
Diethylene Glycol Bis(2-propynyl) Ether | CAS 126422-57-9
| Catalog Number | R01-0150 |
| Category | Alkynes |
| Molecular Formula | C10H14O3 |
| Molecular Weight | 182.22 |
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Product Introduction
Diethylene Glycol Bis(2-propynyl) Ether is a homobifunctional PEG linker with two propargyl groups. The propargyl group forms triazole linkage with azide-bearing compounds or biomolecules via copper catalyzed Click Chemistry.
Chemical Information
Product Specification
Application
Computed Properties
Patents
Chemical Information
| Synonyms | Bis-propargyl-PEG3; 3-(2-(2-(Prop-2-yn-1-yloxy)ethoxy)ethoxy)prop-1-yne; 4,7,10-Trioxa-1,12-tridecadiyne; 3-[2-[2-(2-Propynyloxy)ethoxy]ethoxy]-1-propyne; 1-Propyne, 3,3'-[oxybis(2,1-ethanediyloxy)]bis-; Bis-propargyl-PEG2; α,ω-bis(O-propargyl)diethylene glycol |
| Purity | >95% |
| IUPAC Name | 3-[2-(2-prop-2-ynoxyethoxy)ethoxy]prop-1-yne |
| SMILES | C#CCOCCOCCOCC#C |
| InChI | InChI=1S/C10H14O3/c1-3-5-11-7-9-13-10-8-12-6-4-2/h1-2H,5-10H2 |
| InChIKey | ZQNBDEOGKNZIQM-UHFFFAOYSA-N |
| Density | 1.0±0.1 g/cm3 |
| Appearance | Pale Yellow or Colorless Oily Liquid |
| Boiling Point | 241.0±25.0 °C at 760 mmHg |
Product Specification
| Storage | Store at 2-8°C |
Application
Diethylene Glycol Bis(2-propynyl) Ether is a bifunctional alkyne-containing crosslinker designed for click chemistry workflows, most commonly in copper(I)-catalyzed azide–alkyne cycloaddition (CuAAC) and related alkyne-based conjugation strategies. Its ether-linked diethylene glycol core and two terminal propargyl groups provide a convenient handle for building multivalent architectures, forming stable triazole connections, and tuning network formation in polymer and biomaterials contexts. As a small, symmetrical bis-propargyl reagent, it is widely used to introduce two reactive alkyne sites for subsequent coupling to azide-functional partners such as polymers, biomolecule conjugates, and imaging or assay scaffolds.
1. Hydrogel Network Crosslinking
Diethylene Glycol Bis(2-propynyl) Ether is used to generate crosslinked hydrogel materials by coupling its two propargyl termini to azide-functional macromers or polymer backbones via click chemistry. Materials scientists and biomaterials researchers commonly employ this reagent to create mechanically robust, multivalent networks where the flexible diethylene glycol spacer helps maintain processable gelation behavior and promotes uniform incorporation of crosslink points. The resulting triazole-linked polymer networks are valuable for preparing 3D culture matrices, diffusion-controlled biomaterial platforms, and responsive material systems where orthogonal functionalization steps can be introduced after initial network formation.
2. Multivalent Biomolecule Conjugation
Diethylene Glycol Bis(2-propynyl) Ether supports multivalent conjugation strategies in chemical biology by providing a defined bis-alkyne linker for attachment to azide-bearing biomolecules, peptides, or targeting ligands. Researchers use it to increase effective valency and to spatially organize multiple conjugation sites, which is particularly useful when building probe panels or functional biomolecular constructs that require two-point attachment. The ether-based linker can help preserve conformational flexibility between the coupled components, making it a practical choice for assembling modular bioconjugates used in mechanistic studies, binding assays, and labeling workflows that rely on reliable alkyne-to-azide click coupling.
3. Surface Functionalization And Coatings
Diethylene Glycol Bis(2-propynyl) Ether is applied in surface chemistry to introduce alkyne functionality onto substrates that will later be modified with azide-containing reagents through click-based attachment. In materials and diagnostics R&D, it is used to create patterned or uniformly functionalized surfaces for immobilizing capture molecules, building assay-ready interfaces, and generating stable linkages that withstand typical washing and handling conditions. The bifunctional nature enables dense or network-like surface attachment when paired with multivalent azide partners, supporting the development of reusable research tools and lab-scale diagnostic reagent platforms that require controlled surface presentation.
4. Molecular Imaging Probe Building
Diethylene Glycol Bis(2-propynyl) Ether is used as a linker component in the construction of imaging and detection probes where two-point conjugation to azide-functional reporter scaffolds is advantageous. Molecular imaging scientists and probe developers incorporate this bis-propargyl reagent to assemble modular probe architectures, including multivalent labeling constructs and reporter-bearing conjugates that can be further functionalized after initial assembly. Its diethylene glycol spacer and two terminal alkyne handles support efficient click-based integration of fluorophores, affinity tags, or other detection moieties into larger probe systems used for imaging reagent development and analytical labeling experiments.
Computed Properties
| XLogP3 | 0 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 8 |
| Exact Mass | 182.094294304 g/mol |
| Monoisotopic Mass | 182.094294304 g/mol |
| Topological Polar Surface Area | 27.7Ų |
| Heavy Atom Count | 13 |
| Formal Charge | 0 |
| Complexity | 171 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 1 |
| Compound Is Canonicalized | Yes |
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| EP-4095128-A1 | Tetrahydroquinoline (thq) coumpounds | 2021-05-25 |
| WO-2022248475-A1 | Tetrahydroquinoline (thq) coumpounds | 2021-05-25 |
| CN-114431864-A | Bio-electrode composition, bio-electrode, and manufacturing method of bio-electrode | 2020-11-05 |
| EP-3995544-A1 | Bio-electrode composition, bio-electrode, and method for manufacturing bio-electrode | 2020-11-05 |
| JP-2022075544-A | Bioelectrode composition, bioelectrode, and method for manufacturing bioelectrode | 2020-11-05 |
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