Organic Chemistry (8th Edition)
Organic Chemistry (8th Edition)
8th Edition
ISBN: 9780134042282
Author: Paula Yurkanis Bruice
Publisher: PEARSON
Question
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Chapter 28, Problem 37P

(a)

Interpretation Introduction

Interpretation:

The product formed in the given reaction has to be drawn.

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 a sigmatropic reaction “ one new sigma-bond is formed as another breaks.”

Organic Chemistry (8th Edition), Chapter 28, Problem 37P , additional homework tip  1

Sigmatropic rearrangement reactions are designated with digits. For example a [1, 3] sigmatropic rearrangement describe a reaction in which the residue migrates from position 1 to position 3.

Migration of carbon and hydrogen will occur in a sigmatropic rearrangement reaction.

(b)

Interpretation Introduction

Interpretation:

The product formed in the given reaction has to be drawn.

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 a sigmatropic reaction “ one new sigma-bond is formed as another breaks.”

Organic Chemistry (8th Edition), Chapter 28, Problem 37P , additional homework tip  2

Sigmatropic rearrangement reactions are designated with digits.  For example a [1, 3] sigmatropic rearrangement describe a reaction in which the residue migrates from position 1 to position 3.

Migration of carbon and hydrogen will occur in a sigmatropic rearrangement reaction.

(c)

Interpretation Introduction

Interpretation:

The product formed in the given reaction has to be drawn.

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 a sigmatropic reaction “ one new sigma-bond is formed as another breaks.”

Organic Chemistry (8th Edition), Chapter 28, Problem 37P , additional homework tip  3

Sigmatropic rearrangement reactions are designated with digits.  For example a [1, 3] sigmatropic rearrangement describe a reaction in which the residue migrates from position 1 to position 3.

Migration of carbon and hydrogen will occur in a sigmatropic rearrangement reaction.

(d)

Interpretation Introduction

Interpretation:

The product formed in the given reaction has to be drawn.

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 a sigmatropic reaction “ one new sigma-bond is formed as another breaks.”

Organic Chemistry (8th Edition), Chapter 28, Problem 37P , additional homework tip  4

Sigmatropic rearrangement reactions are designated with digits.  For example a [1, 3] sigmatropic rearrangement describe a reaction in which the residue migrates from position 1 to position 3.

Migration of carbon and hydrogen will occur in a sigmatropic rearrangement reaction.

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Complete the reaction in the fewest number of steps as possible, Draw all intermediates (In the same form as the picture provided) and provide all reagents.
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