Cas no 2096330-82-2 (5-Butyryl-2-chlorophenylboronic acid)

5-Butyryl-2-chlorophenylboronic acid is a boronic acid derivative featuring a butyryl substituent at the 5-position and a chloro group at the 2-position of the phenyl ring. This compound serves as a versatile intermediate in Suzuki-Miyaura cross-coupling reactions, enabling the synthesis of biaryl structures with high efficiency. The presence of the butyryl group enhances solubility in organic solvents, while the chloro substituent offers additional reactivity for further functionalization. Its stability under typical coupling conditions and compatibility with diverse catalysts make it a valuable reagent in pharmaceutical and materials science research. The compound is typically handled under inert conditions to preserve its boronic acid functionality.
5-Butyryl-2-chlorophenylboronic acid structure
2096330-82-2 structure
Product Name:5-Butyryl-2-chlorophenylboronic acid
CAS No:2096330-82-2
MF:C10H12BClO3
MW:226.464482307434
MDL:MFCD18311838
CID:4637825
Update Time:2025-05-22

5-Butyryl-2-chlorophenylboronic acid Chemical and Physical Properties

Names and Identifiers

    • 5-BUTYRYL-2-CHLOROPHENYLBORONIC ACID
    • (5-Butyryl-2-chlorophenyl)boronic acid
    • (5-butanoyl-2-chlorophenyl)boronic acid
    • Y2815
    • 5-Butyryl-2-chlorophenylboronic acid
    • MDL: MFCD18311838
    • Inchi: 1S/C10H12BClO3/c1-2-3-10(13)7-4-5-9(12)8(6-7)11(14)15/h4-6,14-15H,2-3H2,1H3
    • InChI Key: ZLBSPVXBBYSRJS-UHFFFAOYSA-N
    • SMILES: ClC1C=CC(=CC=1B(O)O)C(CCC)=O

Computed Properties

  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 4
  • Complexity: 223
  • Topological Polar Surface Area: 57.5

5-Butyryl-2-chlorophenylboronic acid Pricemore >>

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Additional information on 5-Butyryl-2-chlorophenylboronic acid

5-Butyryl-2-chlorophenylboronic Acid: A Comprehensive Overview

The compound 5-Butyryl-2-chlorophenylboronic acid (CAS No. 2096330-82-2) is a highly specialized boronic acid derivative that has garnered significant attention in the fields of organic synthesis, materials science, and drug discovery. This compound is characterized by its unique structure, which combines a boronic acid group with a substituted aromatic ring. The presence of the butyryl group at the 5-position and a chlorine atom at the 2-position imparts distinct chemical properties, making it a valuable building block in various synthetic strategies.

Boronic acids, in general, are known for their versatility in cross-coupling reactions, particularly the Suzuki-Miyaura coupling. This reaction has revolutionized the field of organic synthesis by enabling the formation of carbon-carbon bonds under mild conditions. The 5-Butyryl-2-chlorophenylboronic acid is no exception, as it serves as an excellent substrate for such reactions. Recent studies have highlighted its utility in constructing complex aromatic systems with high precision and efficiency.

The structural features of 5-Butyryl-2-chlorophenylboronic acid make it particularly suitable for applications in drug design. The butyryl group introduces lipophilicity, which can enhance the bioavailability of drug candidates. Meanwhile, the chlorine substituent at the 2-position can influence the electronic properties of the aromatic ring, potentially modulating pharmacokinetic profiles. Researchers have explored its use in developing novel anti-inflammatory agents and anticancer drugs, where precise control over molecular interactions is critical.

In terms of synthesis, 5-Butyryl-2-chlorophenylboronic acid is typically prepared through a multi-step process involving nucleophilic aromatic substitution and subsequent functionalization. Recent advancements in catalytic methods have streamlined its production, reducing costs and improving yields. These improvements have made the compound more accessible for both academic and industrial applications.

From a materials science perspective, 5-Butyryl-2-chlorophenylboronic acid has been investigated for its potential in creating advanced materials such as conductive polymers and optoelectronic devices. Its ability to participate in cross-coupling reactions allows for the construction of highly ordered structures with tailored electronic properties. Emerging research suggests that these materials could find applications in next-generation electronics and energy storage systems.

Moreover, the compound's stability under various reaction conditions makes it an attractive candidate for high-throughput screening processes. Its compatibility with diverse coupling partners enables chemists to explore a wide range of structural variations, facilitating rapid lead optimization in drug discovery campaigns.

In summary, 5-Butyryl-2-chlorophenylboronic acid (CAS No. 2096330-82-2) stands out as a versatile and valuable compound with applications spanning multiple disciplines. Its unique structure, coupled with advancements in synthetic methodologies and material science applications, positions it as a key player in modern chemical research. As ongoing studies continue to uncover new potential uses, this compound is poised to make significant contributions to both scientific innovation and industrial development.

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