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Chapter 16: PROBLEM 16.24 (page 627)

Question: Draw the product of each Diels–Alder reaction.

a.

b.

Short Answer

Expert verified

Answer

a.

b.

Step by step solution

01

Diels-Alder reaction

Diels-Alder reaction is also known as 4π+2π cycloaddition.

This reaction is thermally allowed, but it is photochemically forbidden.

02

Mechanism of Diels-Alder reaction

Mechanism of the Diels-Alder reaction using an example is shown below:

Mechanism of Diels-Alder reaction

03

To find the product of the reaction

The product with endo substitution will be preferred for the Diels-Alder reaction.

The Diels-Alder reaction of cyclopentadiene is shown below:

Diels-Alder reaction

The product obtained contains an endo substituent.

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Most popular questions from this chapter

Question: Give two different ways to prepare the following compound by the Diels–Alder reaction. Explain which method is preferred.

Question: Explain why both C and D absorb light in the UV region of the electromagnetic spectrum, despite the fact that they are not 1,3-dienes

Question: Name each diene and state whether the ball-and-stick model shows the diene in the s-cis or s-trans conformation.

a.

b.

Question: Classify each diene as isolated or conjugated.

a.

b.

c.

d.

Question: Zingiberene and β-sesquiphellandrene, natural products obtained from ginger root, contain conjugated diene units. Which diene reacts faster in the Diels–Alder reaction and why?
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