Cas no 1268076-20-5 (5-(o-Tolyl)nicotinonitrile)

5-(o-Tolyl)nicotinonitrile is a versatile chemical intermediate featuring a nitrile-functionalized pyridine core with an ortho-tolyl substituent. This compound is particularly valuable in pharmaceutical and agrochemical research due to its structural motif, which serves as a key building block for heterocyclic synthesis. The presence of both the nitrile group and the aromatic system allows for further functionalization, enabling the development of complex molecules. Its stability and reactivity make it suitable for cross-coupling reactions, nucleophilic substitutions, and other transformations. Researchers favor this compound for its consistent purity and reliable performance in synthetic applications, contributing to its widespread use in medicinal chemistry and material science.
5-(o-Tolyl)nicotinonitrile structure
5-(o-Tolyl)nicotinonitrile structure
Product Name:5-(o-Tolyl)nicotinonitrile
CAS No:1268076-20-5
MF:C13H10N2
MW:194.231902599335
CID:1033416
PubChem ID:71303812
Update Time:2025-05-26

5-(o-Tolyl)nicotinonitrile Chemical and Physical Properties

Names and Identifiers

    • 5-(o-Tolyl)nicotinonitrile
    • 5-(2-methylphenyl)pyridine-3-carbonitrile
    • 1268076-20-5
    • DTXSID00745121
    • A1-53459
    • J-517896
    • 5-o-tolylpyridine-3-carbonitrile
    • Inchi: 1S/C13H10N2/c1-10-4-2-3-5-13(10)12-6-11(7-14)8-15-9-12/h2-6,8-9H,1H3
    • InChI Key: RSECNAZHRCAEAD-UHFFFAOYSA-N
    • SMILES: N1C=C(C#N)C=C(C=1)C1C=CC=CC=1C

Computed Properties

  • Exact Mass: 194.084398327g/mol
  • Monoisotopic Mass: 194.084398327g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 1
  • Complexity: 253
  • 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: 2.6
  • Topological Polar Surface Area: 36.7?2

5-(o-Tolyl)nicotinonitrile Pricemore >>

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Additional information on 5-(o-Tolyl)nicotinonitrile

5-(o-Tolyl)nicotinonitrile: A Comprehensive Overview

5-(o-Tolyl)nicotinonitrile (CAS No. 1268076-20-5) is a versatile organic compound with significant applications in various fields, including pharmaceuticals, agrochemicals, and material sciences. This compound is characterized by its unique structure, which combines the aromaticity of the o-tolyl group with the electron-deficient nature of the nicotinonitrile moiety. Recent advancements in synthetic chemistry have further highlighted its potential as a building block for complex molecular architectures.

The synthesis of 5-(o-Tolyl)nicotinonitrile has been optimized through various methodologies, including nucleophilic aromatic substitution and palladium-catalyzed coupling reactions. These methods not only enhance the efficiency of the synthesis but also allow for the incorporation of functional groups at specific positions, making it a valuable intermediate in drug discovery programs. For instance, researchers have employed this compound as a precursor for developing novel kinase inhibitors, which show promise in targeting cancer cells.

In the context of agrochemicals, 5-(o-Tolyl)nicotinonitrile has been explored as a lead compound for designing insecticides and fungicides. Its ability to interact with key enzymes involved in pest metabolism makes it a potential candidate for sustainable agricultural solutions. Recent studies have demonstrated that derivatives of this compound exhibit high selectivity towards agricultural pests while minimizing environmental impact.

The electronic properties of 5-(o-Tolyl)nicotinonitrile also make it an attractive candidate for applications in organic electronics. Its conjugated system facilitates charge transport, which is essential for materials used in light-emitting diodes (LEDs) and photovoltaic devices. Researchers have reported significant progress in incorporating this compound into polymer blends that exhibit enhanced electrical conductivity.

From a structural perspective, 5-(o-Tolyl)nicotinonitrile consists of a pyridine ring substituted with an o-tolyl group at the 5-position and a cyano group at the 3-position. This arrangement imparts unique electronic and steric properties to the molecule, enabling it to participate in diverse chemical transformations. The o-tolyl group introduces electron-donating effects, while the cyano group acts as an electron-withdrawing group, creating a balance that is crucial for many applications.

Recent research has also focused on the bioavailability and pharmacokinetics of 5-(o-Tolyl)nicotinonitrile derivatives. Studies suggest that certain analogs exhibit improved solubility and permeability, making them suitable for oral drug delivery systems. These findings underscore the importance of understanding the relationship between molecular structure and biological activity when developing new therapeutic agents.

In conclusion, 5-(o-Tolyl)nicotinonitrile (CAS No. 1268076-20-5) stands as a testament to the ingenuity of modern synthetic chemistry. Its diverse applications across multiple disciplines highlight its significance as a key intermediate in contemporary research and development efforts. As ongoing studies continue to uncover new potentials for this compound, its role in advancing science and technology is expected to grow further.

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