Cas no 1072951-73-5 (5-Fluoro-3-formyl-2-methoxyphenylboronic Acid)

5-Fluoro-3-formyl-2-methoxyphenylboronic acid is a versatile boronic acid derivative commonly employed in Suzuki-Miyaura cross-coupling reactions due to its reactive boronic acid group and stable formyl functionality. The presence of fluorine and methoxy substituents enhances its electronic properties, making it valuable in the synthesis of complex pharmaceutical intermediates and advanced organic materials. Its well-defined structure ensures high selectivity and efficiency in palladium-catalyzed transformations. The compound is particularly useful in constructing biaryl systems and heterocyclic frameworks, offering precise control over molecular architecture. Suitable for research and industrial applications, it is characterized by consistent purity and reliable reactivity under standard coupling conditions.
5-Fluoro-3-formyl-2-methoxyphenylboronic Acid structure
1072951-73-5 structure
Product Name:5-Fluoro-3-formyl-2-methoxyphenylboronic Acid
CAS No:1072951-73-5
MF:C8H8BFO4
MW:197.956126213074
MDL:MFCD09265144
CID:840004
PubChem ID:24885586
Update Time:2025-06-08

5-Fluoro-3-formyl-2-methoxyphenylboronic Acid Chemical and Physical Properties

Names and Identifiers

    • (5-Fluoro-3-formyl-2-methoxyphenyl)boronic acid
    • 5-Fluoro-3-formyl-2-methoxyphenylboronic acid
    • 1072951-73-5
    • AKOS015852995
    • 5-Fluoro-3-formyl-2-methoxyphenylboronic acid, >=95%
    • D71529
    • MFCD09265144
    • (5-Fluoro-3-formyl-2-methoxy-phenyl)boronic acid
    • (5-Fluoro-3-formyl-2-methoxyphenyl)boronicacid
    • DTXSID50584906
    • CS-0174944
    • 5-Fluoro-3-formyl-2-methoxyphenylboronic Acid
    • MDL: MFCD09265144
    • Inchi: 1S/C8H8BFO4/c1-14-8-5(4-11)2-6(10)3-7(8)9(12)13/h2-4,12-13H,1H3
    • InChI Key: NRUGZYHSZKKPJR-UHFFFAOYSA-N
    • SMILES: FC1C=C(C=O)C(=C(B(O)O)C=1)OC

Computed Properties

  • Exact Mass: 198.05000
  • Monoisotopic Mass: 198.0499671g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 3
  • Complexity: 202
  • 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?2

Experimental Properties

  • Density: 1.34±0.1 g/cm3 (20 oC 760 Torr),
  • Melting Point: 144-148?°C
  • Solubility: Slightly soluble (2.2 g/l) (25 o C),
  • PSA: 66.76000
  • LogP: -0.67340

5-Fluoro-3-formyl-2-methoxyphenylboronic Acid Security Information

  • Symbol: GHS07
  • Signal Word:Warning
  • Hazard Statement: H319
  • Warning Statement: P305+P351+P338
  • Hazardous Material transportation number:NONH for all modes of transport
  • WGK Germany:3
  • Hazard Category Code: 36
  • Safety Instruction: 26
  • Hazardous Material Identification: Xi
  • Storage Condition:2-8°C

5-Fluoro-3-formyl-2-methoxyphenylboronic 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%

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Additional information on 5-Fluoro-3-formyl-2-methoxyphenylboronic Acid

Introduction to 5-Fluoro-3-formyl-2-methoxyphenylboronic Acid (CAS No. 1072951-73-5)

5-Fluoro-3-formyl-2-methoxyphenylboronic Acid, identified by the Chemical Abstracts Service Number (CAS No.) 1072951-73-5, is a specialized organic compound that has garnered significant attention in the field of pharmaceutical chemistry and materials science. This boronic acid derivative is characterized by its unique structural features, including a fluoro-substituent, a formyl group, and a methoxy group, which collectively contribute to its versatile reactivity and potential applications.

The compound belongs to the class of phenylboronic acids, which are widely recognized for their role as key intermediates in Suzuki-Miyaura cross-coupling reactions. These reactions are fundamental in the synthesis of complex organic molecules, particularly in the development of novel pharmaceuticals. The presence of the fluoro group in 5-Fluoro-3-formyl-2-methoxyphenylboronic Acid introduces additional electronic and steric properties, making it an attractive building block for medicinal chemists seeking to optimize drug-like properties such as metabolic stability, solubility, and binding affinity.

The formyl group in the molecule serves as a reactive site for further functionalization, enabling the construction of diverse molecular architectures. This reactivity is particularly valuable in the context of drug discovery, where the ability to append various pharmacophores is crucial for achieving desired biological activities. Moreover, the methoxy substituent can influence the electronic distribution of the aromatic ring, thereby modulating interactions with biological targets.

In recent years, there has been a surge in research focused on boronic acid derivatives due to their broad utility in both academic and industrial settings. The pharmaceutical industry has leveraged these compounds to develop innovative therapeutic agents targeting various diseases. For instance, boronic acids have been employed in the design of protease inhibitors, which are critical in treating conditions such as cancer and infectious diseases. The unique properties of 5-Fluoro-3-formyl-2-methoxyphenylboronic Acid make it a promising candidate for such applications.

One of the most compelling aspects of this compound is its potential role in the development of fluorinated drugs. Fluorine atoms are frequently incorporated into pharmaceuticals due to their ability to enhance metabolic stability, improve binding affinity, and prolong half-life. The strategic placement of a fluoro group at the 5-position of the phenyl ring in 5-Fluoro-3-formyl-2-methoxyphenylboronic Acid ensures that these benefits can be harnessed in drug design. This has been particularly relevant in recent studies exploring fluorinated analogs of existing drugs, where modifications at key positions have led to significant improvements in efficacy and safety.

The synthetic utility of 5-Fluoro-3-formyl-2-methoxyphenylboronic Acid extends beyond pharmaceutical applications. In materials science, boronic acids are employed in the development of smart materials and functional polymers. The ability to undergo cross-coupling reactions under mild conditions makes them ideal for constructing complex molecular frameworks with tailored properties. Researchers have utilized derivatives like this one to create polymers with enhanced thermal stability and mechanical strength, which are essential for advanced technological applications.

Recent advancements in computational chemistry have further highlighted the importance of 5-Fluoro-3-formyl-2-methoxyphenylboronic Acid as a key intermediate. High-throughput virtual screening methods have enabled scientists to rapidly evaluate thousands of compounds for their potential biological activity. The structural features of this boronic acid derivative make it a frequent hit in screens targeting enzyme inhibition and receptor binding. This has spurred interest in developing libraries based on similar scaffolds for future drug discovery efforts.

The role of boronic acids in nanotechnology is another emerging area where 5-Fluoro-3-formyl-2-methoxyphenylboronic Acid could play a significant role. Boron-containing compounds have been explored as components in nanocarriers for drug delivery systems due to their ability to form stable complexes with other molecules. The reactivity and structural versatility of this compound make it a candidate for designing innovative nanomaterials that can enhance therapeutic outcomes.

In conclusion, 5-Fluoro-3-formyl-2-methoxyphenylboronic Acid (CAS No. 1072951-73-5) represents a valuable asset in modern chemical synthesis and drug development. Its unique structural composition offers multiple opportunities for functionalization and application across various domains, including pharmaceuticals, materials science, and nanotechnology. As research continues to uncover new methodologies for utilizing boronic acid derivatives, compounds like this one are likely to remain at the forefront of innovation.

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