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
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter19: Enolate Anions And Enamines
Section: Chapter Questions
Problem 19.48P
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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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