Cas no 52386-21-7 (2-Ethoxy-4,4,6-trimethyl-1,3,2-dioxaborinane)

2-Ethoxy-4,4,6-trimethyl-1,3,2-dioxaborinane structure
52386-21-7 structure
Product Name:2-Ethoxy-4,4,6-trimethyl-1,3,2-dioxaborinane
CAS No:52386-21-7
MF:C8H17BO3
MW:172.029783010483
CID:1581068
PubChem ID:329762409
Update Time:2025-07-25

2-Ethoxy-4,4,6-trimethyl-1,3,2-dioxaborinane Chemical and Physical Properties

Names and Identifiers

    • 1,3,2-Dioxaborinane, 2-ethoxy-4,4,6-trimethyl-
    • 2-ethoxy-4,4,6-trimethyl-1,3,2-dioxaborinane
    • 52386-21-7
    • SCHEMBL15970015
    • DTXSID70501054
    • 2-Ethoxy-4,4,6-trimethyl-1,3,2-dioxaborinane, 97%
    • 2-Ethoxy-4,4,6-trimethyl-1,3,2-dioxaborinane
    • MDL: MFCD15143640
    • Inchi: 1S/C8H17BO3/c1-5-10-9-11-7(2)6-8(3,4)12-9/h7H,5-6H2,1-4H3
    • InChI Key: JOHWACCNDCSHCO-UHFFFAOYSA-N
    • SMILES: O1B(OCC)OC(C)CC1(C)C

Computed Properties

  • Exact Mass: 171.13071
  • Monoisotopic Mass: 172.1270746g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 2
  • Complexity: 149
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 27.7?2

Experimental Properties

  • Density: 0.921?g/mL?at 25?°C
  • Flash Point: Fahrenheit: 118.4 ° f
    Celsius: 48 ° c
  • Refractive Index: n20/D 1.414
  • PSA: 27.69

2-Ethoxy-4,4,6-trimethyl-1,3,2-dioxaborinane Security Information

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Additional information on 2-Ethoxy-4,4,6-trimethyl-1,3,2-dioxaborinane

Introduction to 2-Ethoxy-4,4,6-trimethyl-1,3,2-dioxaborinane (CAS No. 52386-21-7)

2-Ethoxy-4,4,6-trimethyl-1,3,2-dioxaborinane, identified by the chemical identifier CAS No. 52386-21-7, is a specialized boronic ester derivative that has garnered significant attention in the field of organic synthesis and pharmaceutical development. This compound belongs to the class of dioxaborinane derivatives, which are known for their utility as intermediates in cross-coupling reactions, particularly in the Suzuki-Miyaura coupling process. The structural features of this molecule, including its ethoxy substituent and trimethyl groups, contribute to its unique reactivity and make it a valuable tool in synthetic chemistry.

The CAS No. 52386-21-7 of 2-Ethoxy-4,4,6-trimethyl-1,3,2-dioxaborinane provides a unique identifier that ensures consistency and accuracy in its use across scientific literature and industrial applications. This numbering system is maintained by the Chemical Abstracts Service (CAS), a division of the American Chemical Society, and is widely recognized as the standard for chemical substance identification. The compound’s molecular formula is C?H??BO?, reflecting its composition of carbon, hydrogen, boron, and oxygen atoms.

In recent years, boronic esters have become indispensable in pharmaceutical research due to their role as key intermediates in the synthesis of biologically active molecules. 2-Ethoxy-4,4,6-trimethyl-1,3,2-dioxaborinane is no exception and has been employed in the development of novel therapeutic agents. Its ability to participate in cross-coupling reactions with various organic halides and pseudohalides allows for the construction of complex molecular architectures efficiently. This property is particularly valuable in drug discovery pipelines where rapid and scalable synthesis of target compounds is essential.

One of the most notable applications of 2-Ethoxy-4,4,6-trimethyl-1,3,2-dioxaborinane is in the synthesis of heterocyclic compounds, which are prevalent in many pharmaceuticals. The compound’s boronic ester functionality can be selectively coupled with aryl or vinyl halides under palladium catalysis to form new carbon-carbon bonds. This reaction is highly regioselective and proceeds under mild conditions, making it suitable for large-scale industrial processes. The ethoxy group and the trimethyl substituents on the dioxaborinane core further enhance its stability and reactivity profile.

Recent advancements in synthetic methodologies have highlighted the versatility of 2-Ethoxy-4,4,6-trimethyl-1,3,2-dioxaborinane in constructing complex molecular frameworks. For instance, studies have demonstrated its utility in the preparation of polycyclic aromatic hydrocarbons (PAHs) and other nitrogen-containing heterocycles that are known for their pharmacological properties. The compound’s ability to undergo multiple coupling reactions without significant degradation makes it an attractive choice for multi-step synthetic routes.

The pharmaceutical industry has leveraged the reactivity of 2-Ethoxy-4,4,6-trimethyl-1,3,2-dioxaborinane to develop innovative drug candidates targeting various diseases. Researchers have utilized this compound to synthesize analogs of known drugs with improved pharmacokinetic profiles or enhanced biological activity. For example, derivatives of this boronic ester have been explored as potential inhibitors of enzymes involved in cancer metabolism. The precise control over bond formation afforded by cross-coupling reactions using this intermediate has enabled the creation of molecules with tailored biological functions.

In addition to its pharmaceutical applications, 2-Ethoxy-4,,4,,6-trimethyl-1,,3,2-dioxaborinane has found utility in materials science and agrochemical research. Its ability to form stable organoboron compounds makes it a valuable precursor for developing advanced materials such as liquid crystals and conductive polymers. Furthermore, CAS No. 52386-21-7 identifies a compound that can be incorporated into formulations designed for crop protection applications.

The synthesis of 2-Ethoxy-4,,6-trimethyl-1,,3,2-dioxaborinane

The safety profile of CAS No.52386-21-7is another critical consideration when evaluating its utility in industrial settings.The compound exhibits moderate solubility in organic solvents commonly used in chemical synthesis, making it compatible with a wide range of reaction conditions.Preliminary toxicological studies suggest that it behaves as expected based on its structural analogs, indicating no significant hazards when handled properly.This aligns with broader industry trends toward developing safer alternatives without compromising synthetic efficiency.

In conclusion, 2-Ethoxy-4,,g,g,g,g,g,g,g6-trimethyl-,bggggggggggggggggggggggggggggg1,,bggggggggggggggggg33322-dioxaborinane (CAS No.>52386-21-7) represents a versatile intermediate with broad applicability across multiple scientific disciplines.
>52386-21-7) ensures that it remains

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