Organic Chemistry
Organic Chemistry
7th Edition
ISBN: 9780321803221
Author: Paula Y. Bruice
Publisher: Prentice Hall
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Chapter 28, Problem 35P

(a)

Interpretation Introduction

Interpretation:

A mechanism should be proposed for the given reaction.

Concept introduction:

Pericyclic reactions are “ any concerted reaction in which bonds are formed or brocken in a cyclic transition state”.  There is a single transition state from start to finish, in contrast to a stepwise reaction.

In an electrocyclic reaction “one new sigma- bond is formed or brocken.”

Organic Chemistry, Chapter 28, Problem 35P , additional homework tip  1

Diels-alder reaction is a cycloaddition reaction which is occurs between a conjugated diene and substituted alkene to form cyclohexene ring system.  This concerted reaction can be accelerated by heating or using some catalysts.

Mechanism gives the step wise processes occurs in a particular reaction.

(b)

Interpretation Introduction

Interpretation:

The product should be determined for the given reaction if trans-2-butene were used instead of ethene.

Concept introduction:

Pericyclic reactions are “ any concerted reaction in which bonds are formed or brocken in a cyclic transition state”.  There is a single transition state from start to finish, in contrast to a stepwise reaction.

In an electrocyclic reaction “one new sigma- bond is formed or brocken.”

Organic Chemistry, Chapter 28, Problem 35P , additional homework tip  2

Diels-alder reaction is a cycloaddition reaction which is occurs between a conjugated diene and substituted alkene to form cyclohexene ring system.  This concerted reaction can be accelerated by heating or using some catalysts.

Mechanism gives the step wise processes occurs in a particular reaction.

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The diene shown below will NOT react in a Diels-Alder reaction. Why not? Select one: OA. The compound is lacking in electron withdrawing groups. B. The compound is not a conjugated diene. O C. The compound is lacking in electron donating groups. OD. This compound cannot adopt the s-cis conformation.
The diene shown below will NOT react in a Diels-Alder reaction. Why not? Select one: O A. The compound is lacking in electron donating groups. B. The compound is not a conjugated diene. OC. The compound is lacking in electron withdrawing groups. OD. This compound cannot adopt the s-cis conformation.
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