Cas no 408492-25-1 (2,5-Difluorophenylboronic acid pinacol ester)

2,5-Difluorophenylboronic acid pinacol ester is a high-purity boronic ester derivative commonly employed in Suzuki-Miyaura cross-coupling reactions. Its pinacol ester group enhances stability, improving handling and storage compared to free boronic acids. The difluorophenyl moiety introduces electron-withdrawing properties, making it valuable in synthesizing fluorinated aromatic compounds for pharmaceuticals, agrochemicals, and materials science. The compound exhibits good solubility in common organic solvents, facilitating its use in homogeneous catalytic systems. Its consistent reactivity and compatibility with diverse reaction conditions make it a reliable reagent for constructing complex molecular architectures. Proper storage under inert conditions ensures long-term stability.
2,5-Difluorophenylboronic acid pinacol ester structure
408492-25-1 structure
Product Name:2,5-Difluorophenylboronic acid pinacol ester
CAS No:408492-25-1
MF:C12H15BF2O2
MW:240.054110765457
MDL:MFCD12405346
CID:1512526
PubChem ID:16046309
Update Time:2025-06-10

2,5-Difluorophenylboronic acid pinacol ester Chemical and Physical Properties

Names and Identifiers

    • 2-(2,5-Difluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
    • 1,3,2-DIOXABOROLANE, 2-(2,5-DIFLUOROPHENYL)-4,4,5,5-TETRAMETHYL-
    • AGN-PC-00S35C
    • CTK4I3892
    • AG-F-45151
    • MB11838
    • KB-220585
    • 2,5-DIFLUOROPHENYLBORONIC ACID PINACOL ESTER
    • 2,5-Difluorophenylboronic acid pinacol ester
    • MDL: MFCD12405346
    • Inchi: 1S/C12H15BF2O2/c1-11(2)12(3,4)17-13(16-11)9-7-8(14)5-6-10(9)15/h5-7H,1-4H3
    • InChI Key: WNHQMCOFRAYOJV-UHFFFAOYSA-N
    • SMILES: FC1C=CC(=CC=1B1OC(C)(C)C(C)(C)O1)F

Computed Properties

  • Exact Mass: 240.11300
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 1

Experimental Properties

  • PSA: 18.46000
  • LogP: 2.26400

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Additional information on 2,5-Difluorophenylboronic acid pinacol ester

2,5-Difluorophenylboronic Acid Pinacol Ester: A Comprehensive Overview

The compound with CAS No. 408492-25-1, commonly referred to as 2,5-difluorophenylboronic acid pinacol ester, is a significant molecule in the field of organic synthesis and materials science. This compound has garnered attention due to its unique properties and versatile applications in various research domains. In this article, we will delve into its structure, synthesis, applications, and recent advancements in its utilization.

Structure and Synthesis

The molecular structure of 2,5-difluorophenylboronic acid pinacol ester consists of a phenyl ring substituted with two fluorine atoms at the 2 and 5 positions, connected to a boronic acid group via a pinacol ester linkage. This structure makes it highly reactive and suitable for various cross-coupling reactions, particularly the Suzuki-Miyaura coupling reaction. The synthesis of this compound typically involves the reaction of 2,5-difluorophenylboronic acid with pinacol under acidic conditions, yielding the corresponding ester.

Applications in Organic Synthesis

2,5-Difluorophenylboronic acid pinacol ester has found extensive use in organic synthesis as a key intermediate in the construction of complex molecules. Its ability to undergo cross-coupling reactions has made it invaluable in the synthesis of biologically active compounds, such as pharmaceutical agents and agrochemicals. Recent studies have highlighted its role in the development of novel materials with tailored electronic properties.

Recent Research Advancements

In recent years, researchers have explored the potential of 2,5-difluorophenylboronic acid pinacol ester in advanced materials science applications. For instance, studies have demonstrated its utility in the synthesis of fluorinated aromatic polymers with enhanced thermal stability and electronic conductivity. Additionally, its application in the development of OLED (Organic Light Emitting Diode) materials has shown promise due to its ability to modulate emission properties.

Sustainability and Green Chemistry

The synthesis and application of 2,5-difluorophenylboronic acid pinacol ester align with the principles of green chemistry by minimizing waste generation and utilizing renewable resources where possible. Recent advancements have focused on developing more efficient and environmentally friendly methods for its production, ensuring that its use remains sustainable in both academic and industrial settings.

Future Prospects

The future of 2,5-difluorophenylboronic acid pinacol ester looks promising as researchers continue to uncover new applications across diverse fields. Its role in drug discovery, material science, and green chemistry is expected to grow significantly with ongoing research efforts. As technology advances, we can anticipate even more innovative uses for this versatile compound.

In conclusion, CAS No. 408492-25-1 represents a critical molecule with wide-ranging applications in modern chemistry. Its unique properties and adaptability make it an essential tool for researchers aiming to push the boundaries of organic synthesis and materials science.

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