Cas no 939973-20-3 (6-Methylnaphthalen-2-ylboronic acid)

6-Methylnaphthalen-2-ylboronic acid structure
939973-20-3 structure
Product Name:6-Methylnaphthalen-2-ylboronic acid
CAS No:939973-20-3
MF:C11H11BO2
MW:186.014843225479
CID:2108462
Update Time:2025-11-02

6-Methylnaphthalen-2-ylboronic acid Chemical and Physical Properties

Names and Identifiers

    • B-(6-methyl-2-naphthalenyl)Boronic acid
    • (6-methylnaphthalen-2-yl)boronic acid
    • 6-Methyl-2-naphthaleneboronicacid
    • GJBPFQITAMLKNI-UHFFFAOYSA-N
    • 2-Methylnaphthalene-6-boronic acid
    • 6-methylnaphthalen-2-ylboronic acid
    • 6-Methylnaphthalen-2-ylboronic acid
    • Inchi: 1S/C11H11BO2/c1-8-2-3-10-7-11(12(13)14)5-4-9(10)6-8/h2-7,13-14H,1H3
    • InChI Key: GJBPFQITAMLKNI-UHFFFAOYSA-N
    • SMILES: OB(C1C=CC2=CC(C)=CC=C2C=1)O

Computed Properties

  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 1
  • Complexity: 196
  • Topological Polar Surface Area: 40.5

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6-Methylnaphthalen-2-ylboronic acid Related Literature

Additional information on 6-Methylnaphthalen-2-ylboronic acid

6-Methylnaphthalen-2-ylboronic Acid: A Versatile Compound in Pharmaceutical and Chemical Research

6-Methylnaphthalen-2-ylboronic acid, with the CAS number 939973-20-3, represents a significant compound in the field of pharmaceutical chemistry. This molecule, a derivative of naphthalene, incorporates a boronic acid functional group, which is known for its reactivity and utility in various synthetic pathways. The unique structural features of 6-Methylnaphthalen-2-ylboronic acid make it a valuable tool for researchers exploring new avenues in drug development and material science. Its chemical properties, such as the ability to form boronic esters and participate in Suzuki coupling reactions, have attracted considerable attention in recent years.

6-Methylnaphthalen-2-ylboronic acid is characterized by its aromatic naphthalene ring system, which is substituted with a methyl group at the 6-position and a boronic acid group at the 2-position. The presence of the boronic acid group allows for the formation of stable boronic esters, which are crucial in the synthesis of complex molecules. The naphthalene scaffold, known for its planar structure and conjugated π-electron system, provides a rigid framework that can influence the biological activity of the compound. This combination of structural rigidity and functional group versatility makes 6-Methylnaphthalen-2-ylboronic acid a promising candidate for further chemical modification and biological application.

Recent studies have highlighted the potential of 6-Methylnaphthalen-2-ylboronic acid in the development of novel therapeutic agents. For instance, a 2023 study published in the Journal of Medicinal Chemistry explored the use of boronic acid derivatives in the design of anti-cancer drugs. The researchers found that the boronic acid functionality could enhance the binding affinity of molecules to specific protein targets, thereby improving their efficacy. This finding underscores the importance of 6-Methylnaphthalen-2-ylboronic acid in the context of drug discovery, where the ability to modulate molecular interactions is critical.

Another area of interest is the application of 6-Methylnaphthalen-2-ylboronic acid in the synthesis of advanced materials. The boronic acid group is known to participate in cross-coupling reactions, which are essential in the production of polymers and nanomaterials. A 2022 study in Advanced Materials demonstrated the use of boronic acid derivatives in the creation of stimuli-responsive polymers. These materials can change their properties in response to external stimuli such as pH or temperature, making them useful in drug delivery systems and sensor technologies. The unique properties of 6-Methylnaphthalen-2-ylboronic acid could potentially contribute to the development of such materials.

Furthermore, 6-Methylnaphthalen-2-ylboronic acid has been investigated for its role in the development of bioactive compounds. The naphthalene ring system is often found in natural products with diverse biological activities, including anti-inflammatory and antioxidant properties. Researchers are exploring how the substitution of the naphthalene ring with functional groups like the boronic acid could enhance or modify these biological activities. A 2023 review article in Drug Discovery Today highlighted the importance of aromatic scaffolds in the design of new drugs, emphasizing the potential of naphthalene derivatives like 6-Methylnaphthalen-2-ylboronic acid in this context.

One of the key challenges in the application of 6-Methylnaphthalen-2-ylboronic acid is the optimization of its synthetic pathways. While the compound can be synthesized through various methods, including the coupling of naphthalene derivatives with boronic acid precursors, the efficiency and selectivity of these reactions are critical factors. Recent advances in catalytic methodologies have provided new strategies for the synthesis of such compounds. For example, the use of transition metal catalysts in Suzuki coupling reactions has been shown to improve the yield and purity of boronic acid derivatives. These developments are crucial for the large-scale production of 6-Methylnaphthalen-2-ylboronic acid for both research and industrial applications.

Additionally, the environmental impact of 6-Methylnaphthalen-2-ylboronic acid and its derivatives is an area of growing concern. As the demand for sustainable chemical processes increases, researchers are focusing on the green chemistry aspects of boronic acid compounds. A 2023 study in Green Chemistry investigated the use of biodegradable catalysts in the synthesis of boronic acid derivatives, aiming to reduce the environmental footprint of these reactions. The findings suggest that the development of eco-friendly synthetic methods for 6-Methylnaphthalen-2-ylboronic acid could align with global efforts to promote sustainable chemistry.

In conclusion, 6-Methylnaphthalen-2-ylboronic acid is a compound with significant potential in multiple fields of research. Its unique structural features and functional group make it a valuable tool for the development of new drugs, advanced materials, and sustainable chemical processes. As research continues to uncover new applications and synthetic methods, the role of 6-Methylnaphthalen-2-ylboronic acid in scientific innovation is likely to expand further.

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