Log out Go to App
Go to App

Learning Materials

Features

Discover

Chapter 8: Q47P (page 362)

What diene and what dienophile should be used to synthesize the following?

Short Answer

Expert verified

The diene and dienophile for all of the reactions are,

Step by step solution

01

Definition of Diels-Alder reaction

Diels Alder reaction is a pericyclic reaction where a diene and dienophile reacts to form a cyclic entity. This reaction is a reversible reaction. At high temperature, the cyclic compound breaks to get back the reactants,

02

Retro synthetic approach to Diels-Alder reaction

1. The double bond should be located in the product. The diene that was used to form the cyclic product had double bonds on either side of the existing double bond, so, that double bonds should be drawn removing the original double bond.

2. The new σ bonds are now on the other side of these double bonds. Deleting these σ bonds and putting a π bond between the two carbons whose σ bonds were deleted gives the needed reactants—that is, the diene and the dienophile.

03

Reaction mechanism of the given products

Unlock Step-by-Step Solutions & Ace Your Exams!

  • Full Textbook Solutions

    Get detailed explanations and key concepts

  • Unlimited Al creation

    Al flashcards, explanations, exams and more...

  • Ads-free access

    To over 500 millions flashcards

  • Money-back guarantee

    We refund you if you fail your exam.

Start your free trial

Over 30 million students worldwide already upgrade their learning with Vaia!

One App. One Place for Learning.

All the tools & learning materials you need for study success - in one app.

Get started for free

Most popular questions from this chapter

a) Propose a mechanism for the following reaction:

b) What is the product of the following reaction?

A student obtained two products from the reaction of 1,3-cyclohexadiene with Br2 (disregarding stereoisomers). His lab partner was surprised when he obtained only one product from the reaction of 1,3-cyclohexadiene with HBr (disregarding stereoisomers). Account for these results.

a. When HBr adds to a conjugated diene, what is the rate-determining step?

b. When HBr adds to a conjugated diene, what is the product-determining step?

a. Predict the relative pKa values of cyclopentadiene and cycloheptatriene.

b. Predict the relative pKa values of cyclopropene and cyclopropane.

In 1935, J. Bredt, a German chemist, proposed that a bicycloalkene could not have a double bond at a bridgehead carbon unless one of the rings contains at least eight carbons. This is known as Bredt’s rule. Explain why there cannot be a double bond at this position.
See all solutions

Recommended explanations on Chemistry Textbooks

Nuclear Chemistry

Read Explanation

Ionic and Molecular Compounds

Read Explanation

Inorganic Chemistry

Read Explanation

Chemical Analysis

Read Explanation

Kinetics

Read Explanation

The Earths Atmosphere

Read Explanation
View all explanations

What do you think about this solution?

We value your feedback to improve our textbook solutions.

Study anywhere. Anytime. Across all devices.

Sign-up for free