Log out Go to App
Go to App

Learning Materials

Features

Discover

Chapter 27: Q 58. (page 1104)

Question: Draw a stepwise, detailed mechanism for the following reaction.

Short Answer

Expert verified

Answer

Step by step solution

01

[4+2] cycloaddition reaction

The electrocyclic addition reaction between a four-pi system (diene) and a two-pi system (dienophile) is referred to as the [4+2] cycloaddition reaction.

All [4+2] cycloaddition reactions are thermally feasible.

02

Mechanism

The mechanism of the given reaction is shown below.

Mechanism

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

Question:What starting materials are needed to synthesize each compound by a thermal [4 + 2] cycloaddition?

Question:Draw a stepwise mechanism for the Carroll rearrangement, a reaction that prepares aγ,δ-unsaturated carbonyl compound from aβ-keto ester and allylic alcohol in the presence ofbase.

Question: Using the Woodward–Hoffmann rules in Table 27.4, predict the stereochemistry of each reaction.

a. a [6 + 4] thermal cycloaddition

b. photochemical electrocyclic ring closure of deca-1,3,5,7,9-pentaene

c. a [4 + 4] photochemical cycloaddition

d. a thermal [5,5] sigmatropic rearrangement

Question:Show that a thermal suprafacial addition is symmetry allowed in a [4 + 2] cycloaddition by using the HOMO of the alkene and the LUMO of the diene.

Question: Draw the product of the [3,3] sigmatropic rearrangement of each compound.
See all solutions

Recommended explanations on Chemistry Textbooks

The Earths Atmosphere

Read Explanation

Chemical Reactions

Read Explanation

Kinetics

Read Explanation

Making Measurements

Read Explanation

Chemical Analysis

Read Explanation

Organic Chemistry

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