Cas no 150196-31-9 (2-(oxan-2-yloxy)propane-1,3-diol)

2-(Oxan-2-yloxy)propane-1,3-diol is a versatile glycol derivative featuring a tetrahydropyranyl (THP) ether group. Its structure combines a diol backbone with a cyclic ether moiety, offering unique reactivity and solubility properties. The compound is particularly useful as a protected intermediate in organic synthesis, where the THP group serves as a temporary masking agent for hydroxyl functionalities. Its stability under mild conditions and ease of deprotection make it valuable in multistep synthetic routes. Additionally, the diol component provides opportunities for further functionalization, enabling applications in polymer chemistry, pharmaceuticals, and specialty materials. The balanced hydrophilicity and lipophilicity of this compound enhance its utility in formulations requiring controlled solubility.
2-(oxan-2-yloxy)propane-1,3-diol structure
150196-31-9 structure
Product Name:2-(oxan-2-yloxy)propane-1,3-diol
CAS No:150196-31-9
MF:C8H16O4
MW:176.210243225098
MDL:MFCD25959277
CID:2778683
Update Time:2025-10-30

2-(oxan-2-yloxy)propane-1,3-diol Chemical and Physical Properties

Names and Identifiers

    • 1,3-Propanediol, 2-[(tetrahydro-2H-pyran-2-yl)oxy]-
    • 2-(tetrahydro-2H-pyran-2-yloxy)propane-1,3-diol
    • 2-(oxan-2-yloxy)propane-1,3-diol
    • MDL: MFCD25959277
    • Inchi: 1S/C8H16O4/c9-5-7(6-10)12-8-3-1-2-4-11-8/h7-10H,1-6H2
    • InChI Key: MAFDEANKQYPHFZ-UHFFFAOYSA-N
    • SMILES: O1CCCCC1OC(CO)CO

Computed Properties

  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 4
  • Complexity: 114
  • XLogP3: -0.4
  • Topological Polar Surface Area: 58.9

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Additional information on 2-(oxan-2-yloxy)propane-1,3-diol

Professional Introduction to 2-(oxan-2-yloxy)propane-1,3-diol (CAS No: 150196-31-9)

2-(oxan-2-yloxy)propane-1,3-diol, identified by the Chemical Abstracts Service Number (CAS No) 150196-31-9, is a significant compound in the realm of chemical and pharmaceutical research. This glycol ether derivative has garnered attention due to its unique structural properties and potential applications in synthetic chemistry, drug development, and material science. The compound features a propane backbone substituted with two hydroxyl groups at the 1 and 3 positions, linked to an oxygen atom of an oxane ring. This configuration imparts distinctive reactivity and solvency characteristics, making it a valuable intermediate in various chemical processes.

The molecular structure of 2-(oxan-2-yloxy)propane-1,3-diol consists of a saturated hydrocarbon chain with polar hydroxyl functional groups, enhancing its solubility in both polar and non-polar solvents. This dual solubility profile is particularly advantageous in pharmaceutical formulations, where compatibility with diverse solvent systems is often required. The oxane ring, a five-membered ether-containing heterocycle, contributes to the compound's stability while also influencing its electronic and steric properties. Such structural features make it a promising candidate for use in controlled-release formulations and as a precursor in the synthesis of more complex molecules.

In recent years, 2-(oxan-2-yloxy)propane-1,3-diol has been explored for its role in the development of novel drug delivery systems. Researchers have leveraged its ability to form stable complexes with other molecules, facilitating controlled release mechanisms. For instance, studies have demonstrated its efficacy in enhancing the bioavailability of poorly water-soluble drugs by improving their dissolution rates. This has been particularly relevant in the treatment of chronic diseases where sustained drug release is critical for therapeutic efficacy. The compound's compatibility with biodegradable polymers further underscores its potential in creating advanced drug delivery platforms.

The pharmaceutical industry has also shown interest in 2-(oxan-2-yloxy)propane-1,3-diol as a synthetic intermediate for more complex pharmacophores. Its reactivity allows for facile functionalization at multiple sites, enabling the construction of intricate molecular architectures. Recent advances in medicinal chemistry have utilized this compound to develop inhibitors targeting specific enzymatic pathways involved in metabolic disorders. By serving as a scaffold for further derivatization, 2-(oxan-2-yloxy)propane-1,3-diol has contributed to the discovery of novel therapeutic agents with improved pharmacokinetic profiles.

Beyond pharmaceutical applications, 2-(oxan-2-yloxy)propane-1,3-diol finds utility in industrial chemistry as a high-performance solvent and reactant. Its ability to dissolve a wide range of substances makes it valuable in polymer synthesis and coatings industry. Additionally, its role as a chelating agent has been investigated in catalytic processes, where it helps stabilize metal complexes used in organic transformations. The compound's versatility underscores its importance not only as a research chemical but also as an industrial asset.

Recent studies have also highlighted the environmental considerations surrounding the use of 2-(oxan-2-yloxy)propane-1,3-diol. Research indicates that when properly managed, this compound exhibits low toxicity and biodegradability under certain conditions. However, as with any chemical entity used on a large scale, responsible handling practices are essential to minimize environmental impact. Efforts are ongoing to optimize synthetic routes that reduce waste generation while maintaining high yields of the desired product.

The future prospects for 2-(oxan-2-yloxy)propane-1,3-diol are promising, with ongoing research expanding its applications across multiple domains. Innovations in green chemistry are driving efforts to develop more sustainable synthetic methods for this compound. Furthermore, collaborations between academia and industry are expected to yield new insights into its potential uses in emerging fields such as nanotechnology and regenerative medicine.

In conclusion, 150196-31-9 stands as a testament to the ingenuity of modern chemical research. Its unique properties make it indispensable in various scientific endeavors, from drug discovery to industrial applications. As our understanding of molecular interactions continues to evolve, 150196-31-9 will undoubtedly play an increasingly pivotal role in shaping the future of chemistry and related disciplines.

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