18180-30-8

Basic information

• Product Name: GLYCIDYL PROPARGYL ETHER
• Synonyms: Oxirane,2-[(2-propyn-1-yloxy)Methyl]-;Glycidyl propargyl ether technical, >=90% (GC);[(2-Propynyloxy)methyl]oxirane;2-Propynyl glycidyl ether;NSC 134857;Propargyl glycidyl ether;(Propargyloxymethyl)oxirane;2-((Prop-2-yn-1-yloxy)
• CAS NO: 18180-30-8
• Molecular Formula: C₆H₈O₂
• Molecular Weight: 112.13
• Product Categories: Aliphatics
• Mol File: 18180-30-8.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 95°C/45mmHg(lit.)
• Flash Point: 69 °C
• Appearance: /
• Density: 1.040 g/mL at 20 °C(lit.)
• Vapor Pressure: 0.00534mmHg at 25°C
• Refractive Index: n20/D 1.448
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• BRN: 1098793
• CAS DataBase Reference: GLYCIDYL PROPARGYL ETHER(CAS DataBase Reference)
• NIST Chemistry Reference: GLYCIDYL PROPARGYL ETHER(18180-30-8)
• EPA Substance Registry System: GLYCIDYL PROPARGYL ETHER(18180-30-8)

Safety Data

• Hazard Codes: T
• Statements: 45-20-43
• Safety Statements: 53-24/25
• RIDADR: NA 1993 / PGIII
• WGK Germany: 3
• F: 8-10-23
• Hazardous Substances Data: 18180-30-8(Hazardous Substances Data)

Usage

Description

Glycidyl propargyl ether (GPE) is a glycidyl ether that contains a terminal alkyne group, which makes it a versatile building block for the synthesis of various functional polymers and materials.

Uses

Used in Polymer Synthesis:
GLYCIDYL PROPARGYL ETHER is used as a monomer for the synthesis of propargyl-functional polymers, such as poly(carbonates), hyperbranched polyglycerol (hbPG), alkyne-functionalized polytetrahydrofuran (PTHF) diols, and dextran-based cyclodextrin polymers. The presence of the terminal alkyne group in GPE allows for the formation of stable and functional materials with potential applications in various industries.
Used in Pharmaceutical Industry:
GLYCIDYL PROPARGYL ETHER is used as a key intermediate in the synthesis of drug delivery systems, such as dendrimers and polymer-drug conjugates, due to its ability to form stable and biocompatible materials.
Used in Material Science:
GLYCIDYL PROPARGYL ETHER is used as a precursor for the development of novel materials with unique properties, such as self-healing polymers, stimuli-responsive materials, and functional coatings, owing to its reactive alkyne group and the versatility of the glycidyl ether moiety.

InChI:InChI=1/C6H6N2O2/c1-5-2-3-7-6(4-5)8(9)10/h2-4H,1H3

Upstream product

• 55275-37-1 1,2-Epoxy-3-<2,3-dibrom-propyloxy>-propan 
• 107-19-7 propargyl alcohol 
• 106-89-8 epichlorohydrin 
• 1607-37-0 4-(oxiranylmethyloxymethyl)-2,2-dimethyl-1,3-dioxalane 

Downstream Products

• 23452-72-4 1-prop-2-ynyloxy-3-(3-trifluoromethyl-anilino)-propan-2-ol 
• 39505-95-8 1-(4-methyl-anilino)-3-prop-2-ynyloxy-propan-2-ol 
• 23452-53-1 1-anilino-3-prop-2-ynyloxy-propan-2-ol 
• 23452-73-5 1-(3-chloro-4-methyl-anilino)-3-prop-2-ynyloxy-propan-2-ol 
• 23452-78-0 1-(3,4-dichloro-anilino)-3-prop-2-ynyloxy-propan-2-ol 
• 3973-17-9 1-(prop-2-ynyloxy)propan-2-ol 
• 5935-29-5 3-(2-propyn-1-yloxyl)-1-propanol 
• 13580-38-6 3-(prop-2-yn-1-yloxy)propan-1,2-diol 
• 16221-65-1 1-Propargyloxy-3-<3-trifluormethyl-phenoxy>-2-carbamoyloxy-propan 
• 16222-54-1 1-Propargyloxy-3-(2,6-dimethoxy-phenoxy)-2-carbamoyloxy-propan 
• 16222-56-3 1-Propargyloxy-3-<2-isopropyl-4-chlor-5-methyl-phenoxy>-2-carbamoyloxy-propan 

Relevant articles and documents

Mild incorporation of CO2 into epoxides: Application to nonisocyanate synthesis of poly(hydroxyurethane) containing triazole segment by polyaddition of novel bifunctional five-membered cyclic carbonate and diamines

The cyclic amidinium iodide effectively catalyzed the ring-expansion addition of epoxides with carbon dioxide under ordinary pressure and mild conditions to obtain the corresponding five-membered cyclic carbonates in high yield. The novel triazole-linked bifunctional five-membered cyclic carbonate was synthesized successfully by the click reaction of the azide- and the alkyne-substituted five-membered cyclic carbonates under ambient temperature in high yield. The chemical structure of the novel bis(cyclic carbonate) was characterized by one- and two-dimensional nuclear magnetic resonance spectra. The obtained bis(cyclic carbonate) was converted with commercially available diamines to poly(hydroxyurethane) containing triazole segment without catalyst in high yield. Analyses of the resulting poly(hydroxyurethane)s were performed by proton nuclear magnetic resonance, size exclusion chromatography, thermogravimetric analysis, and differential scanning calorimetry.

Synthesis of glycidyl propargyl ether

Glycidyl propargyl ether was prepared in 80% yield from propargyl alcohol and epichlorohydrin in a superbasic suspension NaOH–DMSO.

Montmorillonite K10 catalyzed highly regioselective azidolysis of epoxides: A short and efficient synthesis of phenylglycine

A series of β‐hydroxyazides were effectively synthesized from the regioselective ring opening of epoxides by sodium azide using montmorillonite K10 as a novel heterogeneous catalyst in aqueous acetonitrile in good to excellent yields. The utility of this method has been demonstrated by achieving a short synthesis of phenylglycine in 33.5% overall yield.