Cas no 1244855-82-0 ({2-(3-Methoxyphenyl)dimethylsilylphenyl}methanol)

{2-(3-Methoxyphenyl)dimethylsilylphenyl}methanol is an organosilicon compound featuring a silylphenyl backbone with a methanol functional group and a methoxyphenyl substituent. This structure imparts unique reactivity, making it valuable in synthetic chemistry, particularly in cross-coupling reactions and as an intermediate for functionalized silanes. The dimethylsilyl group enhances stability while allowing further derivatization, and the methoxy moiety offers electronic modulation for tailored applications. Its balanced lipophilicity and steric profile make it suitable for catalytic systems and material science research. The compound is typically handled under inert conditions due to its sensitivity to moisture and oxygen. It is used in academic and industrial settings for advanced organic synthesis and silicon-based material development.
{2-(3-Methoxyphenyl)dimethylsilylphenyl}methanol structure
1244855-82-0 structure
Product Name:{2-(3-Methoxyphenyl)dimethylsilylphenyl}methanol
CAS No:1244855-82-0
MF:C16H20O2Si
MW:272.414305686951
MDL:MFCD16251588
CID:1077586
PubChem ID:71306636
Update Time:2025-06-07

{2-(3-Methoxyphenyl)dimethylsilylphenyl}methanol Chemical and Physical Properties

Names and Identifiers

    • {2-[(3-Methoxyphenyl)dimethylsilyl]phenyl}methanol
    • 2-[(3-Methoxyphenyl)dimethylsilyl]benzyl alcohol
    • AS-2220
    • CS-0334778
    • DTXSID301231817
    • AKOS025392269
    • (2-((3-Methoxyphenyl)dimethylsilyl)phenyl)methanol
    • MFCD16251588
    • 2-[(3-Methoxyphenyl)dimethylsilyl]benzenemethanol
    • [2-[(3-methoxyphenyl)-dimethylsilyl]phenyl]methanol
    • 1244855-82-0
    • {2-(3-Methoxyphenyl)dimethylsilylphenyl}methanol
    • MDL: MFCD16251588
    • Inchi: 1S/C16H20O2Si/c1-18-14-8-6-9-15(11-14)19(2,3)16-10-5-4-7-13(16)12-17/h4-11,17H,12H2,1-3H3
    • InChI Key: NSLSMMYEIKOAGU-UHFFFAOYSA-N
    • SMILES: [Si](C)(C)(C1C=CC=C(C=1)OC)C1C=CC=CC=1CO

Computed Properties

  • Exact Mass: 272.123256411g/mol
  • Monoisotopic Mass: 272.123256411g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 19
  • Rotatable Bond Count: 4
  • Complexity: 280
  • 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: 29.5?2

{2-(3-Methoxyphenyl)dimethylsilylphenyl}methanol Pricemore >>

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Additional information on {2-(3-Methoxyphenyl)dimethylsilylphenyl}methanol

Introduction to {2-(3-Methoxyphenyl)dimethylsilylphenyl}methanol (CAS No. 1244855-82-0)

{2-(3-Methoxyphenyl)dimethylsilylphenyl}methanol} is a sophisticated organic compound that has garnered significant attention in the field of pharmaceutical chemistry and organic synthesis. This compound, identified by its CAS number 1244855-82-0, features a unique structural framework that combines aromatic rings with silicon-based substituents, making it a versatile intermediate in the development of various chemical entities. The presence of a methoxy group and dimethylsilyl groups in its structure imparts distinct reactivity and stability, which are highly valued in synthetic applications.

The molecular structure of {2-(3-Methoxyphenyl)dimethylsilylphenyl}methanol consists of two benzene rings connected through a methylene bridge, with one ring substituted by a methoxy group and the other by a dimethylsilyl group. This configuration not only enhances the compound's solubility in organic solvents but also facilitates its participation in various chemical reactions, including cross-coupling reactions, which are pivotal in modern drug discovery.

In recent years, the pharmaceutical industry has seen a surge in the use of silicon-containing compounds due to their unique properties. Silicon-based groups, such as dimethylsilyl (TMS), are widely employed as protecting groups in organic synthesis due to their stability under a broad range of conditions. The methoxy group, on the other hand, introduces polarity and hydrophilicity to the molecule, making it an excellent candidate for further functionalization. This combination of features makes {2-(3-Methoxyphenyl)dimethylsilylphenyl}methanol a valuable building block for constructing complex molecular architectures.

One of the most notable applications of {2-(3-Methoxyphenyl)dimethylsilylphenyl}methanol is in the synthesis of biologically active molecules. Researchers have leveraged its structural attributes to develop novel compounds with potential therapeutic applications. For instance, derivatives of this compound have been explored as intermediates in the synthesis of kinase inhibitors, which are crucial in treating various cancers and inflammatory diseases. The dimethylsilyl group can be readily removed under specific conditions, allowing for further functionalization and the introduction of pharmacophores that enhance biological activity.

The role of {2-(3-Methoxyphenyl)dimethylsilylphenyl}methanol in medicinal chemistry has been further highlighted by its use in the development of protease inhibitors. Proteases are enzymes that play a critical role in many biological processes, and their inhibition is often key to developing effective treatments for diseases such as HIV and Alzheimer's. The compound's ability to serve as a precursor for more complex molecules has enabled chemists to design inhibitors with high specificity and potency.

Recent advancements in synthetic methodologies have expanded the utility of {2-(3-Methoxyphenyl)dimethylsilylphenyl}methanol. For example, transition-metal-catalyzed cross-coupling reactions have been employed to introduce diverse functional groups onto its aromatic rings, leading to a library of novel derivatives. These reactions often proceed with high efficiency and selectivity, making them ideal for industrial-scale synthesis. Moreover, the compound's stability under various reaction conditions allows for multiple synthetic steps to be performed without significant degradation.

The impact of {2-(3-Methoxyphenyl)dimethylsilylphenyl}methanol extends beyond pharmaceutical applications. In materials science, it has been utilized as a precursor for organic semiconductors and liquid crystals due to its ability to form ordered structures. These materials are essential components in electronic devices such as OLEDs (organic light-emitting diodes) and displays, where their unique electronic properties contribute to improved performance.

Environmental considerations have also played a role in the development and application of {2-(3-Methoxyphenyl)dimethylsilylphenyl}methanol. Efforts have been made to optimize synthetic routes to minimize waste and reduce the use of hazardous reagents. Green chemistry principles have been incorporated into its production process, ensuring that it aligns with sustainable practices. This approach not only benefits the environment but also enhances cost-effectiveness by reducing resource consumption.

The future prospects for {2-(3-Methoxyphenyl)dimethylsilylphenyl}methanol are promising, with ongoing research exploring new applications and synthetic strategies. As our understanding of molecular interactions grows, so does the potential for this compound to contribute to innovative solutions across multiple disciplines. Whether it is in drug development or advanced materials science, its versatility makes it a cornerstone in modern chemical research.

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