Cas no 85951-09-3 (1,3-Bis(tert-Butyldimethylsiloxy)-2-propanol)

1,3-Bis(tert-Butyldimethylsiloxy)-2-propanol is a silane-protected diol derivative widely utilized in organic synthesis and pharmaceutical intermediates. Its key advantages include high stability under neutral and basic conditions, making it suitable for selective protection of hydroxyl groups in complex multi-step reactions. The tert-butyldimethylsilyl (TBS) groups provide robust steric shielding, preventing unwanted side reactions while allowing controlled deprotection under mild acidic conditions. This compound is particularly valuable in carbohydrate and nucleoside chemistry, where orthogonal protecting group strategies are essential. Its well-defined reactivity profile and compatibility with various reagents enhance its utility in precision synthetic applications. The product is typically handled under inert conditions to maintain purity and performance.
1,3-Bis(tert-Butyldimethylsiloxy)-2-propanol structure
85951-09-3 structure
Product Name:1,3-Bis(tert-Butyldimethylsiloxy)-2-propanol
CAS No:85951-09-3
MF:C15H36O3Si2
MW:320.615547180176
CID:662875
PubChem ID:10758091
Update Time:2025-10-29

1,3-Bis(tert-Butyldimethylsiloxy)-2-propanol Chemical and Physical Properties

Names and Identifiers

    • 4,8-Dioxa-3,9-disilaundecan-6-ol, 2,2,3,3,9,9,10,10-octamethyl-
    • 1,3-bis[[tert-butyl(dimethyl)silyl]oxy]propan-2-ol
    • BICVCKKJDDTEIV-UHFFFAOYSA-N
    • 85951-09-3
    • SCHEMBL4420207
    • DTXSID80444529
    • 1,3-Bis(tert-Butyldimethylsiloxy)-2-propanol
    • 1,3-O-di-(t-butyldimethylsilyl)glycerol
    • W12814
    • C15H36O3Si2
    • 2,2,3,3,9,9,10,10-octamethyl-4,8-dioxa-3,9-disilaundecan-6-ol
    • MFCD30471985
    • BS-45543
    • 1,3-di-t-butyldimethylsilyl glycerol
    • 2,2,3,3,9,9,10,10-Octamethyl-4,8-dioxa-3,9-disilaundecan-6-ol; 1,3-Bis(tert-butyldimethylsilanyloxy)propan-2-ol; 1,3-Bis(tert-butyldimethylsilyloxy)-2-propanol;
    • Inchi: 1S/C15H36O3Si2/c1-14(2,3)19(7,8)17-11-13(16)12-18-20(9,10)15(4,5)6/h13,16H,11-12H2,1-10H3
    • InChI Key: BICVCKKJDDTEIV-UHFFFAOYSA-N
    • SMILES: [Si](C)(C)(C(C)(C)C)OCC(CO[Si](C)(C)C(C)(C)C)O

Computed Properties

  • Exact Mass: 320.22029807g/mol
  • Monoisotopic Mass: 320.22029807g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 20
  • Rotatable Bond Count: 8
  • Complexity: 271
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 38.7?2

1,3-Bis(tert-Butyldimethylsiloxy)-2-propanol Pricemore >>

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1,3-Bis(tert-Butyldimethylsiloxy)-2-propanol Related Literature

Additional information on 1,3-Bis(tert-Butyldimethylsiloxy)-2-propanol

Introduction to 1,3-Bis(tert-Butyldimethylsiloxy)-2-propanol (CAS No. 85951-09-3) and Its Emerging Applications in Modern Chemistry

1,3-Bis(tert-Butyldimethylsiloxy)-2-propanol, identified by the CAS number 85951-09-3, is a specialized organosilicon compound that has garnered significant attention in the field of synthetic chemistry and material science. This compound, characterized by its unique siloxy functional groups, exhibits remarkable properties that make it a valuable intermediate in the synthesis of various high-performance materials. The presence of tert-Butyldimethylsiloxy (TBS) groups enhances its stability and reactivity, making it particularly useful in applications ranging from polymer modification to pharmaceutical synthesis.

The structural integrity of 1,3-Bis(tert-Butyldimethylsiloxy)-2-propanol is a testament to its versatility. The siloxy groups not only provide hydrolytic stability but also facilitate cross-linking reactions, which are crucial in the development of advanced polymers and coatings. Recent studies have highlighted its role in the creation of hybrid materials that combine the benefits of organic and inorganic components, demonstrating its potential in next-generation material science.

In the realm of pharmaceutical chemistry, 1,3-Bis(tert-Butyldimethylsiloxy)-2-propanol has been explored as a precursor in the synthesis of novel drug candidates. Its ability to undergo selective functionalization allows for the development of complex molecular architectures that can interact with biological targets more effectively. For instance, researchers have utilized this compound to synthesize siloxane-based prodrugs that exhibit improved bioavailability and targeted delivery systems. These advancements underscore the importance of organosilicon compounds in modern drug discovery.

The compound's utility extends to catalysis as well. The TBS protecting group is widely employed in asymmetric synthesis to ensure high enantioselectivity during reaction processes. This has led to significant breakthroughs in the production of chiral drugs, where enantiomeric purity is critical for therapeutic efficacy. The use of 1,3-Bis(tert-Butyldimethylsiloxy)-2-propanol as a chiral auxiliary or ligand has been reported in several high-profile studies, demonstrating its impact on fine chemical synthesis.

From an industrial perspective, the demand for 1,3-Bis(tert-Butyldimethylsiloxy)-2-propanol has surged due to its role in producing specialty chemicals that enhance material performance. For example, it has been incorporated into silicones and resins to improve thermal stability and mechanical strength. These materials find applications in automotive components, electronics, and aerospace engineering, where reliability and durability are paramount.

Environmental considerations have also driven interest in this compound. The siloxy groups contribute to flame retardancy and chemical resistance, making it an attractive choice for sustainable material development. Researchers are exploring ways to integrate 1,3-Bis(tert-Butyldimethylsiloxy)-2-propanol into eco-friendly formulations that reduce environmental impact without compromising performance.

The future prospects for 1,3-Bis(tert-Butyldimethylsiloxy)-2-propanol are vast and multifaceted. As synthetic methodologies continue to evolve, new applications are likely to emerge, further solidifying its position as a cornerstone in advanced chemical manufacturing. The compound's adaptability and robustness ensure that it will remain a critical component in both academic research and industrial applications for years to come.

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