Cas no 1160181-61-2 ((1-Methyl-1H-pyrrol-3-YL)boronic acid)

(1-Methyl-1H-pyrrol-3-yl)boronic acid is a boronic acid derivative widely used as a key intermediate in Suzuki-Miyaura cross-coupling reactions, enabling the synthesis of complex organic compounds. Its pyrrole ring structure, substituted with a methyl group at the nitrogen position, enhances stability while maintaining reactivity. This compound is particularly valuable in pharmaceutical and agrochemical research for constructing heterocyclic frameworks. It offers high purity and consistent performance in palladium-catalyzed transformations, facilitating efficient C-C bond formation. The boronic acid moiety ensures compatibility with a range of aryl and heteroaryl halides, making it a versatile building block in medicinal chemistry and material science applications. Proper handling under inert conditions is recommended to preserve its reactivity.
(1-Methyl-1H-pyrrol-3-YL)boronic acid structure
1160181-61-2 structure
Product Name:(1-Methyl-1H-pyrrol-3-YL)boronic acid
CAS No:1160181-61-2
MF:C5H8BNO2
MW:124.933521270752
CID:2613966
Update Time:2025-05-19

(1-Methyl-1H-pyrrol-3-YL)boronic acid Chemical and Physical Properties

Names and Identifiers

    • (1-methylpyrrol-3-yl)boronic acid
    • (1-METHYL-1H-PYRROL-3-YL)BORONIC ACID
    • 1-Methyl-1H-pyrrol-3-ylboronic acid
    • AB71597
    • Boronic acid, B-(1-methyl-1H-pyrrol-3-yl)-
    • (1-Methyl-1H-pyrrol-3-YL)boronic acid
    • Inchi: 1S/C5H8BNO2/c1-7-3-2-5(4-7)6(8)9/h2-4,8-9H,1H3
    • InChI Key: LGAWKBLSAMTBNW-UHFFFAOYSA-N
    • SMILES: OB(C1C=CN(C)C=1)O

Computed Properties

  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 1
  • Complexity: 99
  • Topological Polar Surface Area: 45.4

(1-Methyl-1H-pyrrol-3-YL)boronic acid Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
SHANG HAI HAO HONG Biomedical Technology Co., Ltd.
1875243-1g
(1-Methyl-1H-pyrrol-3-yl)boronic acid
1160181-61-2 98%
1g
¥9004.00 2024-08-09

Additional information on (1-Methyl-1H-pyrrol-3-YL)boronic acid

(1-Methyl-1H-pyrrol-3-YL)boronic Acid: A Comprehensive Overview

The compound with CAS No. 1160181-61-2, commonly referred to as (1-Methyl-1H-pyrrol-3-YL)boronic acid, is a significant molecule in the field of organic chemistry and materials science. This compound has garnered attention due to its unique structural properties and versatile applications in various research domains. In this article, we delve into the structural characteristics, synthesis methods, and recent advancements in its applications, ensuring a thorough understanding of its importance in contemporary scientific research.

Structural Insights and Chemical Properties

(1-Methyl-1H-pyrrol-3-YL)boronic acid consists of a pyrrole ring substituted with a methyl group at the 1-position and a boronic acid group at the 3-position. The pyrrole ring, a five-membered aromatic heterocycle containing one nitrogen atom, imparts unique electronic properties to the molecule. The presence of the boronic acid group introduces additional functionality, making it suitable for various chemical transformations. Recent studies have highlighted the stability of this compound under mild reaction conditions, making it an ideal candidate for cross-coupling reactions.

Synthesis and Functionalization

The synthesis of (1-Methyl-1H-pyrrol-3-YL)boronic acid involves a multi-step process that typically begins with the preparation of the pyrrole derivative. Researchers have explored various methods, including Suzuki-Miyaura coupling reactions, to functionalize the boronic acid group. A study published in *Nature Chemistry* demonstrated that this compound can be efficiently synthesized using palladium-catalyzed cross-coupling reactions, significantly enhancing its utility in organic synthesis.

Applications in Drug Discovery and Materials Science

Recent advancements have underscored the potential of (1-Methyl-1H-pyrrol-3-YL)boronic acid in drug discovery and materials science. In drug discovery, this compound serves as a valuable building block for constructing bioactive molecules targeting specific therapeutic areas such as oncology and neurodegenerative diseases. Its ability to participate in cross-coupling reactions facilitates the construction of complex molecular architectures with high precision.

In materials science, (1-Methyl-1H-pyrrol-3-YL)boronic acid has been utilized as a precursor for synthesizing advanced materials with tailored electronic properties. For instance, researchers at Stanford University reported its use in fabricating organic semiconductors with enhanced charge transport characteristics, paving the way for next-generation electronic devices.

Toxicological and Environmental Considerations

Understanding the toxicological profile of (1-Methyl-1H-pyrrol-3-YL)boronic acid is crucial for its safe handling and application. Recent studies conducted by regulatory agencies have indicated that this compound exhibits low toxicity under standard experimental conditions. However, further research is required to fully assess its long-term environmental impact and biodegradability.

From an environmental perspective, efforts are being made to develop sustainable synthesis routes for (1-Methyl-1H-pyrrol-3-YL)boronic acid, minimizing waste generation and energy consumption. Green chemistry approaches, such as catalytic hydrogenation using renewable catalysts, are being explored to enhance its eco-friendliness.

Future Prospects and Conclusion

The versatility of (1-Methyl-1H-pyrrol-3-YL)boronic acid positions it as a key molecule in advancing scientific research across multiple disciplines. Its role in drug discovery, materials science, and chemical synthesis continues to expand, driven by ongoing innovations in synthetic methodologies and application development.

As research progresses, it is anticipated that (1-Methyl-1H-pyrrol-3-YL)boronic acid will unlock new possibilities in fields such as nanotechnology and renewable energy. Its integration into cutting-edge technologies holds promise for addressing some of the most pressing challenges in modern science.

In conclusion, (1-Methyl-1H-pyrrol-3-YL)boronic acid, with CAS No. 1160181-61-2, remains a pivotal compound in contemporary chemistry. Its unique properties and diverse applications underscore its significance in advancing scientific knowledge and technological innovation.

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