Cas no 1619980-13-0 (2,4-Difluoro-3-methylphenylboronic acid)

2,4-Difluoro-3-methylphenylboronic acid is a versatile boronic acid derivative commonly employed in Suzuki-Miyaura cross-coupling reactions, a cornerstone of modern synthetic organic chemistry. Its structure, featuring both fluorine substituents and a methyl group, enhances reactivity and selectivity in forming carbon-carbon bonds, particularly in the synthesis of complex biaryl systems. The fluorine atoms contribute to electronic modulation, while the methyl group can influence steric interactions, making it valuable for tailored applications in pharmaceuticals, agrochemicals, and materials science. This compound exhibits good stability under standard conditions and is compatible with a range of reaction protocols, offering reliable performance in diverse synthetic pathways.
2,4-Difluoro-3-methylphenylboronic acid structure
1619980-13-0 structure
Product Name:2,4-Difluoro-3-methylphenylboronic acid
CAS No:1619980-13-0
MF:C7H7BF2O2
MW:171.937089204788
MDL:MFCD23712890
CID:4609367
PubChem ID:75485708
Update Time:2025-05-24

2,4-Difluoro-3-methylphenylboronic acid Chemical and Physical Properties

Names and Identifiers

    • (2,4-DIFLUORO-3-METHYLPHENYL)BORONIC ACID
    • Boronic acid, B-(2,4-difluoro-3-methylphenyl)-
    • (2,4-Difluoro-3-methylphenyl)boronicacid
    • 1619980-13-0
    • BS-31143
    • SY339234
    • MFCD23712890
    • 2,4-Difluoro-3-methylphenylboronic acid
    • CS-0175765
    • DB-400431
    • AB92923
    • B-(2,4-Difluoro-3-methylphenyl)boronic acid
    • E84677
    • MDL: MFCD23712890
    • Inchi: 1S/C7H7BF2O2/c1-4-6(9)3-2-5(7(4)10)8(11)12/h2-3,11-12H,1H3
    • InChI Key: UEVQAPSBQZFLML-UHFFFAOYSA-N
    • SMILES: B(C1=CC=C(F)C(C)=C1F)(O)O

Computed Properties

  • Exact Mass: 172.0507160g/mol
  • Monoisotopic Mass: 172.0507160g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 156
  • 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: 40.5?2

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Additional information on 2,4-Difluoro-3-methylphenylboronic acid

2,4-Difluoro-3-methylphenylboronic Acid: A Comprehensive Overview

The compound 2,4-Difluoro-3-methylphenylboronic acid, identified by the CAS number 1619980-13-0, is a significant molecule in the field of organic chemistry and materials science. This boronic acid derivative has garnered attention due to its unique structural properties and versatile applications in various chemical reactions, particularly in the realm of cross-coupling reactions. The molecule's structure, featuring a phenyl ring substituted with fluoro groups at positions 2 and 4, and a methyl group at position 3, endows it with distinct electronic and steric characteristics that make it valuable in both academic research and industrial settings.

Recent advancements in synthetic methodologies have enabled the efficient synthesis of 2,4-Difluoro-3-methylphenylboronic acid. Researchers have explored various routes, including Suzuki-Miyaura coupling reactions, which have proven to be highly effective for constructing complex aromatic systems. The ability to modify the substituents on the phenyl ring allows for fine-tuning of the molecule's reactivity and selectivity, making it a valuable precursor in the synthesis of advanced materials such as organic light-emitting diodes (OLEDs) and pharmaceutical agents.

In terms of applications, 2,4-Difluoro-3-methylphenylboronic acid has found utility in the development of functional materials. For instance, its use as a building block in the synthesis of fluorinated aromatic compounds has been pivotal in enhancing the performance of electronic devices. Fluorine substitution is known to improve thermal stability and electronic properties, which are critical for high-performance materials. Recent studies have demonstrated that incorporating this boronic acid into polymer frameworks can significantly enhance their mechanical and optical properties.

The role of 2,4-Difluoro-3-methylphenylboronic acid in medicinal chemistry is another area of active research. Its ability to participate in cross-coupling reactions facilitates the construction of bioactive molecules with complex architectures. For example, researchers have utilized this compound to synthesize potential drug candidates targeting various therapeutic areas, including cancer and neurodegenerative diseases. The methyl group at position 3 contributes to the molecule's lipophilicity, which is often desirable for drug design.

From an environmental standpoint, the synthesis and application of 2,4-Difluoro-3-methylphenylboronic acid have been scrutinized for their sustainability. Efforts are being made to develop greener synthetic pathways that minimize waste and energy consumption. The use of recyclable catalysts and solvent systems has emerged as a promising approach to enhance the eco-friendliness of its production processes.

In conclusion, 2,4-Difluoro-3-methylphenylboronic acid, with its unique structure and diverse applications, continues to be a focal point in contemporary chemical research. Its role as a key intermediate in material science and medicinal chemistry underscores its importance in advancing technological innovations. As research progresses, further insights into its properties and potential uses are expected to emerge, solidifying its position as an essential compound in modern chemistry.

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