Organic Chemistry, Binder Ready Version
Organic Chemistry, Binder Ready Version
2nd Edition
ISBN: 9781118454312
Author: David R. Klein
Publisher: WILEY
Question
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Chapter 14.8, Problem 14PTS

(a)

Interpretation Introduction

Interpretation: The reagents are to be identified for Synthesis of Racemic mixture of Epoxides.

Concept Introduction:

Epoxides are obtained by the conversion of Alkene using Peroxy acids and Halohydrins

Epoxides from Peroxy acids:

The commonly used Peroxy acids are meta-Chloroperoxybenzoic acid (MCPBA) and Peroxyacetic acid. This process is stereospecific.

Organic Chemistry, Binder Ready Version, Chapter 14.8, Problem 14PTS , additional homework tip  1

Specifically, the substituent are cis to each other in starting Alkene remains cis to each other in Epoxide, and the substituent’s are trans to each other in starting Alkene remains trans to each other in Epoxide.

Organic Chemistry, Binder Ready Version, Chapter 14.8, Problem 14PTS , additional homework tip  2

Epoxides from Halohydrins:

Epoxides can be obtained by the conversion of Alkene to Halohydrins. Halohydrins are formed when an Alkene is treated with halogen in presence of Water. Halohydrins formed are later treated with strong base to from Epoxides.

Organic Chemistry, Binder Ready Version, Chapter 14.8, Problem 14PTS , additional homework tip  3

(b)

Interpretation Introduction

Interpretation: The reagents are to be identified for Synthesis of Racemic mixture of Epoxides.

Concept Introduction:

Epoxides are obtained by the conversion of Alkene using Peroxy acids and Halohydrins

Epoxides from Peroxy acids:

The commonly used Peroxy acids are meta-Chloroperoxybenzoic acid (MCPBA) and Peroxyacetic acid. This process is stereospecific.

Organic Chemistry, Binder Ready Version, Chapter 14.8, Problem 14PTS , additional homework tip  4

Specifically, the substituent are cis to each other in starting Alkene remains cis to each other in Epoxide, and the substituent’s are trans to each other in starting Alkene remains trans to each other in Epoxide.

Organic Chemistry, Binder Ready Version, Chapter 14.8, Problem 14PTS , additional homework tip  5

Epoxides from Halohydrins:

Epoxides can be obtained by the conversion of Alkene to Halohydrins. Halohydrins are formed when an Alkene is treated with halogen in presence of Water. Halohydrins formed are later treated with strong base to from Epoxides.

Organic Chemistry, Binder Ready Version, Chapter 14.8, Problem 14PTS , additional homework tip  6

(c)

Interpretation Introduction

Interpretation: The reagents are to be identified for Synthesis of Racemic mixture of Epoxides.

Concept Introduction:

Epoxides are obtained by the conversion of Alkene using Peroxy acids and Halohydrins

Epoxides from Peroxy acids:

The commonly used Peroxy acids are meta-Chloroperoxybenzoic acid (MCPBA) and Peroxyacetic acid. This process is stereospecific.

Organic Chemistry, Binder Ready Version, Chapter 14.8, Problem 14PTS , additional homework tip  7

Specifically, the substituent are cis to each other in starting Alkene remains cis to each other in Epoxide, and the substituent’s are trans to each other in starting Alkene remains trans to each other in Epoxide.

Organic Chemistry, Binder Ready Version, Chapter 14.8, Problem 14PTS , additional homework tip  8

Epoxides from Halohydrins:

Epoxides can be obtained by the conversion of Alkene to Halohydrins. Halohydrins are formed when an Alkene is treated with halogen in presence of Water. Halohydrins formed are later treated with strong base to from Epoxides.

Organic Chemistry, Binder Ready Version, Chapter 14.8, Problem 14PTS , additional homework tip  9

(d)

Interpretation Introduction

Interpretation: The reagents are to be identified for Synthesis of Racemic mixture of Epoxides.

Concept Introduction:

Epoxides are obtained by the conversion of Alkene using Peroxy acids and Halohydrins

Epoxides from Peroxy acids:

The commonly used Peroxy acids are meta-Chloroperoxybenzoic acid (MCPBA) and Peroxyacetic acid. This process is stereospecific.

Organic Chemistry, Binder Ready Version, Chapter 14.8, Problem 14PTS , additional homework tip  10

Specifically, the substituent are cis to each other in starting Alkene remains cis to each other in Epoxide, and the substituent’s are trans to each other in starting Alkene remains trans to each other in Epoxide.

Organic Chemistry, Binder Ready Version, Chapter 14.8, Problem 14PTS , additional homework tip  11

Epoxides from Halohydrins:

Epoxides can be obtained by the conversion of Alkene to Halohydrins. Halohydrins are formed when an Alkene is treated with halogen in presence of Water. Halohydrins formed are later treated with strong base to from Epoxides.

Organic Chemistry, Binder Ready Version, Chapter 14.8, Problem 14PTS , additional homework tip  12

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Organic Chemistry, Binder Ready Version

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