

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Which of the following compounds have conjugated double bonds?

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Which one of the following dienes is most stable?

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Predict the product for the following electrocyclic reaction.

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What is the IUPAC name for the following compound?

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Which of the following compounds have isolated double bonds?

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Which of the following best describes the stereochemistry of ring closure and the product for the following reaction?

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Predict the major product for the following Diels-Alder reaction.

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The following diene does not undergo Diels Alder reaction because _____.

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What is the IUPAC name for the following compound?

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Which diene and dienophile would react to give the following Diels-Alder product?

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Which of the following best describes the stereochemistry of ring closure and the product for the following reaction?

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Vitamin D₃ has the following structure. Classify the $\pi$ bonds in vitamin D₃ as conjugated, cumulated or isolated. $Vitamin D<sub>3</sub> has the following structure. Classify the \pi bonds in vitamin D<sub>3</sub> as conjugated, cumulated or isolated.$

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Use Woodward-Fieser rules to estimate the $\lambda$ _max for the following compound. $Use Woodward-Fieser rules to estimate the \lambda <sub>max</sub> for the following compound. A) 238 nm B) 233 nm C) 222 nm D) 229 nm E) none of these$

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_TB4454_00 This reaction is under thermo...
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