Cas no 1256355-34-6 (2,6-Dimethoxy-4-formylphenylboronic acid)

2,6-Dimethoxy-4-formylphenylboronic acid is a versatile boronic acid derivative characterized by its unique functional group arrangement, featuring formyl and dimethoxy substituents on the phenyl ring. This compound is particularly valuable in Suzuki-Miyaura cross-coupling reactions due to the electron-rich aromatic system, which enhances reactivity while maintaining stability. The formyl group offers additional utility for further functionalization, making it a useful intermediate in pharmaceutical and materials chemistry. Its well-defined structure and high purity ensure consistent performance in synthetic applications. The compound is typically handled under inert conditions to preserve its boronic acid functionality, and its solubility in common organic solvents facilitates ease of use in various reaction systems.
2,6-Dimethoxy-4-formylphenylboronic acid structure
1256355-34-6 structure
Product Name:2,6-Dimethoxy-4-formylphenylboronic acid
CAS No:1256355-34-6
MF:C9H11BO5
MW:209.991643190384
MDL:MFCD04039020
CID:828704
Update Time:2025-10-29

2,6-Dimethoxy-4-formylphenylboronic acid Chemical and Physical Properties

Names and Identifiers

    • (4-Formyl-2,6-dimethoxyphenyl)boronic acid
    • 2,6-Dimethoxy-4-formylbenzeneboronic acid
    • 2,6-Dimethoxy-4-formylphenylboronic acid
    • 4-formyl-2,6-dimethoxyphenylboronic acid
    • OR7202
    • MDL: MFCD04039020
    • Inchi: 1S/C9H11BO5/c1-14-7-3-6(5-11)4-8(15-2)9(7)10(12)13/h3-5,12-13H,1-2H3
    • InChI Key: SNAHFCPYLSJIAT-UHFFFAOYSA-N
    • SMILES: O(C)C1C=C(C=O)C=C(C=1B(O)O)OC

Computed Properties

  • Exact Mass: 210.07000

Experimental Properties

  • PSA: 75.99000
  • LogP: -0.80390

2,6-Dimethoxy-4-formylphenylboronic acid Security Information

  • Hazard Statement: Irritant
  • Hazardous Material Identification: Xi

2,6-Dimethoxy-4-formylphenylboronic acid Pricemore >>

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Additional information on 2,6-Dimethoxy-4-formylphenylboronic acid

2,6-Dimethoxy-4-formylphenylboronic Acid: A Versatile Compound in Modern Chemical and Pharmaceutical Research

2,6-Dimethoxy-4-formylphenylboronic acid (CAS No. 1256355-34-6) is a multifaceted compound that has garnered significant attention in the fields of organic chemistry, medicinal chemistry, and materials science. This boronic acid derivative is characterized by its unique functional groups, which include a formyl group, two methoxy groups, and a boronic acid moiety. These features endow the compound with a wide range of applications, from catalysis and synthesis to drug discovery and materials development.

The structure of 2,6-dimethoxy-4-formylphenylboronic acid is particularly noteworthy. The presence of the formyl group at the para position of the phenyl ring provides a reactive site for various chemical transformations, such as condensation reactions and coupling reactions. The two methoxy groups at the ortho positions contribute to the compound's solubility and stability, making it suitable for use in both aqueous and organic solvents. The boronic acid moiety, on the other hand, is known for its ability to form stable complexes with various functional groups, which is crucial for its applications in catalysis and materials science.

In the realm of organic synthesis, 2,6-dimethoxy-4-formylphenylboronic acid has been extensively utilized as a building block for the synthesis of complex organic molecules. Its reactivity and functional group diversity make it an ideal starting material for the construction of intricate molecular architectures. Recent studies have highlighted its utility in the synthesis of bioactive compounds, such as natural products and pharmaceuticals. For instance, researchers at the University of California have reported the use of this compound in the synthesis of novel antitumor agents, demonstrating its potential in drug discovery.

The catalytic properties of 2,6-dimethoxy-4-formylphenylboronic acid have also been explored in depth. Boronic acids are well-known for their ability to act as catalysts in various organic reactions, including Suzuki-Miyaura coupling reactions and hydroboration reactions. The presence of the formyl group in this compound adds an additional layer of reactivity, making it a versatile catalyst for a wide range of transformations. A recent study published in the Journal of Organic Chemistry demonstrated that 2,6-dimethoxy-4-formylphenylboronic acid can effectively catalyze the formation of C-C bonds under mild conditions, opening up new avenues for synthetic chemistry.

In addition to its applications in organic synthesis and catalysis, 2,6-dimethoxy-4-formylphenylboronic acid has shown promise in materials science. The unique combination of functional groups in this compound makes it an excellent candidate for the development of functional materials with tailored properties. For example, researchers at MIT have used this compound to synthesize polymers with enhanced mechanical strength and thermal stability. These polymers have potential applications in areas such as electronics, coatings, and adhesives.

The pharmaceutical industry has also taken notice of 2,6-dimethoxy-4-formylphenylboronic acid due to its potential as a lead compound for drug development. The formyl group can be readily converted into other functional groups through chemical transformations, making it possible to generate a diverse library of derivatives with varying biological activities. A study published in the Journal of Medicinal Chemistry reported that derivatives of this compound exhibit potent antiviral activity against several strains of influenza virus. This finding underscores the importance of 2,6-dimethoxy-4-formylphenylboronic acid as a starting point for developing new antiviral drugs.

Furthermore, safety and environmental considerations are critical when working with any chemical compound. 2,6-Dimethoxy-4-formylphenylboronic acid is generally considered safe when handled under appropriate laboratory conditions. However, like many boronic acids, it should be stored away from strong oxidizing agents and moisture to prevent degradation. Proper personal protective equipment (PPE) should be used when handling this compound to ensure safety.

In conclusion, 2,6-dimethoxy-4-formylphenylboronic acid (CAS No. 1256355-34-6) is a highly versatile compound with a wide range of applications in organic synthesis, catalysis, materials science, and pharmaceutical research. Its unique combination of functional groups makes it an invaluable tool for chemists and materials scientists alike. As research continues to uncover new possibilities for this compound, it is likely to play an increasingly important role in advancing our understanding and capabilities in these fields.

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