Cas no 603122-84-5 ([2-fluoro-4-(methoxycarbonyl)phenyl]boronic acid)

[2-Fluoro-4-(methoxycarbonyl)phenyl]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. The presence of both the fluoro and methoxycarbonyl substituents enhances its reactivity and selectivity, making it valuable for constructing complex aromatic frameworks. This compound is particularly useful in pharmaceutical and materials science research, where precise functionalization is critical. Its stability under typical reaction conditions and compatibility with various catalysts contribute to its reliability in synthetic applications. Proper handling under inert conditions is recommended to preserve its integrity.
[2-fluoro-4-(methoxycarbonyl)phenyl]boronic acid structure
603122-84-5 structure
Product Name:[2-fluoro-4-(methoxycarbonyl)phenyl]boronic acid
CAS No:603122-84-5
MF:C8H8BFO4
MW:197.956126213074
MDL:MFCD08436034
CID:68467
PubChem ID:24824345
Update Time:2025-10-29

[2-fluoro-4-(methoxycarbonyl)phenyl]boronic acid Chemical and Physical Properties

Names and Identifiers

    • 2-Fluoro-4-(methoxycarbonyl)phenylboronic acid
    • 2-Fluoro-4-(methoxycarbonyl)benzeneboronic acid
    • 2-Fluoro-4-(methoxycarbonyl)phenylboronic Acid (contains varying amounts of Anhydride)
    • 2-Fluoro-4-methoxycarbonylphenylboronic acid
    • Methyl 4-borono-3-fluorobenzoate
    • (2-fluoro-4-methoxycarbonylphenyl)boronic acid
    • 2-Fluoro-4-(methoxycarbonyl)benzeneboronic Acid (contains varying amounts of Anhydride)
    • (2-fluoro-4-(methoxycarbonyl)phenyl)boronic acid
    • 4-(methoxycarbonyl)-2-fluorophenylboronic acid
    • [2-fluoro-4-(methoxycarbonyl)phenyl]boronic acid
    • O-fluoro p-methoxy carbonyl phenyl boronic acid
    • PubChem17434
    • D
    • 2-Fluoro-4-(methoxycarbonyl)benzeneboronic acid, 98%
    • CS-W000952
    • F1071
    • 2-Fluoro-4-(methoxycarbonyl)benzeneboronic acid;2-Fluoro-4-(methoxycarbonyl)phenylboronic Acid
    • EN300-179224
    • FT-0678856
    • AKOS006346251
    • A832685
    • SY024016
    • DTXSID30647604
    • (2-fluoro-4-(methoxy carbonyl)phenyl)boronic acid
    • SCHEMBL362782
    • AS-14923
    • MFCD08436034
    • (2-fluoro-4-methoxycarbonyl-phenyl)boronic acid
    • J-513761
    • BKWRLCIYMAYFPA-UHFFFAOYSA-N
    • AM20040818
    • 603122-84-5
    • 2-Fluoro-4-(methoxycarbonyl)phenylboronicAcid
    • 2-fluoro-4-methoxycarbonyl-phenylboronic acid
    • DB-010424
    • MDL: MFCD08436034
    • Inchi: 1S/C8H8BFO4/c1-14-8(11)5-2-3-6(9(12)13)7(10)4-5/h2-4,12-13H,1H3
    • InChI Key: BKWRLCIYMAYFPA-UHFFFAOYSA-N
    • SMILES: FC1C=C(C(=O)OC)C=CC=1B(O)O

Computed Properties

  • Exact Mass: 198.05000
  • Monoisotopic Mass: 198.05
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 3
  • Complexity: 212
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 66.8

Experimental Properties

  • Density: 1.3±0.1 g/cm3
  • Melting Point: 140°C(lit.)
  • Boiling Point: 355.1°C at 760 mmHg
  • Flash Point: 168.6±30.7 °C
  • PSA: 66.76000
  • LogP: -0.70790
  • Vapor Pressure: 0.0±0.8 mmHg at 25°C

[2-fluoro-4-(methoxycarbonyl)phenyl]boronic acid Security Information

[2-fluoro-4-(methoxycarbonyl)phenyl]boronic acid Customs Data

  • HS CODE:2931900090
  • Customs Data:

    China Customs Code:

    2931900090

    Overview:

    2931900090. Other organic-Inorganic compound. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:AB(Customs clearance form for Inbound Goods,Customs clearance form for outbound goods). MFN tariff:6.5%. general tariff:30.0%

    Summary:

    2931900090. other organo-inorganic compounds. VAT:17.0%. Tax rebate rate:13.0%. Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward). MFN tariff:6.5%. General tariff:30.0%

[2-fluoro-4-(methoxycarbonyl)phenyl]boronic acid Pricemore >>

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[2-fluoro-4-(methoxycarbonyl)phenyl]boronic acid Production Method

Additional information on [2-fluoro-4-(methoxycarbonyl)phenyl]boronic acid

[2-fluoro-4-(methoxycarbonyl)phenyl]boronic acid and CAS No 603122-84-5: A Comprehensive Overview

The compound with the CAS number 603122-84-5 and the product name [2-fluoro-4-(methoxycarbonyl)phenyl]boronic acid represents a significant advancement in the field of pharmaceutical chemistry. This boronic acid derivative has garnered considerable attention due to its unique structural properties and its potential applications in drug discovery and development. Boronic acids are well-known for their role as key intermediates in Suzuki-Miyaura cross-coupling reactions, which are widely employed in the synthesis of complex organic molecules, including pharmaceuticals. The presence of both a fluoro substituent and a methoxycarbonyl group in the phenyl ring enhances the compound's reactivity and functionalization capabilities, making it a valuable tool in synthetic chemistry.

In recent years, there has been a surge in research focused on developing novel boronic acid derivatives for their therapeutic potential. The [2-fluoro-4-(methoxycarbonyl)phenyl]boronic acid has been extensively studied for its ability to participate in various chemical transformations that are crucial for constructing biologically active molecules. The fluorine atom, in particular, plays a pivotal role in modulating the electronic properties of the molecule, which can influence its binding affinity to biological targets. This has led to its exploration as a component in the development of small-molecule inhibitors and probes for various diseases.

The methoxycarbonyl group adds another layer of functionality, enabling further derivatization and modification of the boronic acid core. This flexibility makes [2-fluoro-4-(methoxycarbonyl)phenyl]boronic acid particularly useful in medicinal chemistry, where precise control over molecular structure is essential for achieving desired pharmacological effects. Researchers have leveraged this compound to develop novel therapeutic agents targeting a range of conditions, from cancer to inflammatory diseases.

One of the most notable applications of this compound is in the field of oncology. Boronic acid derivatives have shown promise as anticancer agents due to their ability to inhibit key enzymes involved in tumor growth and progression. The specific arrangement of substituents in [2-fluoro-4-(methoxycarbonyl)phenyl]boronic acid allows it to interact with biological targets with high selectivity, minimizing off-target effects. Recent studies have demonstrated its potential as a lead compound for the development of next-generation anticancer drugs. The fluorine atom enhances metabolic stability, while the methoxycarbonyl group facilitates further chemical modifications, making it an ideal candidate for structure-activity relationship studies.

The compound's utility extends beyond oncology. It has also been explored as a key intermediate in the synthesis of ligands for metal-organic frameworks (MOFs) and other advanced materials. These materials have applications in catalysis, gas storage, and separation technologies, highlighting the versatility of [2-fluoro-4-(methoxycarbonyl)phenyl]boronic acid. The boronic acid moiety's ability to form stable complexes with metals makes it particularly valuable in these applications.

In addition to its synthetic utility, this compound has been investigated for its role in bioconjugation chemistry. Boronic acids are known to react with diols under acidic conditions, forming stable cyclic ethers known as boronate esters. This reaction has been widely used to link biomolecules such as peptides and proteins to other molecules, including drugs and imaging agents. The presence of both fluorine and methoxycarbonyl groups enhances the reactivity and stability of these conjugates, making them more suitable for biological applications.

The growing interest in green chemistry has also driven research into more sustainable synthetic routes for [2-fluoro-4-(methoxycarbonyl)phenyl]boronic acid. Researchers are exploring catalytic methods that minimize waste and energy consumption while maintaining high yields and purity. These efforts align with global initiatives to promote environmentally friendly practices in pharmaceutical synthesis.

The future prospects for this compound are promising. Ongoing research aims to expand its applications into new therapeutic areas and develop novel derivatives with enhanced properties. Collaborative efforts between academia and industry are expected to accelerate these developments, bringing new treatments to patients worldwide.

In conclusion, CAS No 603122-84-5 represents a significant advancement in pharmaceutical chemistry. Its unique structural features make it a valuable tool for drug discovery and development, with applications ranging from oncology to materials science. The combination of a fluoro substituent and a methoxycarbonyl group provides unparalleled flexibility for synthetic modifications, while its role in bioconjugation chemistry opens up new possibilities for biomolecular engineering. As research continues to uncover new applications and synthetic strategies, this compound is poised to play an increasingly important role in advancing scientific innovation.

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