A carbamate can be prepared by treating an isocyanate with an alcohol, as shown here. This type of reaction is used to synthesize polyurethanes- polymers that have a wide variety of industrial applications, such as surface sealants, high-performance adhesives, and synthetic fibers. Propose a mechanism for this transformation. R'—ОН R. `N=C=0 R. OR' An isocyanate A carbamate (Substituted urethane) O=C

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter19: Aldehydes And Ketones: Nucleophilic Addition Reactions
Section19.SE: Something Extra
Problem 36MP: It is not uncommon for organic chemists to prepare acetals by an exchange-type process known as...
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A carbamate can be prepared by treating an isocyanate
with an alcohol, as shown here. This type of reaction is
used to synthesize polyurethanes- polymers that have
a wide variety of industrial applications, such as surface
sealants, high-performance adhesives, and synthetic
fibers. Propose a mechanism for this transformation.
R'—ОН
R.
`N=C=0
R.
OR'
An isocyanate
A carbamate
(Substituted urethane)
O=C
Transcribed Image Text:A carbamate can be prepared by treating an isocyanate with an alcohol, as shown here. This type of reaction is used to synthesize polyurethanes- polymers that have a wide variety of industrial applications, such as surface sealants, high-performance adhesives, and synthetic fibers. Propose a mechanism for this transformation. R'—ОН R. `N=C=0 R. OR' An isocyanate A carbamate (Substituted urethane) O=C
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