Cas no 188355-96-6 (5-Nitro-1,1'-Biphenyl-3-Carboxylic Acid)

5-Nitro-1,1'-Biphenyl-3-Carboxylic Acid is a biphenyl derivative featuring a nitro substituent at the 5-position and a carboxylic acid functional group at the 3-position. This compound serves as a versatile intermediate in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and specialty chemicals. Its biphenyl core provides structural rigidity, while the nitro and carboxyl groups offer reactive sites for further functionalization, such as reduction, amidation, or coupling reactions. The compound's well-defined structure and high purity make it suitable for research and industrial applications requiring precise molecular modifications. Its stability under standard conditions ensures reliable handling and storage.
5-Nitro-1,1'-Biphenyl-3-Carboxylic Acid structure
188355-96-6 structure
Product Name:5-Nitro-1,1'-Biphenyl-3-Carboxylic Acid
CAS No:188355-96-6
MF:C13H9NO4
MW:243.214863538742
MDL:MFCD14702153
CID:1024946
PubChem ID:22396295
Update Time:2025-05-22

5-Nitro-1,1'-Biphenyl-3-Carboxylic Acid Chemical and Physical Properties

Names and Identifiers

    • 5-Nitro-[1,1'-biphenyl]-3-carboxylic acid
    • 3-nitro-5-phenylbenzoic acid
    • 5-NITRO-3-PHENYLBENZOIC ACID
    • ACMC-209er7
    • AK-91545
    • ANW-23393
    • CTK8B1082
    • MolPort-008-150-556
    • CS-0210783
    • DTXSID10625445
    • 5-Nitro[1,1'-biphenyl]-3-carboxylic acid
    • SCHEMBL12427685
    • 188355-96-6
    • AT15484
    • BS-22000
    • A880519
    • 5-Nitro-[1,1'-biphenyl]-3-carboxylicacid
    • AKOS015888265
    • [1,1'-Biphenyl]-3-carboxylic acid, 5-nitro-
    • MFCD14702153
    • 5-Nitro-1,1'-Biphenyl-3-Carboxylic Acid
    • MDL: MFCD14702153
    • Inchi: 1S/C13H9NO4/c15-13(16)11-6-10(7-12(8-11)14(17)18)9-4-2-1-3-5-9/h1-8H,(H,15,16)
    • InChI Key: BIVASMLLEKRCTH-UHFFFAOYSA-N
    • SMILES: OC(C1=CC(=CC(=C1)C1C=CC=CC=1)[N+](=O)[O-])=O

Computed Properties

  • Exact Mass: 243.05315777g/mol
  • Monoisotopic Mass: 243.05315777g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 18
  • Rotatable Bond Count: 3
  • Complexity: 319
  • 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: 2.9
  • Topological Polar Surface Area: 83.1?2

Experimental Properties

  • Density: 1.4±0.1 g/cm3
  • Boiling Point: 454.8±45.0 °C at 760 mmHg
  • Flash Point: 196.2±17.2 °C
  • Vapor Pressure: 0.0±1.2 mmHg at 25°C

5-Nitro-1,1'-Biphenyl-3-Carboxylic Acid Security Information

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5-Nitro-1,1'-Biphenyl-3-Carboxylic Acid Related Literature

Additional information on 5-Nitro-1,1'-Biphenyl-3-Carboxylic Acid

Comprehensive Overview of 5-Nitro-1,1'-Biphenyl-3-Carboxylic Acid (CAS No. 188355-96-6): Properties, Applications, and Industry Insights

5-Nitro-1,1'-Biphenyl-3-Carboxylic Acid (CAS No. 188355-96-6) is a specialized organic compound that has garnered significant attention in pharmaceutical and chemical research due to its unique structural features and versatile reactivity. This nitro-substituted biphenyl carboxylic acid derivative serves as a critical intermediate in the synthesis of advanced materials, agrochemicals, and bioactive molecules. Its molecular formula, C13H9NO4, combines a biphenyl backbone with a carboxylic acid functional group and a nitro moiety, enabling diverse chemical transformations.

Recent trends in green chemistry and sustainable synthesis have amplified interest in optimizing the production of 5-Nitro-1,1'-Biphenyl-3-Carboxylic Acid. Researchers are exploring catalytic methods to reduce energy consumption and waste generation during its synthesis. The compound’s role in metal-organic frameworks (MOFs) and pharmaceutical intermediates aligns with the growing demand for eco-friendly industrial processes. Notably, its electron-withdrawing nitro group enhances reactivity in cross-coupling reactions, a topic frequently searched in academic databases.

In pharmaceutical applications, CAS 188355-96-6 is investigated for its potential as a precursor in non-steroidal anti-inflammatory drugs (NSAIDs) and anticancer agents. Its biphenyl structure mimics bioactive motifs found in FDA-approved drugs, making it a valuable scaffold for medicinal chemistry. Questions like *"How is 5-Nitro-1,1'-Biphenyl-3-Carboxylic Acid used in drug discovery?"* or *"What are the spectroscopic characteristics of CAS 188355-96-6?"* reflect common user queries, highlighting the need for detailed technical data.

The compound’s physical properties—such as a melting point range of 210–215°C and limited solubility in water—make it suitable for solid-phase synthesis and crystallization studies. Analytical techniques like HPLC, NMR, and mass spectrometry are essential for purity verification, a critical factor for industries adhering to Good Manufacturing Practices (GMP). These aspects are frequently emphasized in quality control discussions across online forums.

From a commercial perspective, suppliers of 5-Nitro-1,1'-Biphenyl-3-Carboxylic Acid must address challenges like batch-to-batch consistency and scalability. The compound’s pricing and availability are influenced by raw material costs, particularly nitration reagents and biphenyl derivatives. SEO analytics reveal searches for *"CAS 188355-96-6 suppliers"* and *"technical datasheet for 5-Nitro-1,1'-Biphenyl-3-Carboxylic Acid,"* underscoring market demand for reliable sourcing information.

Emerging applications in organic electronics and photocatalysis further expand the relevance of this compound. For instance, its conjugated aromatic system may contribute to light-emitting diodes (LEDs) or solar cell materials. Such innovations resonate with global interest in renewable energy technologies, a trending topic across scientific and industrial communities.

In summary, 5-Nitro-1,1'-Biphenyl-3-Carboxylic Acid (CAS No. 188355-96-6) exemplifies the intersection of fundamental chemistry and cutting-edge applications. Its multifaceted utility—from drug development to advanced materials—positions it as a compound of enduring scientific and commercial value. Continuous research into its synthetic pathways and functional modifications will likely unlock new opportunities in line with evolving technological and environmental priorities.

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