Cas no 27701-66-2 (1,1'-Biphenyl,4-bromo-3-nitro-)

1,1'-Biphenyl,4-bromo-3-nitro- is a brominated and nitrated biphenyl derivative used primarily as an intermediate in organic synthesis. Its key advantages include high purity and stability, making it suitable for precise chemical transformations. The presence of both bromo and nitro functional groups enhances its reactivity, enabling selective substitutions in cross-coupling reactions, such as Suzuki-Miyaura or Buchwald-Hartwig couplings. This compound is particularly valuable in pharmaceutical and materials science research, where it serves as a building block for complex molecules. Its well-defined structure ensures reproducibility in synthetic applications, while its compatibility with various reaction conditions broadens its utility in specialized organic synthesis workflows.
1,1'-Biphenyl,4-bromo-3-nitro- structure
27701-66-2 structure
Product Name:1,1'-Biphenyl,4-bromo-3-nitro-
CAS No:27701-66-2
MF:C12H8BrNO2
MW:278.101422309875
CID:264579
PubChem ID:119705
Update Time:2025-10-28

1,1'-Biphenyl,4-bromo-3-nitro- Chemical and Physical Properties

Names and Identifiers

    • 1,1'-Biphenyl,4-bromo-3-nitro-
    • 1-bromo-2-nitro-4-phenylbenzene
    • 4-BROMO-3-NITROBIPHENYL
    • NVBGNJFLYDTGTN-UHFFFAOYSA-
    • F81758
    • 4-Bromo-3-nitro-1,1'-biphenyl #
    • InChI=1/C12H8BrNO2/c13-11-7-6-10(8-12(11)14(15)16)9-4-2-1-3-5-9/h1-8H
    • 27701-66-2
    • NS00028354
    • DTXSID10182068
    • 4-Bromo-3-nitro-1,1'-biphenyl
    • SCHEMBL2601600
    • 4-BROMO-3-NITROBIPHENYL, 95
    • EINECS 248-618-1
    • 1,1'-Biphenyl, 4-bromo-3-nitro-
    • DB-218782
    • Inchi: 1S/C12H8BrNO2/c13-11-7-6-10(8-12(11)14(15)16)9-4-2-1-3-5-9/h1-8H
    • InChI Key: NVBGNJFLYDTGTN-UHFFFAOYSA-N
    • SMILES: BrC1C=CC(=CC=1[N+](=O)[O-])C1C=CC=CC=1

Computed Properties

  • Exact Mass: 276.97384
  • Monoisotopic Mass: 276.973841
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 1
  • Complexity: 248
  • 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
  • XLogP3: 4.2
  • Topological Polar Surface Area: 45.8

Experimental Properties

  • Density: 1.521±0.06 g/cm3 (20 oC 760 Torr),
  • Melting Point: 43.2-43.7 oC (methanol )
  • Boiling Point: 354.1°C at 760 mmHg
  • Flash Point: 168°C
  • Refractive Index: 1.6320 (estimate)
  • Solubility: Insuluble (7.2E-3 g/L) (25 oC),
  • PSA: 43.14

1,1'-Biphenyl,4-bromo-3-nitro- Security Information

  • Hazardous Material Identification: Xi
  • Risk Phrases:R36/37/38
  • Safety Term:S26;S37/39

1,1'-Biphenyl,4-bromo-3-nitro- Pricemore >>

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1,1'-Biphenyl,4-bromo-3-nitro- Related Literature

  • 1. Novel redox reactions of diazonium fluoroborates. The formation of copper saltazo-compound complexes: water-induced free radical aromatic arylation
    J. I. G. Cadogan,P. G. Hibbert,M. N. U. Siddiqui,D. M. Smith J. Chem. Soc. Perkin Trans. 1 1972 2555

Additional information on 1,1'-Biphenyl,4-bromo-3-nitro-

Research Briefing on 1,1'-Biphenyl,4-bromo-3-nitro- (CAS: 27701-66-2) in Chemical and Biomedical Applications

The compound 1,1'-Biphenyl,4-bromo-3-nitro- (CAS: 27701-66-2) has recently gained significant attention in chemical and biomedical research due to its unique structural properties and potential applications. This briefing synthesizes the latest findings regarding this compound, focusing on its synthesis, characterization, and emerging applications in pharmaceutical development and material science.

Recent studies have demonstrated that 27701-66-2 serves as a crucial intermediate in the synthesis of various biologically active molecules. A 2023 publication in the Journal of Medicinal Chemistry highlighted its role in developing novel kinase inhibitors, showing promising activity against several cancer cell lines. The bromo and nitro functional groups at specific positions on the biphenyl scaffold allow for diverse chemical modifications, making this compound particularly valuable for structure-activity relationship studies.

Advanced characterization techniques including X-ray crystallography and NMR spectroscopy have provided new insights into the molecular structure of 1,1'-Biphenyl,4-bromo-3-nitro-. These studies reveal interesting intermolecular interactions that contribute to the compound's stability and reactivity patterns. Such structural understanding is critical for its application in drug design, particularly in the development of targeted therapies.

In material science applications, researchers have explored 27701-66-2 as a building block for organic electronic materials. Its electron-withdrawing nitro group and the electron-rich biphenyl system create interesting electronic properties that show potential for use in organic semiconductors and photovoltaic devices. Recent work published in Advanced Materials demonstrates how derivatives of this compound can enhance charge transport properties in organic thin-film transistors.

The safety profile and environmental impact of 1,1'-Biphenyl,4-bromo-3-nitro- have also been subjects of recent investigation. Toxicological studies indicate that proper handling procedures are essential due to its potential bioaccumulation and moderate toxicity. These findings have important implications for industrial-scale production and laboratory use, prompting the development of safer synthetic protocols and disposal methods.

Looking forward, the versatility of 27701-66-2 suggests it will continue to be an important compound in chemical research. Current research directions include exploring its use in metal-organic frameworks (MOFs), as a ligand in catalytic systems, and in the development of novel antimicrobial agents. The compound's unique combination of structural features ensures its ongoing relevance across multiple scientific disciplines.

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