Cas no 27356-46-3 (6-Methyl-2-phenylquinoline)

6-Methyl-2-phenylquinoline is a quinoline derivative characterized by a methyl group at the 6-position and a phenyl substituent at the 2-position of the quinoline core. This compound exhibits notable stability and serves as a versatile intermediate in organic synthesis, particularly in the development of pharmaceuticals, agrochemicals, and functional materials. Its rigid aromatic structure contributes to strong π-π stacking interactions, making it useful in coordination chemistry and as a ligand in catalytic systems. The electron-rich quinoline scaffold enhances its utility in fluorescence-based applications. High purity grades are available, ensuring consistent performance in research and industrial processes.
6-Methyl-2-phenylquinoline structure
6-Methyl-2-phenylquinoline structure
Product Name:6-Methyl-2-phenylquinoline
CAS No:27356-46-3
MF:C16H13N
MW:219.281123876572
CID:277921
PubChem ID:33792
Update Time:2025-10-29

6-Methyl-2-phenylquinoline Chemical and Physical Properties

Names and Identifiers

    • 6-Methyl-2-phenylquinoline
    • 2-PHENYL-6-METHYLQUINOLINE
    • Quinoline,6-methyl-2-phenyl-
    • AN-829/42535952
    • Quinoline, 6-methyl-2-phenyl-
    • DTXSID60181788
    • FT-0761802
    • 6-Methyl-2-phenylquinoline #
    • CHEMBL459923
    • 6-Methyl-2-phenyl-quinoline
    • 2-phenyl-6-methyl-quinoline
    • SCHEMBL8830006
    • SB70542
    • SOLVENTBLUE36
    • 27356-46-3
    • A26314
    • AC-9586
    • AKOS016002921
    • MDL: MFCD05863265
    • Inchi: 1S/C16H13N/c1-12-7-9-16-14(11-12)8-10-15(17-16)13-5-3-2-4-6-13/h2-11H,1H3
    • InChI Key: NMZURKQNORVXSV-UHFFFAOYSA-N
    • SMILES: N1C(=CC=C2C=C(C)C=CC=12)C1C=CC=CC=1

Computed Properties

  • Exact Mass: 219.10489
  • Monoisotopic Mass: 219.104799419g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 1
  • Complexity: 244
  • 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
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: nothing
  • Topological Polar Surface Area: 12.9?2

Experimental Properties

  • PSA: 12.89

6-Methyl-2-phenylquinoline Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
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Additional information on 6-Methyl-2-phenylquinoline

6-Methyl-2-phenylquinoline (CAS No. 27356-46-3): An Overview of Its Structure, Properties, and Applications in Modern Chemistry

6-Methyl-2-phenylquinoline (CAS No. 27356-46-3) is a versatile organic compound that has garnered significant attention in the fields of organic synthesis, medicinal chemistry, and materials science. This compound belongs to the quinoline family, a class of heterocyclic aromatic compounds known for their diverse biological activities and potential applications in drug development.

The molecular structure of 6-Methyl-2-phenylquinoline consists of a quinoline ring with a methyl group at the 6-position and a phenyl group at the 2-position. The quinoline ring itself is a fused benzene and pyridine ring system, which imparts unique chemical and physical properties to the molecule. The presence of the methyl and phenyl substituents further modulates these properties, making 6-Methyl-2-phenylquinoline an intriguing compound for various research and industrial applications.

In terms of physical properties, 6-Methyl-2-phenylquinoline is typically a solid at room temperature with a melting point ranging from 100 to 105°C. It is slightly soluble in water but exhibits good solubility in organic solvents such as ethanol, methanol, and dichloromethane. These solubility characteristics make it suitable for use in various chemical reactions and analytical techniques.

The chemical reactivity of 6-Methyl-2-phenylquinoline is influenced by its electronic structure. The quinoline ring system is electron-rich, which makes it susceptible to electrophilic substitution reactions. Additionally, the presence of the phenyl group at the 2-position can influence the reactivity of the molecule by providing steric hindrance or electronic effects. These properties have been exploited in synthetic chemistry to develop novel derivatives and analogs with enhanced functionalities.

In the realm of medicinal chemistry, 6-Methyl-2-phenylquinoline has shown promise as a lead compound for drug discovery. Recent studies have demonstrated its potential as an inhibitor of various enzymes and receptors involved in disease pathways. For instance, research published in the Journal of Medicinal Chemistry reported that derivatives of 6-Methyl-2-phenylquinoline exhibit potent anti-inflammatory and anti-cancer activities. These findings highlight the compound's potential as a scaffold for developing new therapeutic agents.

Beyond its medicinal applications, 6-Methyl-2-phenylquinoline has also found use in materials science. Its unique electronic properties make it an attractive candidate for the development of organic semiconductors and photovoltaic materials. Studies have shown that derivatives of this compound can be used to enhance the performance of organic solar cells by improving charge transport and stability. This application area is particularly relevant given the growing interest in sustainable energy solutions.

The synthesis of 6-Methyl-2-phenylquinoline can be achieved through various routes, including Povarov reactions and palladium-catalyzed cross-coupling reactions. These methods offer high yields and good functional group tolerance, making them suitable for large-scale production. Recent advancements in synthetic methodologies have further optimized these processes, reducing reaction times and improving overall efficiency.

In conclusion, 6-Methyl-2-phenylquinoline (CAS No. 27356-46-3) is a multifaceted compound with a wide range of applications in modern chemistry. Its unique structural features and chemical properties make it an invaluable tool for researchers in fields such as organic synthesis, medicinal chemistry, and materials science. As ongoing research continues to uncover new possibilities, the future prospects for this compound are promising.

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