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3,6,9,12-Tetraoxapentadec-14-yn-1-ol

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Category Small-molecule Heterobifunctional PEG
Catalog NO. BPG-1799
Product Name 3,6,9,12-Tetraoxapentadec-14-yn-1-ol
CAS 87450-10-0
Molecular Formula C₁₁H₂₀O₅
Molecular Weight 232.27
3,6,9,12-Tetraoxapentadec-14-yn-1-ol
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Product Information

Description 3,6,9,12-Tetraoxapentadec-14-yn-1-ol is a polyethylene glycol (PEG)-based PROTAC linker that can be used in the synthesis of a series of PROTACs.
Synonyms Propargyl-PEG5-alcohol; HC≡C-CH2-PEG4-OH; Propyne-PEG4-OH; Propargyl-PEG4-OH; 3,6,9,12-Tetraoxa-14-pentadecyne-1-ol; 15-hydroxy-4,7,10,13-tetraoxapentadec-1-yne
IUPAC Name 2-[2-[2-(2-prop-2-ynoxyethoxy)ethoxy]ethoxy]ethanol
Canonical SMILES C#CCOCCOCCOCCOCCO
InChI InChI=1S/C11H20O5/c1-2-4-13-6-8-15-10-11-16-9-7-14-5-3-12/h1,12H,3-11H2
InChIKey WQMJFCWQBPUZCK-UHFFFAOYSA-N
Boiling Point 324.4±32.0 °C at 760 mmHg
Purity >97%
Density 1.071±0.06 g/cm3 (Predicted)
Solubility Soluble in DMSO
Related CAS 32199-97-6 (polymer)
Appearance Colorless or Light Yellowish Liquid
Storage Store at 2-8°C for short term (days to weeks) or -20°C for long term (months to years)
Pictogram(s) Irritant
Signal Warning
Precautionary Statement Codes P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

3,6,9,12-Tetraoxapentadec-14-yn-1-ol, a multi-functional polyether compound, has garnered significant interest in various fields due to its unique chemical structure and properties. One of the primary applications of this compound is in the field of organic synthesis. As a versatile building block, it can be used to synthesize more complex molecules, which are valuable in pharmaceutical research and other chemical industries. The multiple ether linkages and terminal alkyne group in its structure allow for diverse chemical modifications, making it an essential component in the toolkit of organic chemists. This adaptability helps accelerate the development of new drugs and fine-tune the properties of chemical products.

Another important application of 3,6,9,12-Tetraoxapentadec-14-yn-1-ol lies in the production of surface-active agents. Its molecular structure, which includes both hydrophilic and hydrophobic segments, makes it ideal for formulating surfactants and emulsifiers used in various commercial products. These surfactants are crucial in the formulation of detergents, soaps, and personal care items, enhancing their ability to mix oils and water, and improving cleaning efficiency. Furthermore, the environmentally friendly nature of compounds derived from this polyether makes them favorable alternatives to traditional surfactants, promoting sustainability in the chemical industry.

In the field of material science, 3,6,9,12-Tetraoxapentadec-14-yn-1-ol is utilized in the development of novel polymers and advanced materials. Its unique structure facilitates the creation of polymers with special characteristics such as increased flexibility, thermal stability, and enhanced mechanical properties. These advanced materials find applications in a wide range of technologies, including coatings, adhesives, sealants, and flexible electronics. By tailoring the polymerization process, materials scientists can create custom-designed polymers that meet specific industrial needs, pushing the boundaries of current material capabilities.

Moreover, 3,6,9,12-Tetraoxapentadec-14-yn-1-ol is significant in the realm of biomedical engineering. Its biocompatibility and ability to be easily modified chemically render it suitable for creating drug delivery systems, hydrogels, and tissue engineering scaffolds. The polyether backbone can be engineered to control drug release rates, enhance the solubility of poorly soluble drugs, and target specific tissues within the body. This precision in drug delivery helps in maximizing therapeutic efficacy while minimizing side effects, which is paramount in developing next-generation medical treatments. Applications in tissue engineering can also benefit from its structural versatility, where it aids in designing scaffolds that support cell growth and tissue regeneration, potentially leading to breakthroughs in regenerative medicine.

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