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Merck
CN

901212

Sigma-Aldrich

5-Methyl-5-propargyloxycarbonyl-1,3-dioxane-2-one

≥98.0%

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别名:
Propargyl 5-methyl-2-oxo-1,3-dioxane-5-carboxylate
经验公式(希尔记法):
C9H10O5
分子量:
198.17

检测方案

≥98.0%

形式

powder or chunks

颜色

colorless to pale yellow

储存温度

−20°C

一般描述

5-Methyl-5-propargyloxycarbonyl-1,3-dioxane-2-one is an alkyne-functionalized, cyclic carbonate monomer that can be polymerized or copolymerized to yield alkyne-functionalized polycarbonates. The incorporation of alkynes allows for rapid post-polymerization modification through reactions, such as copper(I)-catalyzed azide-alkyne cycloaddition (CuAAC) or thiol-yne click reactions. These reactions are highly preferable for functionalization due their high efficiency and the ability to easily install the corresponding functionality (e.g., azides or thiols) onto the biomolecule or small molecule of interest.

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

法规信息

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Organocatalytic synthesis and post-polymerization functionalization of propargyl-functional poly(carbonate)s.
Tempelaar S, et al.
Polym. Chem., 4, 174-174 (2013)
Russell C Pratt et al.
Chemical communications (Cambridge, England), (1), 114-116 (2008-04-11)
Cyclic carbonate monomers based on a single biocompatible scaffold allow for incorporation of a wide range of functional groups into macromolecules via ring-opening polymerization.
Synthesis of ferrocene-functionalized monomers for biodegradable polymer formation.
Upton BM, et al.
Inorganic Chemistry, 1, 271-271 (2014)
Daniel P Sanders et al.
Journal of the American Chemical Society, 132(42), 14724-14726 (2010-10-05)
An improved two-step synthetic route to functionalized cyclic carbonate monomers that features a novel cyclic carbonate intermediate with an active pentafluorophenyl ester group (MTC-OPhF(5)) has been developed. The versatile pentafluorophenyl ester intermediate can be synthesized on the gram to kilogram

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