1. The conversion between alcohols, ethers, and epoxides is an important process in organic synthesis. (a) Draw a mechanism for the classic epoxidation of an alkene using MCPBA. (b) Show how this epoxidation can be converted to alcohols/ethers using both acidic and basic conditions. Be sure to highlight the difference between regio- and stereochemistry with the different reactions. (c) Name the end products and be sure to include all necessary stereochemistry. MCPBA CH3OH +H O + Diastereomer SN 1 CH₂ONa SN 2 ↓ OH OCH3 um OCH 3
1. The conversion between alcohols, ethers, and epoxides is an important process in organic synthesis. (a) Draw a mechanism for the classic epoxidation of an alkene using MCPBA. (b) Show how this epoxidation can be converted to alcohols/ethers using both acidic and basic conditions. Be sure to highlight the difference between regio- and stereochemistry with the different reactions. (c) Name the end products and be sure to include all necessary stereochemistry. MCPBA CH3OH +H O + Diastereomer SN 1 CH₂ONa SN 2 ↓ OH OCH3 um OCH 3
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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Transcribed Image Text:1. The conversion between alcohols, ethers, and epoxides is an important process in
organic synthesis. (a) Draw a mechanism for the classic epoxidation of an alkene using
MCPBA. (b) Show how this epoxidation can be converted to alcohols/ethers using both
acidic and basic conditions. Be sure to highlight the difference between regio- and
stereochemistry with the different reactions. (c) Name the end products and be sure to
include all necessary stereochemistry.
MCPBA
CH3OH
+H
O
+ Diastereomer
SN 1
CH₂ONa
SN 2
↓
OH
OCH3
um OCH 3
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