Cas no 380430-48-8 ((3-Bromo-5-nitrophenyl)boronic acid)

(3-Bromo-5-nitrophenyl)boronic acid structure
380430-48-8 structure
Product Name:(3-Bromo-5-nitrophenyl)boronic acid
CAS No:380430-48-8
MF:C6H5BBrNO4
MW:245.823200941086
MDL:MFCD03411929
CID:304413
PubChem ID:2773269
Update Time:2025-11-01

(3-Bromo-5-nitrophenyl)boronic acid Chemical and Physical Properties

Names and Identifiers

    • (3-BROMO-5-NITROPHENYL)BORONIC ACID
    • 3-bromo-5-nitrobenzeneboronic acid
    • 3-Bromo-5-nitrophenylboronic acid
    • Boronicacid, B-(3-bromo-5-nitrophenyl)-
    • FCH1322037
    • OR10371
    • VB10447
    • AB14274
    • (3-bromanyl-5-nitro-phenyl)boronic acid
    • AX8003303
    • X0763
    • A823975
    • BP-11432
    • 380430-48-8
    • CS-0174358
    • (3-bromo-5-nitrophenyl)boronicacid
    • AKOS015834258
    • FT-0644540
    • SCHEMBL3755068
    • AS-62107
    • MFCD03411929
    • DTXSID70378324
    • DB-017966
    • (3-Bromo-5-nitrophenyl)boronic acid
    • MDL: MFCD03411929
    • Inchi: 1S/C6H5BBrNO4/c8-5-1-4(7(10)11)2-6(3-5)9(12)13/h1-3,10-11H
    • InChI Key: FFCQCRMODYFROM-UHFFFAOYSA-N
    • SMILES: BrC1C=C(C=C(B(O)O)C=1)[N+](=O)[O-]

Computed Properties

  • Exact Mass: 244.95000
  • Monoisotopic Mass: 244.95
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 1
  • Complexity: 198
  • 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: 86.3

Experimental Properties

  • Density: 1.85
  • Melting Point: 238-248°C
  • Boiling Point: 404.8°C at 760 mmHg
  • Flash Point: 198.6°C
  • Refractive Index: 1.629
  • PSA: 86.28000
  • LogP: 0.56030

(3-Bromo-5-nitrophenyl)boronic acid Security Information

(3-Bromo-5-nitrophenyl)boronic acid Pricemore >>

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Additional information on (3-Bromo-5-nitrophenyl)boronic acid

Comprehensive Guide to (3-Bromo-5-nitrophenyl)boronic acid (CAS No. 380430-48-8): Properties, Applications, and Industry Insights

(3-Bromo-5-nitrophenyl)boronic acid (CAS No. 380430-48-8) is a highly versatile boronic acid derivative widely utilized in organic synthesis, pharmaceutical research, and material science. This compound, characterized by its bromine and nitro functional groups, plays a pivotal role in Suzuki-Miyaura cross-coupling reactions, a cornerstone of modern drug discovery and agrochemical development. Its unique molecular structure enables precise modifications, making it invaluable for designing small-molecule inhibitors and functional materials.

The growing demand for high-purity boronic acids like 380430-48-8 is driven by advancements in targeted cancer therapies and bioconjugation techniques. Researchers frequently search for "how to optimize Suzuki coupling with nitrophenyl boronic acids" or "stable boronic acid derivatives for sensor development," reflecting its relevance in cutting-edge applications. This compound’s electron-withdrawing nitro group enhances reactivity in palladium-catalyzed reactions, while the bromine substituent offers further functionalization opportunities.

In the context of green chemistry, (3-Bromo-5-nitrophenyl)boronic acid aligns with trends toward atom-efficient synthesis. A 2023 study highlighted its use in constructing biaryl scaffolds for OLED materials, addressing queries like "boronic acids in renewable energy applications." Its stability under aqueous conditions also makes it suitable for biomedical probes, a topic gaining traction in diagnostic tool forums.

From a commercial perspective, suppliers emphasize CAS 380430-48-8’s role in high-throughput screening libraries. Industry reports note its inclusion in kinase inhibitor pipelines, responding to searches such as "boronic acid-based drug candidates 2024." Proper storage (desiccated, 2-8°C) and handling protocols are critical to maintain its reaction efficiency, a frequent concern among synthetic chemists.

Emerging applications include covalent organic frameworks (COFs), where this compound’s rigid aromatic backbone contributes to porous material design. Its X-ray crystallography data (PubChem CID: 11349876) supports molecular modeling studies, often cited in "computational chemistry" discussions. As AI-driven drug design accelerates, 380430-48-8 serves as a key building block for machine-learning-optimized compounds.

Regulatory compliance for (3-Bromo-5-nitrophenyl)boronic acid focuses on REACH certification and laboratory safety standards. Unlike restricted precursors, its use falls under general research chemicals guidelines, with MSDS emphasizing glove box protocols. This positions it favorably against alternatives in academic-industrial collaborations.

Future directions may exploit its photophysical properties for bioimaging tags, a hotspot in "next-gen fluorescence probes" research. With a molecular weight of 246.83 g/mol and ≥95% HPLC purity typically available, this compound remains indispensable for innovators tackling challenges from antibiotic resistance to flexible electronics.

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