Cas no 849905-33-5 (6-Amino-[1,1'-biphenyl]-3-carbonitrile)

6-Amino-[1,1'-biphenyl]-3-carbonitrile is a biphenyl derivative featuring an amino group and a nitrile functional group on its aromatic rings. This compound serves as a versatile intermediate in organic synthesis, particularly in the development of pharmaceuticals, agrochemicals, and advanced materials. Its biphenyl scaffold provides structural rigidity, while the electron-donating amino group and electron-withdrawing nitrile moiety enhance its reactivity in cross-coupling reactions, such as Suzuki or Buchwald-Hartwig couplings. The compound’s well-defined functional groups make it valuable for constructing complex heterocyclic systems or as a precursor for further derivatization. High purity and stability under standard conditions ensure consistent performance in synthetic applications.
6-Amino-[1,1'-biphenyl]-3-carbonitrile structure
849905-33-5 structure
Product Name:6-Amino-[1,1'-biphenyl]-3-carbonitrile
CAS No:849905-33-5
MF:C13H10N2
MW:194.231902599335
CID:3168115
PubChem ID:12188539
Update Time:2025-05-23

6-Amino-[1,1'-biphenyl]-3-carbonitrile Chemical and Physical Properties

Names and Identifiers

    • 6-Amino[1,1'-biphenyl]-3-carbonitrile
    • DB-383189
    • QYB68142
    • 6-Amino-[1,1'-biphenyl]-3-carbonitrile
    • 849905-33-5
    • SCHEMBL698158
    • Inchi: 1S/C13H10N2/c14-9-10-6-7-13(15)12(8-10)11-4-2-1-3-5-11/h1-8H,15H2
    • InChI Key: IZCDVMUCQNNXCX-UHFFFAOYSA-N
    • SMILES: NC1C=CC(C#N)=CC=1C1C=CC=CC=1

Computed Properties

  • Exact Mass: 194.084398327Da
  • Monoisotopic Mass: 194.084398327Da
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 1
  • Complexity: 247
  • 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: 49.8?2

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Additional information on 6-Amino-[1,1'-biphenyl]-3-carbonitrile

Comprehensive Overview of 6-Amino-[1,1'-biphenyl]-3-carbonitrile (CAS No. 849905-33-5): Properties, Applications, and Industry Insights

6-Amino-[1,1'-biphenyl]-3-carbonitrile (CAS No. 849905-33-5) is a specialized organic compound that has garnered significant attention in pharmaceutical and material science research. This biphenyl derivative features an amino group and a nitrile functional group, making it a versatile intermediate for synthesizing complex molecules. Its molecular formula, C13H10N2, and unique structural properties contribute to its relevance in drug discovery and advanced material development.

In recent years, the demand for high-purity aromatic nitriles like 6-Amino-[1,1'-biphenyl]-3-carbonitrile has surged due to their role in designing kinase inhibitors and cancer therapeutics. Researchers frequently search for "biphenyl carbonitrile applications" or "CAS 849905-33-5 solubility," reflecting growing interest in its physicochemical characteristics. The compound exhibits moderate solubility in polar organic solvents such as DMSO and ethanol, which is critical for its use in high-throughput screening assays.

The synthesis of 6-Amino-[1,1'-biphenyl]-3-carbonitrile typically involves palladium-catalyzed cross-coupling reactions, a topic often queried as "Suzuki coupling for biphenyl nitriles." This method ensures high yield and selectivity, addressing industry needs for scalable synthetic routes. Analytical techniques like HPLC and NMR (commonly searched as "NMR characterization of aromatic amines") confirm its purity, which exceeds 98% in commercial grades.

Beyond pharmaceuticals, this compound is explored in organic electronics, particularly in OLED materials and conductive polymers. Users increasingly inquire about "nitrile-containing biphenyls in optoelectronics," highlighting its potential in flexible displays. The electron-withdrawing nitrile group enhances charge transport properties, making it valuable for next-gen semiconductor designs.

Environmental and regulatory aspects of 6-Amino-[1,1'-biphenyl]-3-carbonitrile are also trending topics, with searches like "biodegradability of aromatic nitriles." While the compound is not classified as hazardous under current guidelines, proper handling protocols are emphasized in SDS documentation. Its stability under ambient conditions (room temperature storage) further supports its industrial adoption.

In conclusion, 6-Amino-[1,1'-biphenyl]-3-carbonitrile (CAS No. 849905-33-5) represents a critical building block in modern chemistry. Its dual functionality as a pharmaceutical intermediate and material science component aligns with global trends toward multifunctional chemicals. Ongoing research into its structure-activity relationships continues to unlock novel applications, ensuring its prominence in scientific literature and patent filings.

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