ORGANIC CHEM PRINT STUDY GDE & SSM
ORGANIC CHEM PRINT STUDY GDE & SSM
4th Edition
ISBN: 9781119810650
Author: Klein
Publisher: WILEY
bartleby

Concept explainers

Question
Book Icon
Chapter 13.8, Problem 3LTS
Interpretation Introduction

Interpretation: Starting material and reagents required to prepare the given epoxide need to be identified.

  ORGANIC CHEM PRINT STUDY GDE & SSM, Chapter 13.8, Problem 3LTS , additional homework tip  1

Concept introduction:

Preparation of epoxide- Epoxides can be prepared via two methods, one with peroxy acids and the other with halohydrins.

Alkenes are starting material in the preparation of epoxides with peroxy acids. Here, the general reaction is represented as follows:

  ORGANIC CHEM PRINT STUDY GDE & SSM, Chapter 13.8, Problem 3LTS , additional homework tip  2

Peroxy acids generally used in this process are MCPBA and peroxyacetic acid. The formation of epoxide via peroxy acid is a stereospecific process; thus, cis substituents in alkene (starting material) remain at cis to each other in the epoxide (product). Similarly, trans substituents in alkene remain at trans to each other.

The preparation of epoxides from halohydrins can simply take place upon treatment with a strong base. Here, halohydrin can be formed from alkene after treatment with a halogen in the presence of water.

The reactions involved in the preparation are as follows

  ORGANIC CHEM PRINT STUDY GDE & SSM, Chapter 13.8, Problem 3LTS , additional homework tip  3

  ORGANIC CHEM PRINT STUDY GDE & SSM, Chapter 13.8, Problem 3LTS , additional homework tip  4

The above reaction takes place via intramolecular Williamson ether synthesis. This is an SN2-like process where an alkoxide ion acts as a nucleophile. This is also a stereospecific process.

Blurred answer
Students have asked these similar questions
> You are trying to decide if there is a single reagent you can add that will make the following synthesis possible without any other major side products: 1. ☑ CI 2. H3O+ O Draw the missing reagent X you think will make this synthesis work in the drawing area below. If there is no reagent that will make your desired product in good yield or without complications, just check the box under the drawing area and leave it blank. Click and drag to start drawing a structure. Explanation Check ? DO 18 Ar B © 2025 McGraw Hill LLC. All Rights Reserved. Terms of Use | Privacy Center | Accessibility
Don't use ai to answer I will report you answer
Consider a solution of 0.00304 moles of 4-nitrobenzoic acid (pKa = 3.442) dissolved in 25 mL water and titrated with 0.0991 M NaOH. Calculate the pH at the equivalence point
Knowledge Booster
Background pattern image
Chemistry
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.
Recommended textbooks for you
  • Text book image
    Organic Chemistry
    Chemistry
    ISBN:9781305580350
    Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
    Publisher:Cengage Learning
    Text book image
    Organic Chemistry
    Chemistry
    ISBN:9781305080485
    Author:John E. McMurry
    Publisher:Cengage Learning
    Text book image
    Chemistry & Chemical Reactivity
    Chemistry
    ISBN:9781337399074
    Author:John C. Kotz, Paul M. Treichel, John Townsend, David Treichel
    Publisher:Cengage Learning
  • Text book image
    Chemistry & Chemical Reactivity
    Chemistry
    ISBN:9781133949640
    Author:John C. Kotz, Paul M. Treichel, John Townsend, David Treichel
    Publisher:Cengage Learning
Text book image
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning
Text book image
Organic Chemistry
Chemistry
ISBN:9781305080485
Author:John E. McMurry
Publisher:Cengage Learning
Text book image
Chemistry & Chemical Reactivity
Chemistry
ISBN:9781337399074
Author:John C. Kotz, Paul M. Treichel, John Townsend, David Treichel
Publisher:Cengage Learning
Text book image
Chemistry & Chemical Reactivity
Chemistry
ISBN:9781133949640
Author:John C. Kotz, Paul M. Treichel, John Townsend, David Treichel
Publisher:Cengage Learning