Question 1

What is the product of the following Diels-Alder reaction?

Accepted Answer

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Question 2

Which of the following statements is (are)true of the Diels-Alder reaction?
A)When the diene is electron-rich, the reaction works best when the dienophile contains one or more electron-withdrawing groups conjugated to its C  C.
B)Substituents which are cis in the dienophile remain cis in the product.
C)Dienes which cannot achieve an s-cis conformation do not react in Diels-Alder reactions.
D)Secondary orbital interactions typically cause the endo product to be favored kinetically over the exo.
E)all of the above

Accepted Answer

All of the statements are true of the Diels-Alder reaction.

Question 3

Provide the major organic product.

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Question 4

Draw (Z)-1,3-hexadiene in its s-trans conformation.

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Question 5

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

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Question 6

In the addition of HBr to conjugated dienes, is the product which results from 1,2-addition or that which results from 1,4-addition typically the product of kinetic control?

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Question 7

Which of the following terms best describes a Diels-Alder reaction?
A)a [4+2] cycloaddition
B)a [2+2] cycloaddition
C)a sigmatropic rearrangement
D)a 1, 3-dipolar cycloaddition
E)a substitution reaction

Accepted Answer

A Diels-Alder reaction is a [4+2] cycloaddition, where a diene and a dienophile react to form a cyclic compound.

Question 8

When 1, 3-butadiene reacts with CH₂ CHCN, which of the terms below best describes the product mixture? A)a mixture of two diastereomers B)a single compound C)a racemic mixture D)optically active E)a mixture of bicyclic compounds

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Question 9

When 1, 3-cyclopentadiene reacts with the cis-isomer of NCCH=CHCN, the major product is ________.
A)optically active
B)a meso compound
C)a racemic mixture
D)a spirocyclic compound
E)a fused bicyclic compound

Accepted Answer

The reaction between 1,3-cyclopentadiene and cis-isomer of NCCH=CHCN results in a Diels-Alder reaction. The dienophile (NCCH=CHCN) has a cyano group which is electron-withdrawing, making the reaction more selective for the endo product. The endo product is a bicyclic spiro compound, where the two rings are connected by a single bond at the endocyclic carbon atom. Therefore, the correct answer is D, a spirocyclic compound.

Question 10

Which of the following conjugated dienes would not react with a dieneophile in a Diels-Alder reaction? 
A)I
B)II
C)III
D)IV
E)I and III

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Question 11

What diene and what dieneophile could be used to prepare the following?

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Question 12

Which of the following dienes is the most reactive in a Diels-Alder reaction? 
A)I
B)II
C)III
D)IV
E)V

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Question 13

Provide the major organic product.

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Question 14

What is the major product obtained from the addition of one mole of HCl at high temperature to
1,3-butadiene?

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Question 15

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

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Question 16

The Diels-Alder reaction is a concerted reaction; this means that ________.
A)a mixture of endo and exo products is formed
B)all bond making and bond breaking occurs simultaneously
C)the products contain rings
D)the reaction follows Markovnikov's rule
E)the reaction is highly endothermic

Accepted Answer

A concerted reaction is one in which all bond making and bond breaking occurs simultaneously, without any intermediates forming. This is the case in the Diels-Alder reaction, which involves the formation of a cyclic molecule by the simultaneous reaction of a diene and a dienophile. The reaction does not follow Markovnikov's rule, and the products may be either endo or exo isomers depending on the orientation of the diene and dienophile relative to each other. The reaction may be exothermic or endothermic depending on the specific reactants and conditions.

Question 17

What diene and what dieneophile would be used to synthesize the following compound?  
A)I
B)II
C)III
D)IV
E)V

Accepted Answer

The diene needed for this synthesis is 1,3-butadiene (I) and the dienophile needed is maleic anhydride (II). The product is a Diels-Alder adduct, which can be formed by heating the diene and dienophile together under appropriate conditions. Choice B shows 1,3-butadiene and maleic anhydride as the reactants, indicating that this is the correct choice for the synthesis.

Question 18

Draw the structure of the major product which results when the diene shown is treated with HBr at -80°C.

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Question 19

What is/are the product(s)from the following reaction? 
A)I only
B)II only
C)III only
D)I and II
E)II and III

Accepted Answer

The reaction given in the code represents the combustion of a hydrocarbon fuel. The products of this reaction are always carbon dioxide and water. Therefore, the correct answer is III only, which represents carbon dioxide. I and II are not products of the combustion reaction.

Question 20

Draw the structure of the major product which results when the diene shown is treated with HBr at 40°C.

Accepted Answer

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Quiz 8: Electron Delocalization, Resonance, and Aromaticity More About Molecular Orbital Theory

What is the product of the following Diels-Alder reaction?

Which of the following statements is (are) true of the Diels-Alder reaction?

Provide the major organic product.

Draw (Z)-1,3-hexadiene in its s-trans conformation.

What is the product of the following reaction?

In the addition of HBr to conjugated dienes, is the product which results from 1,2-addition or that which results from 1,4-addition typically the product of kinetic control?

Which of the following terms best describes a Diels-Alder reaction?

When 1, 3-butadiene reacts with CH₂ CHCN, which of the terms below best describes the product mixture?

When 1, 3-cyclopentadiene reacts with the cis-isomer of NCCH=CHCN, the major product is ________.

Which of the following conjugated dienes would not react with a dieneophile in a Diels-Alder reaction?

What diene and what dieneophile could be used to prepare the following?

Which of the following dienes is the most reactive in a Diels-Alder reaction?

Provide the major organic product.

What is the major product obtained from the addition of one mole of HCl at high temperature to 1,3-butadiene?

What is the product from the following reaction?

The Diels-Alder reaction is a concerted reaction; this means that ________.

What diene and what dieneophile would be used to synthesize the following compound?

Draw the structure of the major product which results when the diene shown is treated with HBr at -80°C.

What is/are the product(s) from the following reaction?

Draw the structure of the major product which results when the diene shown is treated with HBr at 40°C.

Quiz 8: Electron Delocalization, Resonance, and Aromaticity More About Molecular Orbital Theory

What is the product of the following Diels-Alder reaction?

Which of the following statements is (are) true of the Diels-Alder reaction?

Provide the major organic product.

Draw (Z)-1,3-hexadiene in its s-trans conformation.

What is the product of the following reaction?

In the addition of HBr to conjugated dienes, is the product which results from 1,2-addition or that which results from 1,4-addition typically the product of kinetic control?

Which of the following terms best describes a Diels-Alder reaction?

When 1, 3-butadiene reacts with CH2 CHCN, which of the terms below best describes the product mixture?

When 1, 3-cyclopentadiene reacts with the cis-isomer of NCCH=CHCN, the major product is ________.

Which of the following conjugated dienes would not react with a dieneophile in a Diels-Alder reaction?

What diene and what dieneophile could be used to prepare the following?

Which of the following dienes is the most reactive in a Diels-Alder reaction?

Provide the major organic product.

What is the major product obtained from the addition of one mole of HCl at high temperature to 1,3-butadiene?

What is the product from the following reaction?

The Diels-Alder reaction is a concerted reaction; this means that ________.

What diene and what dieneophile would be used to synthesize the following compound?

Draw the structure of the major product which results when the diene shown is treated with HBr at -80°C.

What is/are the product(s) from the following reaction?

Draw the structure of the major product which results when the diene shown is treated with HBr at 40°C.

When 1, 3-butadiene reacts with CH₂ CHCN, which of the terms below best describes the product mixture?