Deck 26: The Dielsalder Reaction and Other Pericyclic Reactions
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Deck 26: The Dielsalder Reaction and Other Pericyclic Reactions
1
What is the product of the following reaction? 
A)I
B)II
C)III
D)IV
E)A mixture of I and II

A)I
B)II
C)III
D)IV
E)A mixture of I and II
IV
2
Which set of resonance structures is responsible for determining the regiochemistry of the Diels-Alder reaction between the following diene and dienophile? 
A)I
B)II
C)III
D)IV
E)V

A)I
B)II
C)III
D)IV
E)V
I
3
Which of the following can be used as the required diene in a Diels-Alder reaction? 
A)I
B)II
C)III
D)IV
E)V

A)I
B)II
C)III
D)IV
E)V
III
4
Which of the following dienophiles would react fastest in a Diels-Alder reaction? 
A)I
B)II
C)III
D)IV
E)V

A)I
B)II
C)III
D)IV
E)V
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5
Which of the following dienes is considered to be in the s-trans conformation? 
A)I
B)II
C)III
D)IV
E)V

A)I
B)II
C)III
D)IV
E)V
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6
What is the product of the following reaction? 
A)I
B)II
C)III
D)IV
E)A mixture of I and II

A)I
B)II
C)III
D)IV
E)A mixture of I and II
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7
Which is true about the mechanism for a Diels-Alder reaction?
A)The mechanism requires the reaction of two dienes.
B)The product will have more π bonds than the starting materials.
C)The mechanism typically requires an electron-poor diene.
D)The mechanism proceeds through an aromatic transition state.
E)The mechanism requires only two steps.
A)The mechanism requires the reaction of two dienes.
B)The product will have more π bonds than the starting materials.
C)The mechanism typically requires an electron-poor diene.
D)The mechanism proceeds through an aromatic transition state.
E)The mechanism requires only two steps.
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8
Which of the following dienes would react fastest in a Diels-Alder reaction? 
A)I
B)II
C)III
D)IV
E)V

A)I
B)II
C)III
D)IV
E)V
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9
Which of the following dienophiles would react fastest in a Diels-Alder reaction? 
A)I
B)II
C)III
D)IV
E)V

A)I
B)II
C)III
D)IV
E)V
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10
Identify the product(s)of the following reaction. 
A)I
B)II
C)III
D)IV
E)V

A)I
B)II
C)III
D)IV
E)V
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11
When an alkene is treated with OsO4,which of the following is true?
A)A carboxylic acid is formed.
B)Anti addition of OH occurs.
C)An aldehyde is formed.
D)A diol is formed.
E)A Diels-Alder reaction occurs.
A)A carboxylic acid is formed.
B)Anti addition of OH occurs.
C)An aldehyde is formed.
D)A diol is formed.
E)A Diels-Alder reaction occurs.
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12
Which of the following could be considered an endo product of a Diels-Alder reaction? 
A)I
B)II
C)III
D)IV
E)None of these can be considered an endo product.

A)I
B)II
C)III
D)IV
E)None of these can be considered an endo product.
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13
What reagent(s)will complete the following reaction? 
A)I
B)II
C)III
D)IV
E)None of these will complete the reaction.

A)I
B)II
C)III
D)IV
E)None of these will complete the reaction.
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14
Which is a major product of the following reaction? 
A)I
B)II
C)III
D)IV
E)A mixture of I and II

A)I
B)II
C)III
D)IV
E)A mixture of I and II
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15
Which of the following dienes would react fastest in a Diels-Alder reaction? 
A)I
B)II
C)III
D)IV
E)V

A)I
B)II
C)III
D)IV
E)V
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16
Which diol can be created by treating an alkene with cold KMnO4 or OsO4? 
A)I
B)II
C)III
D)IV
E)V

A)I
B)II
C)III
D)IV
E)V
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17
Which of the following can be used as the required diene in a Diels-Alder reaction? 
A)I
B)II
C)III
D)IV
E)V

A)I
B)II
C)III
D)IV
E)V
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18
Identify the product(s)of the following reaction. 
A)I
B)II
C)III
D)IV
E)V

A)I
B)II
C)III
D)IV
E)V
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19
Which set of resonance structures is responsible for determining the regiochemistry of the Diels-Alder reaction between the following diene and dienophile? 
A)I
B)II
C)III
D)IV
E)V

A)I
B)II
C)III
D)IV
E)V
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20
What is the major product of the following reaction? 
A)I
B)II
C)III
D)IV
E)A mixture of II and III

A)I
B)II
C)III
D)IV
E)A mixture of II and III
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21
What is the product of the following reaction? 
A)I
B)II
C)III
D)IV
E)V

A)I
B)II
C)III
D)IV
E)V
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22
What is the product of the following reaction? 
A)I
B)II
C)III
D)IV
E)V

A)I
B)II
C)III
D)IV
E)V
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23
What is the product of the following reaction? 
A)I
B)II
C)III
D)IV
E)None of these is the product.

A)I
B)II
C)III
D)IV
E)None of these is the product.
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24
The following diene and dienophile can react via a Diels-Alder reaction.Draw the resonance structures that can be used to dictate the regiochemistry of this reaction. 

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25
Give the mechanism and draw the product for the following Diels-Alder reaction. 

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26
Show the diene and the dienophile needed to synthesize the following molecule. 

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27
Show the diene and the dienophile required to synthesize the following molecule. 

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28
Circle the dienes that can participate in a Diels-Alder reaction with ethene. 

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29
What reagent(s)will complete the following reaction? 
A)I
B)II
C)III
D)IV
E)Both I and II will complete the transformation.

A)I
B)II
C)III
D)IV
E)Both I and II will complete the transformation.
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30
What is the major product of the following Diels-Alder reaction? Be sure to pay attention to regiochemistry. 

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31
Rank the following dienophiles in order of slowest to fastest rate of reaction with a diene. 

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32
Give the product(s)of the following reaction.Be sure to pay attention to regiochemistry and stereochemistry. 

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33
Rank the following dienes in order of slowest to fastest rate of reaction with cis-2-butene. 

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34
What is the product of the following reaction? 
A)I
B)II
C)III
D)IV
E)V

A)I
B)II
C)III
D)IV
E)V
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35
Show the diene and the dienophile needed to synthesize the following molecule. 

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36
Give the mechanism and draw the product for the following Diels-Alder reaction. 

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37
What is the product of the following reaction? 
A)I
B)II
C)III
D)IV
E)None of these is the product.

A)I
B)II
C)III
D)IV
E)None of these is the product.
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38
Circle the dienes that can participate in a Diels-Alder reaction with ethene. 

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39
Rank the following dienes in order of slowest to fastest rate of reaction with trans-2-butene. 

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40
The following diene and dienophile can react via a Diels-Alder reaction.Draw the resonance structures that can be used to dictate the regiochemistry of this reaction. 

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41
Supply the products and give the mechanism for the following retro Diels-Alder reaction. 

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42
What starting material is required to complete the following reaction? 

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43
Show the product(s)of the following reaction. 

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44
Supply the products and give the mechanism for the following retro Diels-Alder reaction. 

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45
What is the major product of the following Diels-Alder reaction? Be sure to pay attention to regiochemistry. 

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46
What is the product of the following reaction? 

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47
What reagents are required to complete the following reaction? 

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48
What reagents are needed to complete the following reaction? 

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49
Supply the curved arrows for the following transformation. 

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50
What starting material is needed to complete the following reaction? 

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51
What starting material is required to synthesize the given dione? 

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52
What is the expected product of the reaction below? 

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53
What reagents are required to complete the following reaction? 

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