Cas no 905583-06-4 ((3,4-Difluoro-2-methoxyphenyl)boronic acid)

(3,4-Difluoro-2-methoxyphenyl)boronic acid is a boronic acid derivative widely used in Suzuki-Miyaura cross-coupling reactions, a key method for forming carbon-carbon bonds in organic synthesis. Its difluoro and methoxy substituents enhance its reactivity and selectivity, making it valuable for constructing complex aromatic frameworks in pharmaceuticals and agrochemicals. The compound exhibits good stability under standard conditions and demonstrates compatibility with a range of catalysts and substrates. Its high purity and consistent performance ensure reliable results in synthetic applications. Additionally, the electron-withdrawing fluorine groups can influence the electronic properties of resulting biaryl products, enabling tailored modifications for advanced material and medicinal chemistry research.
(3,4-Difluoro-2-methoxyphenyl)boronic acid structure
905583-06-4 structure
Product Name:(3,4-Difluoro-2-methoxyphenyl)boronic acid
CAS No:905583-06-4
MF:C7H7BF2O3
MW:187.936489343643
MDL:MFCD13181640
CID:839861
PubChem ID:53216751
Update Time:2025-10-22

(3,4-Difluoro-2-methoxyphenyl)boronic acid Chemical and Physical Properties

Names and Identifiers

    • (3,4-Difluoro-2-methoxyphenyl)boronic acid
    • 3,4-Difluoro-2-methoxyphenylboronic acid
    • VSALEQTUDXMKST-UHFFFAOYSA-N
    • FCH923997
    • PC412110
    • BC001748
    • 2-methoxy-3,4-difluorophenylboronic acid
    • AX8217912
    • ST24034201
    • Z1062
    • Boronic acid, B-(3,4-difluoro-2-methoxyphenyl)-
    • B-(3,4-Difluoro-2-methoxyphenyl)boronic acid (ACI)
    • Boronic acid, (3,4-difluoro-2-methoxyphenyl)- (9CI)
    • DTXSID70681901
    • AKOS006336743
    • SY104583
    • SCHEMBL2468624
    • (3,4-Difluoro-2-methoxyphenyl)boronicacid
    • CS-13055
    • DB-344647
    • CS-0095018
    • MFCD13181640
    • (3,4-Difluoro-2-methoxy-phenyl)boronic acid
    • 905583-06-4
    • Y10142
    • MDL: MFCD13181640
    • Inchi: 1S/C7H7BF2O3/c1-13-7-4(8(11)12)2-3-5(9)6(7)10/h2-3,11-12H,1H3
    • InChI Key: VSALEQTUDXMKST-UHFFFAOYSA-N
    • SMILES: FC1C(F)=C(OC)C(B(O)O)=CC=1

Computed Properties

  • Exact Mass: 188.04600
  • Monoisotopic Mass: 188.0456306g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 2
  • Complexity: 170
  • 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: 49.7

Experimental Properties

  • PSA: 49.69000
  • LogP: -0.34680

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Additional information on (3,4-Difluoro-2-methoxyphenyl)boronic acid

Introduction to (3,4-Difluoro-2-methoxyphenyl)boronic Acid (CAS No. 905583-06-4)

The compound (3,4-Difluoro-2-methoxyphenyl)boronic acid (CAS No. 905583-06-4) is a highly specialized organic compound with significant applications in modern chemistry, particularly in the fields of drug discovery and materials science. This compound is a derivative of phenylboronic acid, featuring a fluorinated aromatic ring with a methoxy substituent. The presence of fluorine atoms at the 3 and 4 positions, along with the methoxy group at position 2, imparts unique electronic and steric properties to the molecule, making it an invaluable building block in organic synthesis.

Recent advancements in chemical synthesis have highlighted the importance of (3,4-Difluoro-2-methoxyphenyl)boronic acid as a key intermediate in the construction of complex molecular architectures. Its use in Suzuki-Miyaura coupling reactions has been particularly noteworthy, enabling the formation of biaryl structures with high precision and efficiency. These structures are critical in the development of novel pharmaceutical agents, where precise control over molecular geometry is essential for achieving desired pharmacokinetic profiles.

The synthesis of (3,4-Difluoro-2-methoxyphenyl)boronic acid typically involves multi-step processes that require meticulous control over reaction conditions to ensure high yields and purity. One common approach involves the fluorination of an aromatic ring followed by boronate esterification. Researchers have recently explored alternative methodologies that leverage transition metal catalysts to streamline the synthesis process, thereby reducing production costs and improving scalability.

In terms of applications, (3,4-Difluoro-2-methoxyphenyl)boronic acid has found extensive use in the pharmaceutical industry as a precursor for drug candidates targeting various therapeutic areas. For instance, its derivatives have been investigated for their potential as kinase inhibitors, which are crucial in cancer treatment. Additionally, this compound has been employed in the development of advanced materials such as organic light-emitting diodes (OLEDs), where its electronic properties contribute to enhanced device performance.

Recent studies have also explored the role of (3,4-Difluoro-2-methoxyphenyl)boronic acid in bioconjugation chemistry. By incorporating this compound into bioactive molecules, researchers have achieved improved drug delivery systems with enhanced targeting capabilities. These innovations underscore the versatility of this compound across diverse chemical disciplines.

The growing interest in (3,4-Difluoro-2-methoxyphenyl)boronic acid is reflected in its increasing presence in scientific literature and industrial applications. As researchers continue to uncover new synthetic pathways and applications for this compound, its significance in contemporary chemistry is expected to grow further. With ongoing advancements in synthetic methodology and materials science, (3,4-Difluoro-2-methoxyphenyl)boronic acid will undoubtedly remain a cornerstone in the development of next-generation chemical products.

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