
Concept explainers
(a)
Interpretation: The product formed by the reaction of given diene with one equivalent of
Concept introduction: Diene is a hydrocarbon that contains two

Answer to Problem 16.60P
The products formed by the given reaction are,
Explanation of Solution
Conjugated dienes undergoes electrophilic addition to gives a mixture of products that is
Markovnikov addition of
The given reaction is shown below.
Figure 1
The given diene is a conjugated diene. The attack of
Figure 2
Therefore, the products formed by the given reaction are
The products formed by the given reaction is
(b)
Interpretation: The Diels-Alder product formed by the given reaction including stereochemistry is to be drawn.
Concept introduction: A

Answer to Problem 16.60P
The Diels-Alder product formed by the given reaction is,
Explanation of Solution
The given reaction is shown below.
Figure 3
Diels-alder reaction is a cycloaddition reaction in which two molecules combine to form a new ring. In this type of reaction, syn addition takes place. It is a reaction between diene with a dienophile to yield a cyclohexene. They have syn stereochemistry. The stereochemistry of dienophile in endo isomer is same as that of bridging ring system, whereas in exo isomer, it is in opposite.
Thus, the Diels-Alder product formed by the given reaction including stereochemistry is shown in Figure 4.
Figure 4
The Diels-Alder product formed by the given reaction including stereochemistry is shown in Figure 4.
(c)
Interpretation: The Diels-Alder product formed by the given reaction including stereochemistry is to be drawn.
Concept introduction: A chemical reaction that involves

Answer to Problem 16.60P
The Diels-Alder product formed by the given reaction including stereochemistry is,
Explanation of Solution
The given reaction is shown below.
Figure 5
Diels-alder reaction is a cycloaddition reaction in which two molecules combine to form a new ring. In this type of reaction, syn addition takes place. It is a reaction between diene with a dienophile to yield a cyclohexene. They have syn stereochemistry.
Thus, the Diels-Alder product formed by the given reaction including stereochemistry is shown in Figure 4.
Figure 6
The Diels-Alder product formed by the given reaction including stereochemistry is shown in Figure 6.
(d)
Interpretation: The product formed by the reaction of given diene with one equivalent of
Concept introduction: Diene is a hydrocarbon that contains two

Answer to Problem 16.60P
The products formed by the given reaction are,
Explanation of Solution
Conjugated dienes undergoes electrophilic addition to gives a mixture of products that is
Markovnikov addition of
The given reaction is shown below.
Figure 7
The given diene is a conjugated diene. The attack of
Figure 8
Therefore, the products formed by the given reaction is
The products formed by the given reaction is
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Chapter 16 Solutions
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