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50062

Sigma-Aldrich

Glycidyl propargyl ether

technical, ≥90% (GC)

Synonym(s):

2,3-Epoxypropyl propargyl ether

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About This Item

Empirical Formula (Hill Notation):
C6H8O2
CAS Number:
18180-30-8
Molecular Weight:
112.13
Beilstein:
1098793
MDL number:
MFCD00099300
UNSPSC Code:
12352100
PubChem Substance ID:
57651238
NACRES:
NA.22
Pricing and availability is not currently available.

grade

technical

Assay

≥90% (GC)

refractive index

n20/D 1.448

density

1.040 g/mL at 20 °C (lit.)

functional group

ether

SMILES string

C#CCOCC1CO1

InChI

1S/C6H8O2/c1-2-3-7-4-6-5-8-6/h1,6H,3-5H2

InChI key

SYFZCLMMUNCHNH-UHFFFAOYSA-N

General description

Glycidyl propargyl ether (GPE) is a glycidyl ether containing a terminal alkyne group.

Application

Glycidyl propargyl ether may be used in the synthesis of:
  • propargyl-functional poly(carbonate)s[1]
  • hyperbranched polyglycerol (hbPG)[2]
  • alkyne-functionalized polytetrahydrofuran (PTHF) diols[3]
  • dextran-based cyclodextrin polymers[4]

Pictograms

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Danger

Hazard Statements

H332,H334,H350

Hazard Classifications

Acute Tox. 4 Inhalation - Carc. 1B - Resp. Sens. 1

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

156.2 °F - closed cup

Flash Point(C)

69 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF4257V
WXBF4075V
WXBF2713V
WXBD9814V
WXBD7825V

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Zoltán Fülöp et al.
Carbohydrate polymers, 97(2), 635-642 (2013-08-06)
Cyclodextrins and their water-soluble derivatives are excellent solubilizers and stabilizers and widely used as enabling pharmaceutical excipients. However, still new cyclodextrin derivatives are being designed and synthesized in an effort to improve their physicochemical properties. In this study physicochemical and
Combining cationic ring-opening polymerization and click chemistry for the design of functionalized polyurethanes.
Basko M, et al.
Journal of Polymer Science Part A: Polymer Chemistry, 49(7), 1597-1604 (2011)
One-step synthesis of multi-alkyne functional hyperbranched polyglycerols by copolymerization of glycidyl propargyl ether and glycidol.
Schull C, et al.
Polym. Chem., 4(17), 4730-4736 (2013)
Propargyl-Functional Aliphatic Polycarbonate Obtained from Carbon Dioxide and Glycidyl Propargyl Ether.
Hilf J and Frey H.
Macromolecular Rapid Communications, 34(17), 1395-1400 (2013)

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