Cas no 2377608-37-0 ((4-Chloro-2-fluoro-3-nitrophenyl)boronic acid)

(4-Chloro-2-fluoro-3-nitrophenyl)boronic acid is a versatile boronic acid derivative widely used in Suzuki-Miyaura cross-coupling reactions, a key method for forming carbon-carbon bonds in organic synthesis. Its unique substitution pattern, featuring chloro, fluoro, and nitro functional groups, enhances reactivity and selectivity in aryl-aryl coupling processes. This compound is particularly valuable in pharmaceutical and agrochemical research, where precise functionalization of aromatic systems is required. The boronic acid moiety facilitates efficient transmetalation with palladium catalysts, while the electron-withdrawing nitro group further stabilizes the intermediate complex. High purity grades ensure consistent performance in demanding synthetic applications. Proper handling under inert conditions is recommended due to its sensitivity to moisture and air.
(4-Chloro-2-fluoro-3-nitrophenyl)boronic acid structure
2377608-37-0 structure
Product Name:(4-Chloro-2-fluoro-3-nitrophenyl)boronic acid
CAS No:2377608-37-0
MF:C6H4BClFNO4
MW:219.362664222717
CID:5523887
Update Time:2025-06-25

(4-Chloro-2-fluoro-3-nitrophenyl)boronic acid Chemical and Physical Properties

Names and Identifiers

    • (4-Chloro-2-fluoro-3-nitrophenyl)boronic acid
    • Inchi: 1S/C6H4BClFNO4/c8-4-2-1-3(7(11)12)5(9)6(4)10(13)14/h1-2,11-12H
    • InChI Key: BEUGXSNBTNZPQP-UHFFFAOYSA-N
    • SMILES: B(C1=CC=C(Cl)C([N+]([O-])=O)=C1F)(O)O

Experimental Properties

  • Density: 1.62±0.1 g/cm3(Predicted)
  • Boiling Point: 390.7±52.0 °C(Predicted)
  • pka: 6.54±0.58(Predicted)

(4-Chloro-2-fluoro-3-nitrophenyl)boronic acid Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
A2B Chem LLC
AZ92838-1g
(4-Chloro-2-fluoro-3-nitrophenyl)boronic acid
2377608-37-0 98%
1g
$499.00 2024-04-20
A2B Chem LLC
AZ92838-5g
(4-Chloro-2-fluoro-3-nitrophenyl)boronic acid
2377608-37-0 98%
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$1479.00 2024-04-20
Key Organics Ltd
BS-34754-1g
(4-Chloro-2-fluoro-3-nitrophenyl)boronic acid
2377608-37-0 >97%
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£709.00 2025-02-24

Additional information on (4-Chloro-2-fluoro-3-nitrophenyl)boronic acid

Introduction to (4-Chloro-2-fluoro-3-nitrophenyl)boronic Acid (CAS No. 2377608-37-0)

(4-Chloro-2-fluoro-3-nitrophenyl)boronic acid is a specialized organic compound that has garnered significant attention in the field of pharmaceutical and chemical research due to its unique structural and functional properties. This compound, identified by its CAS number 2377608-37-0, is a derivative of the phenyl group, featuring substituents that enhance its reactivity and utility in synthetic chemistry. The presence of both chloro and fluoro groups, along with a nitro group, makes this molecule a versatile intermediate in the development of various chemical entities.

The compound's structure imparts distinct characteristics that make it particularly valuable in the synthesis of fine chemicals and pharmaceuticals. The boronic acid moiety, a key functional group in this molecule, is widely recognized for its role in Suzuki-Miyaura cross-coupling reactions, which are fundamental in constructing complex organic molecules. This reaction is pivotal in the pharmaceutical industry for the development of novel drugs and agrochemicals.

In recent years, there has been a surge in research focused on boronic acid derivatives due to their broad applicability in medicinal chemistry. The specific arrangement of substituents in (4-Chloro-2-fluoro-3-nitrophenyl)boronic acid allows for selective modifications and functionalizations, making it an indispensable tool for synthetic chemists. The chloro and fluoro groups not only influence the electronic properties of the molecule but also enhance its stability under various reaction conditions.

One of the most compelling aspects of this compound is its role as a building block in the synthesis of biologically active molecules. The nitro group, while providing electronic effects, also serves as a handle for further derivatization through reduction to an amine or diazotization followed by coupling reactions. These transformations are crucial for constructing more complex structures that mimic natural products or exhibit novel biological activities.

The pharmaceutical industry has leveraged the reactivity of (4-Chloro-2-fluoro-3-nitrophenyl)boronic acid to develop new therapeutic agents. For instance, researchers have utilized this compound to synthesize kinase inhibitors, which are essential in treating cancers and inflammatory diseases. The ability to introduce specific substituents at predetermined positions allows for fine-tuning of biological activity, making this molecule a preferred choice for drug discovery programs.

Moreover, the environmental and safety considerations associated with this compound make it an attractive option for green chemistry initiatives. Boronic acids are generally less toxic compared to other synthetic reagents, and their reactions often proceed under mild conditions with high selectivity. This aligns well with the growing emphasis on sustainable chemical practices.

The synthesis of (4-Chloro-2-fluoro-3-nitrophenyl)boronic acid itself is a testament to the advancements in synthetic methodologies. Modern techniques have enabled chemists to produce this compound with high purity and yield, facilitating its use in large-scale applications. The availability of reliable synthetic routes has further spurred interest in exploring its potential applications.

In academic research, this compound has been employed as a model system to study reaction mechanisms and develop new catalytic systems. Its unique reactivity profile provides insights into how different functional groups interact within a molecular framework, contributing to our fundamental understanding of organic chemistry.

The intersection of computational chemistry and experimental synthesis has also highlighted the importance of (4-Chloro-2-fluoro-3-nitrophenyl)boronic acid. Molecular modeling studies have predicted novel derivatives with enhanced properties, guiding experimental efforts toward more efficient synthetic strategies. This synergy between theory and practice underscores the compound's significance in modern chemical research.

Looking ahead, the future prospects for this compound are promising. As drug discovery efforts continue to evolve, new applications will likely emerge, further solidifying its role as a cornerstone in medicinal chemistry. The ongoing exploration of its derivatives and synthetic modifications ensures that it will remain relevant for years to come.

In conclusion, (4-Chloro-2-fluoro-3-nitrophenyl)boronic acid (CAS No. 2377608-37-0) is a multifaceted compound with substantial implications in pharmaceutical and chemical research. Its unique structural features and reactivity make it an invaluable tool for synthesizing complex molecules with potential therapeutic applications. As research progresses, we can expect even more innovative uses to be discovered, reinforcing its importance in the scientific community.

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