1,1,1-Trifluoro-3,6,9,12,15,18,21,24-octaoxaheptacos-26-yne
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Category | 1,1,1-Trifluoroethyl-PEGn-propargyl |
Catalog NO. | BPG-0945 |
Product Name | 1,1,1-Trifluoro-3,6,9,12,15,18,21,24-octaoxaheptacos-26-yne |
Molecular Formula | C19H33F3O8 |
Molecular Weight | 446.44 |
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Description | 1,1,1-Trifluoro-3,6,9,12,15,18,21,24-octaoxaheptacos-26-yne is a heterobifunctional reagent with an alkyne group and a trifluoroethyl group. The alkyne group reacts with azide compounds or biomolecules in copper-catalyzed Click Chemistry to form a stable triazole linkage. The trifluoroethyl group is used to react with lysine and other primary amine groups in proteins, antibodies, and other molecules and surfaces. |
Synonyms | 1,1,1-Trifluoroethyl-PEG8-propargyl; 1,1,1-Trifluoroethyl-PEG7-propargyl |
IUPAC Name | 3-[2-[2-[2-[2-[2-[2-[2-(2,2,2-trifluoroethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]prop-1-yne |
Canonical SMILES | C#CCOCCOCCOCCOCCOCCOCCOCCOCC(F)(F)F |
InChI | InChI=1S/C19H33F3O8/c1-2-3-23-4-5-24-6-7-25-8-9-26-10-11-27-12-13-28-14-15-29-16-17-30-18-19(20,21)22/h1H,3-18H2 |
InChIKey | GOVBUNJCUNWOAU-UHFFFAOYSA-N |
Purity | ≥95% |
Storage | Store at 2-8°C |
1,1,1-Trifluoro-3,6,9,12,15,18,21,24-octaoxaheptacos-26-yne is a fluorinated compound with unique structural properties that lend it to a variety of applications, particularly in materials science and chemistry. One key application is in the development of advanced polymers. Fluorination of the polymer chains can significantly enhance their resistance to temperature and chemical degradation, making them suitable for use in extreme environments. The presence of the multiple oxygen atoms provides flexibility and reduces brittleness, thereby improving the mechanical properties of the resultant materials. This makes the compound highly attractive for the production of high-performance coatings, seals, and gaskets used in the aerospace and automotive industries. Another critical application of 1,1,1-Trifluoro-3,6,9,12,15,18,21,24-octaoxaheptacos-26-yne is in the field of medicinal chemistry, particularly as a building block for drug delivery systems. The compound’s fluorinated segments confer high lipid solubility, which is advantageous for drug bioavailability and membrane permeability. Additionally, the ethereal linkages within the molecule can be strategically cleaved to release therapeutic agents in a controlled manner. This property is especially useful in designing prodrugs and polymer-drug conjugates intended for targeted cancer therapies, where precise delivery and release of the active drug can significantly improve efficacy and minimize side effects. The compound is also valuable in the realm of surface modification and water repellency. The trifluoromethyl group is known for its hydrophobic characteristics, and incorporating 1,1,1-Trifluoro-3,6,9,12,15,18,21,24-octaoxaheptacos-26-yne into surface coatings can create materials that are highly resistant to water and other liquids. This makes it ideal for creating protective barriers on textiles, electronics, and construction materials. For instance, treated surfaces in clothing can repel water and stains, while electronic components coated with this compound are better protected against moisture-induced damage, thereby enhancing their longevity and performance. Lastly, 1,1,1-Trifluoro-3,6,9,12,15,18,21,24-octaoxaheptacos-26-yne can be utilized in the synthesis of energetic materials. The inclusion of fluorine atoms introduces high density and thermal stability, which are desirable features for modern propellants and explosives. The controlled release of fluorine upon decomposition can aid in enhancing the energy output of such materials. This application is particularly significant in the defense and aerospace sectors, where the demand for materials that offer high performance, safety, and stability is continually growing. |
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