18180-30-8

Usage

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

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

Downstream Products

• 23452-74-6 1-(3-fluoro-anilino)-3-prop-2-ynyloxy-propan-2-ol 
• 16221-44-6 1-Propargyloxy-3-<4-fluor-phenoxy>-propanol-(2) 
• 16221-38-8 1-Propargyloxy-3-<2-phenoxy-aethoxy>-propanol-(2) 
• 16271-97-9 1-Propargyloxy-3-(2,6-dimethoxy-phenoxy)-propanol-⁽²⁾ 
• 23452-80-4 1-prop-2-ynyloxy-3-(4-trifluoromethyl-anilino)-propan-2-ol 
• 16221-29-7 1-Propargyloxy-3-cinnamyloxypropan-2-ol 
• 16221-42-4 1-Propargyloxy-3-<α,α-dimethyl-benzyloxy>-propanol-(2) 
• 16221-43-5 1-Propargyloxy-3-<2-phenyl-ethoxy>-propanol-(2) 
• 16221-30-0 1-Propargyloxy-3-<2-isopropyl-5-methyl-phenoxy>-propanol-(2) 
• 23598-54-1 3-phenyl-5-((prop-2-yn-1-yloxy)methyl)oxazolidin-2-one 
• 16221-35-5 1-Propargyloxy-3-<3-trifluormethyl-phenoxy>-propanol-(2) 
• 23452-81-5 1-(5-isopropyl-2-methyl-anilino)-3-prop-2-ynyloxy-propan-2-ol 
• 16271-98-0 1-Propargyloxy-3-<2-isopropyl-4-chlor-5-methyl-phenoxy>-propanol-(2) 
• 23598-53-0 5-prop-2-ynyloxymethyl-3-(3-trifluoromethyl-phenyl)-oxazolidin-2-one 

Relevant academic research and scientific papers

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.

Ring-Opening Copolymerization of Maleic Anhydride with Functional Epoxides: Poly(propylene fumarate) Analogues Capable of Post-Polymerization Modification

Three functional epoxides were copolymerized with maleic anhydride to yield degradable poly(propylene fumarate) analogues. The polymers were modified post-polymerization and post-printing with either click-type addition reactions or UV deprotection to eit

Synthesis of glycidyl propargyl ether

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

NOVEL TETRATHIASPIRO COMPOUND, OPTICAL COMPOSITION CONTAINING THE SAME, AND METHOD FOR PRODUCING THE SAME

PROBLEM TO BE SOLVED: To provide a tetrathiaspiro compound having excellent photopolymerizable properties, where the compound can be produced simply with an improved selectivity and in a small number of steps, and a method for producing the same. SOLUTION: The present invention provides a tetrathiaspiro compound, for example, produced by the following reaction formulae. SELECTED DRAWING: None COPYRIGHT: (C)2019,JPOandINPIT

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.

Modular synthesis of dihydroxyacetone monoalkyl ethers and isosteric 1-hydroxy-2-alkanones

Straightforward methods for the efficient, systematic preparation of libraries of the title compound classes have been evaluated. A general and efficient modular route to dihydroxyacetone monoethers was developed based on trityl glycidol, which, through epoxide opening, oxidation, and deprotection, provided variously alkylated ethers by three routine operations in good overall yields (eight examples, 24-59 %). The preparation of structurally related 1-hydroxyalkanones depends on the availability of the most economic starting materials and on their physicochemical properties. Thus, the most practical one-step approaches consisted of the sec-selective oxidation of short-chain 1,2-diols (≤ C6) using NaOCl, and the direct ketohydroxylation of 1-alkenes (≥ C6) using buffered stoichiometric KMnO4 or catalytic RuO4 with reoxidation by oxone, for which mostly good overall yields were achieved on a multigram scale (nine examples, 15-78 %).

TBAF-promoted elimination of vicinal dibromides having an adjacent O-functional group: Syntheses of 2-bromoalk-1-enes and alkynes

Syntheses of 2-bromoalk-1-enes and alkynes were achieved in good yields by dehydrobromination of vicinal dibromides with tetrabutylammonium fluoride. Neighboring O-functional-group participation is important in determining elimination reactivity. Georg Thieme Verlag Stuttgart New York.

Ni(II) salts and 2-propanol effect catalytic reductive coupling of epoxides and alkynes

A Ni-catalyzed reductive coupling of alkynes and epoxides using Ni(II) salts and simple alcohol reducing agents is described. Whereas previously reported conditions relied on Ni(cod)2 and Et3B, this system has several advantages incl

One-pot synthesis of glycidyl propargyl ether from acetylene, formaldehyde, and epichlorohydrin

One-pot procedure was developed for preparing glycidyl propargyl ether, involving reaction of acetylene with paraformaldehyde and treatment of the resulting propargyl alcohol with epichlorohydrin.

Intermolecular Diastereoselective Nitrile Oxide Addition With Propargylic Ethers

With simple and stereogenic propargylic ethers 3,4,5,7 and 11, cycloaddition reactions of the nitrile oxide 2 are performed in moderately high yield and with considerable regioselectivity.