Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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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Question
Besides the tert-butyldimethylsilyl ethers, there
are many other widely used alcohol protecting groups. For example, an
alcohol such as cyclohexanol can be converted to a methoxy methyl
ether (a MOM protecting group) by treatment with base and chloromethyl
methyl ether, ClCH2OCH3. The protecting group can be removed by
treatment with aqueous acid.
Besides cyclohexanol, what other products are formed by aqueous hydrolysis of the MOM ether? Draw a stepwise mechanism that accounts for formation of each product.
![[1] NaH
HO-
[2] CI
cyclohexanol
methoxy methyl ether
H30*](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2Fbecbc80d-aea8-417d-9b9a-8f62565bd0d6%2Fee4bc7b7-a338-4396-acf2-f99c261e5620%2Fls8shgd_processed.png&w=3840&q=75)
Transcribed Image Text:[1] NaH
HO-
[2] CI
cyclohexanol
methoxy methyl ether
H30*
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