ORGANIC CHEMISTRY GGC>CUSTOM<-TEXT
ORGANIC CHEMISTRY GGC>CUSTOM<-TEXT
2nd Edition
ISBN: 9781119288510
Author: Klein
Publisher: WILEY
Question
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Chapter 14.12, Problem 24PTS

a)

Interpretation Introduction

Interpretation:

The synthesis for the following transformation has to be done.

Concept Introduction:

The opening of Epoxide involves in two functional groups on adjacent Carbon atoms.

ORGANIC CHEMISTRY GGC>CUSTOM<-TEXT, Chapter 14.12, Problem 24PTS , additional homework tip  1

The important features of ring opening reactions are regiochemistry and stereochemistry.

  1. 1) Regiochemistry: The regiochemistry depends on the nature of Epoxide when the starting Epoxide is unsymmetrical.
  2. 2) Stereochemistry: Inversion of configuration is observed when nucleophilic attack is seen at less hindered primary position if one position is primary and other is secondary. This steric effect is also expected from SN2 process.

                             ORGANIC CHEMISTRY GGC>CUSTOM<-TEXT, Chapter 14.12, Problem 24PTS , additional homework tip  2

                     ORGANIC CHEMISTRY GGC>CUSTOM<-TEXT, Chapter 14.12, Problem 24PTS , additional homework tip  3

b)

Interpretation Introduction

Interpretation:

The synthesis for the following transformation has to be done.

Concept Introduction:

The opening of Epoxide involves in two functional groups on adjacent Carbon atoms.

ORGANIC CHEMISTRY GGC>CUSTOM<-TEXT, Chapter 14.12, Problem 24PTS , additional homework tip  4

The important features of ring opening reactions are regiochemistry and stereochemistry.

  1. 1) Regiochemistry: The regiochemistry depends on the nature of Epoxide when the starting Epoxide is unsymmetrical.
  2. 2) Stereochemistry: Inversion of configuration is observed when nucleophilic attack is seen at less hindered primary position if one position is primary and other is secondary. This steric effect is also expected from SN2 process.

                             ORGANIC CHEMISTRY GGC>CUSTOM<-TEXT, Chapter 14.12, Problem 24PTS , additional homework tip  5

                     ORGANIC CHEMISTRY GGC>CUSTOM<-TEXT, Chapter 14.12, Problem 24PTS , additional homework tip  6

c)

Interpretation Introduction

Interpretation:

The synthesis for the following transformation has to be done.

Concept Introduction:

The opening of Epoxide involves in two functional groups on adjacent Carbon atoms.

ORGANIC CHEMISTRY GGC>CUSTOM<-TEXT, Chapter 14.12, Problem 24PTS , additional homework tip  7

The important features of ring opening reactions are regiochemistry and stereochemistry.

  1. 1) Regiochemistry: The regiochemistry depends on the nature of Epoxide when the starting Epoxide is unsymmetrical.
  2. 2) Stereochemistry: Inversion of configuration is observed when nucleophilic attack is seen at less hindered primary position if one position is primary and other is secondary. This steric effect is also expected from SN2 process.

                             ORGANIC CHEMISTRY GGC>CUSTOM<-TEXT, Chapter 14.12, Problem 24PTS , additional homework tip  8

                     ORGANIC CHEMISTRY GGC>CUSTOM<-TEXT, Chapter 14.12, Problem 24PTS , additional homework tip  9

d)

Interpretation Introduction

Interpretation:

The synthesis for the following transformation has to be done.

Concept Introduction:

The opening of Epoxide involves in two functional groups on adjacent Carbon atoms.

ORGANIC CHEMISTRY GGC>CUSTOM<-TEXT, Chapter 14.12, Problem 24PTS , additional homework tip  10

The important features of ring opening reactions are regiochemistry and stereochemistry.

  1. 1) Regiochemistry: The regiochemistry depends on the nature of Epoxide when the starting Epoxide is unsymmetrical.
  2. 2) Stereochemistry: Inversion of configuration is observed when nucleophilic attack is seen at less hindered primary position if one position is primary and other is secondary. This steric effect is also expected from SN2 process.

                             ORGANIC CHEMISTRY GGC>CUSTOM<-TEXT, Chapter 14.12, Problem 24PTS , additional homework tip  11

                     ORGANIC CHEMISTRY GGC>CUSTOM<-TEXT, Chapter 14.12, Problem 24PTS , additional homework tip  12

e)

Interpretation Introduction

Interpretation:

The synthesis for the following transformation has to be done.

Concept Introduction:

The opening of Epoxide involves in two functional groups on adjacent Carbon atoms.

ORGANIC CHEMISTRY GGC>CUSTOM<-TEXT, Chapter 14.12, Problem 24PTS , additional homework tip  13

The important features of ring opening reactions are regiochemistry and stereochemistry.

  1. 1) Regiochemistry: The regiochemistry depends on the nature of Epoxide when the starting Epoxide is unsymmetrical.
  2. 2) Stereochemistry: Inversion of configuration is observed when nucleophilic attack is seen at less hindered primary position if one position is primary and other is secondary. This steric effect is also expected from SN2 process.

                             ORGANIC CHEMISTRY GGC>CUSTOM<-TEXT, Chapter 14.12, Problem 24PTS , additional homework tip  14

                     ORGANIC CHEMISTRY GGC>CUSTOM<-TEXT, Chapter 14.12, Problem 24PTS , additional homework tip  15

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Chapter 14 Solutions

ORGANIC CHEMISTRY GGC>CUSTOM<-TEXT

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