
4,7,10,13-Tetraoxahexadeca-1,15-diyne | CAS 126422-58-0
| Catalog Number | R01-0149 |
| Category | Alkynes |
| Molecular Formula | C12H18O4 |
| Molecular Weight | 226.27 |
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Product Introduction
4,7,10,13-Tetraoxahexadeca-1,15-diyne 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-PEG4; Alkyne-PEG4-Alkyne; Propargyl-PEG4-Propargyl; Bis-propargyl-PEG3; 4,7,10,13-Tetraoxa-1,15-hexadecadiyne; α,ω-bis(O-propargyl)triethylene glycol |
| Purity | >95% |
| IUPAC Name | 3-[2-[2-(2-prop-2-ynoxyethoxy)ethoxy]ethoxy]prop-1-yne |
| SMILES | C#CCOCCOCCOCCOCC#C |
| InChI | InChI=1S/C12H18O4/c1-3-5-13-7-9-15-11-12-16-10-8-14-6-4-2/h1-2H,5-12H2 |
| InChIKey | PHRQSGRBGBTBAD-UHFFFAOYSA-N |
| Solubility | Soluble in DMSO |
| Density | 1.0±0.1 g/cm3 |
| Appearance | Pale Yellow Oily Liquid |
| Boiling Point | 292.2±30.0 °C at 760 mmHg |
Product Specification
| Storage | Store at 2-8°C for short term (days to weeks) or -20°C for long term (months to years) |
Application
4,7,10,13-Tetraoxahexadeca-1,15-diyne is a diyne-containing, poly(ethylene glycol)-like click chemistry building block featuring an internal tetraoxa motif that improves solubility and provides two terminal alkyne handles for orthogonal functionalization workflows. As a diyne scaffold compatible with alkyne-based click strategies, it is commonly used in molecular assembly, surface and materials functionalization, and probe construction where controlled spacing between reactive termini is advantageous. Its bifunctional structure supports downstream conjugation into larger architectures such as crosslinked networks, multivalent ligands, and imaging or sensing platforms.
1. Multivalent Probe Assembly
4,7,10,13-Tetraoxahexadeca-1,15-diyne is used to build multivalent chemical probes by incorporating two alkyne termini into the same linker framework, enabling attachment of multiple recognition or reporting units with defined separation. In chemical biology and molecular imaging reagent development, this scaffold helps researchers generate higher-avidity probe constructs for improved signal generation and more consistent labeling density across targets such as proteins, nucleic-acid-binding reagents, and polymeric carriers. The tetraoxa-containing backbone supports aqueous compatibility, which is often critical when assembling probe libraries for screening and optimization in vitro.
2. Surface and Material Functionalization
4,7,10,13-Tetraoxahexadeca-1,15-diyne supports patterned surface chemistry and materials modification where two terminal alkynes enable stepwise attachment to substrates or to pre-functionalized coatings. In biomaterials science, it is frequently incorporated into linker layers for immobilizing functional moieties on hydrogels, polymer films, and microfabricated surfaces, allowing researchers to tune surface density and spacing of bioactive or analytical groups. The flexible polyether-like segment improves wetting and reduces aggregation during coating and coupling workflows, making it a practical linker for reproducible surface functionalization in research and industrial R&D settings.
3. Crosslinked Polymer Network Building
4,7,10,13-Tetraoxahexadeca-1,15-diyne is applied as a crosslinking or network-building component in polymer chemistry and materials engineering, where diyne functionality provides two reactive endpoints for constructing extended architectures. Researchers use this scaffold to generate defined crosslinker spacing in click-reactive polymer blends and to create modular gel or scaffold materials that can be further functionalized after network formation. The internal tetraoxa motif can contribute to controlled mechanical and swelling behavior by introducing an ether-rich segment, which is valuable when designing materials for controlled retention, transport, or templated assembly of functional payloads.
4. Diagnostic Reagent and Sensor Platforms
4,7,10,13-Tetraoxahexadeca-1,15-diyne is used in the development of diagnostic reagent components and analytical sensor platforms that rely on modular, covalent attachment of reporter and capture elements. Its two alkyne termini allow integration into conjugation schemes that produce stable, well-defined linkers for assembling reagent cartridges, assay reagents, and detection probes on solid supports or within polymer matrices. In molecular diagnostics research and industrial assay development, the scaffold’s solubility-oriented polyether character helps maintain processability during reagent formulation and immobilization steps, supporting consistent coupling outcomes across batch workflows.
Computed Properties
| XLogP3 | -0.1 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 11 |
| Exact Mass | 226.12050905 g/mol |
| Monoisotopic Mass | 226.12050905 g/mol |
| Topological Polar Surface Area | 36.9Ų |
| Heavy Atom Count | 16 |
| Formal Charge | 0 |
| Complexity | 206 |
| 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 |
| US-2020024265-A1 | Carbohydrate-binding small molecules with antiviral activity | 2018-07-23 |
| US-11091468-B2 | Carbohydrate-binding small molecules with antiviral activity | 2018-07-23 |
| CA-3105506-A1 | Dimeric immuno-modulatory compounds against cereblon-based mechanisms | 2018-07-11 |
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