ORGANIC CHEMISTRY-W/S.G+SOLN.MANUAL
ORGANIC CHEMISTRY-W/S.G+SOLN.MANUAL
8th Edition
ISBN: 9780134595450
Author: Bruice
Publisher: PEARSON
Question
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Chapter 28.1, Problem 1P

(a)

Interpretation Introduction

Interpretation:

The given reaction has to be identified as electro cyclic reaction, a cycloaddition reaction or a sigma tropic reaction.

Concept introduction:

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

There are mainly three types of pericyclic reactions,

  1. 1) Electrocyclic reactions
  2. 2) Cycloaddition reactions
  3. 3) Sigmatropic reactions

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

ORGANIC CHEMISTRY-W/S.G+SOLN.MANUAL, Chapter 28.1, Problem 1P , additional homework tip  1

In a cycloaddition reaction “ two new sigma-bonds are formed or broken”

ORGANIC CHEMISTRY-W/S.G+SOLN.MANUAL, Chapter 28.1, Problem 1P , additional homework tip  2

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

ORGANIC CHEMISTRY-W/S.G+SOLN.MANUAL, Chapter 28.1, Problem 1P , additional homework tip  3

(b)

Interpretation Introduction

Interpretation: The given reaction has to be identified as electro cyclic reaction, a cycloaddition reaction or a sigma tropic reaction.

Concept introduction:

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

There are mainly three types of pericyclic reactions,

  1. 1) Electrocyclic reactions
  2. 2) Cycloaddition reactions
  3. 3) Sigmatropic reactions

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

ORGANIC CHEMISTRY-W/S.G+SOLN.MANUAL, Chapter 28.1, Problem 1P , additional homework tip  4

In a cycloaddition reaction “ two new sigma-bonds are formed or broken”

ORGANIC CHEMISTRY-W/S.G+SOLN.MANUAL, Chapter 28.1, Problem 1P , additional homework tip  5

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

ORGANIC CHEMISTRY-W/S.G+SOLN.MANUAL, Chapter 28.1, Problem 1P , additional homework tip  6

(c)

Interpretation Introduction

Interpretation: The given reaction has to be identified as electro cyclic reaction, a cycloaddition reaction or a sigma tropic reaction.

Concept introduction:

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

There are mainly three types of pericyclic reactions,

  1. 1) Electrocyclic reactions
  2. 2) Cycloaddition reactions
  3. 3) Sigmatropic reactions

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

ORGANIC CHEMISTRY-W/S.G+SOLN.MANUAL, Chapter 28.1, Problem 1P , additional homework tip  7

In a cycloaddition reaction “ two new sigma-bonds are formed or broken”

ORGANIC CHEMISTRY-W/S.G+SOLN.MANUAL, Chapter 28.1, Problem 1P , additional homework tip  8

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

ORGANIC CHEMISTRY-W/S.G+SOLN.MANUAL, Chapter 28.1, Problem 1P , additional homework tip  9

(d)

Interpretation Introduction

Interpretation: The given reaction has to be identified as electro cyclic reaction, a cycloaddition reaction or a sigma tropic reaction.

Concept introduction:

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

There are mainly three types of pericyclic reactions,

  1. 1) Electrocyclic reactions
  2. 2) Cycloaddition reactions
  3. 3) Sigmatropic reactions

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

ORGANIC CHEMISTRY-W/S.G+SOLN.MANUAL, Chapter 28.1, Problem 1P , additional homework tip  10

In a cycloaddition reaction “ two new sigma-bonds are formed or broken”

ORGANIC CHEMISTRY-W/S.G+SOLN.MANUAL, Chapter 28.1, Problem 1P , additional homework tip  11

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

ORGANIC CHEMISTRY-W/S.G+SOLN.MANUAL, Chapter 28.1, Problem 1P , additional homework tip  12

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