/*! This file is auto-generated */ .wp-block-button__link{color:#fff;background-color:#32373c;border-radius:9999px;box-shadow:none;text-decoration:none;padding:calc(.667em + 2px) calc(1.333em + 2px);font-size:1.125em}.wp-block-file__button{background:#32373c;color:#fff;text-decoration:none} Q 42. Question: Explain why heating bu... [FREE SOLUTION] | 91影视

91影视

Log out

Learning Materials

Features

Discover

Chapter 27: Q 42. (page 1102)

Question: Explain why heating buta-1,3-diene forms 4-vinylcyclohexene but not cycloocta-1,5-diene.

Short Answer

Expert verified

Answer

Heating buta-1,3-diene forms 4-vinylcyclohexene but not cycloocta-1,5-diene as the formation of cycloocta-1,5-diene involves a 4s+4s cycloaddition reaction that is not thermally feasible.

The formation of 4-vinylcyclohexene involves the thermally feasible 4s+2s cycloaddition reaction.

Step by step solution

01

[4+2] cycloaddition reaction

The addition reaction that is shown by two molecules, one having four pi electrons and the other having two resulting in a cyclic product, is termed the [4+2] cycloaddition reaction.

02

Heating buta-1,3-diene

The heating of buta-1,3-diene does not yield cycloocta-1,5-diene as the formation of cycloocta-1,5-diene involves a 4s+4s cycloaddition reaction.

A 4s+4s cycloaddition reaction is not thermally allowed, and hence, the heating of buta-1,3-diene does not yield cycloocta-1,5-diene.

03

Formation of 4-vinylcyclohexene

The formation of 4-vinylcyclohexene involves a4s+2s cycloaddition reaction.

As 4s+2scycloaddition is thermally feasible, the heating of buta-1,3-diene results in the formation of 4-vinylcyclohexene.

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.

Over 30 million students worldwide already upgrade their learning with 91影视!

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: Draw the product formed when diene M undergoes disrotatory cyclization. Indicate the stereochemistry at new hybridized carbons. Will the reaction occur under thermal or photochemical conditions?

Question:What type of sigmatropic rearrangement is illustrated in each equation?

Question: What product is formed from the [5,5] sigmatropic rearrangement of the following unsaturated ether?

Question: Draw the product of each Diels鈥揂lder reaction and indicate the stereochemistry at all stereogenic centers

Question: What product is formed when each compound undergoes a photochemical electrocyclic reaction? Label each process as conrotatory or disrotatory and clearly indicate the stereochemistry around tetrahedral stereogenic centers and double bonds.
See all solutions

Recommended explanations on Chemistry Textbooks

Ionic and Molecular Compounds

Read Explanation

Nuclear Chemistry

Read Explanation

Chemical Analysis

Read Explanation

Organic Chemistry

Read Explanation

Chemistry Branches

Read Explanation

Making Measurements

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.