Cas no 54904-39-1 (6,8-Dimethylquinolin-2(1H)-one)

6,8-Dimethylquinolin-2(1H)-one is a heterocyclic organic compound featuring a quinolinone core with methyl substituents at the 6 and 8 positions. This structure imparts unique electronic and steric properties, making it a valuable intermediate in pharmaceutical and agrochemical synthesis. Its rigid aromatic framework and functional group compatibility allow for versatile derivatization, enabling applications in drug discovery and material science. The compound exhibits stability under standard conditions, facilitating handling and storage. Researchers value its role in developing bioactive molecules, particularly in antimicrobial and anti-inflammatory agent design. Its well-defined synthesis route ensures consistent purity and reproducibility for industrial and academic use.
6,8-Dimethylquinolin-2(1H)-one structure
54904-39-1 structure
Product Name:6,8-Dimethylquinolin-2(1H)-one
CAS No:54904-39-1
MF:C11H11NO
MW:173.211142778397
MDL:MFCD15143578
CID:353339
PubChem ID:21540196
Update Time:2025-05-23

6,8-Dimethylquinolin-2(1H)-one Chemical and Physical Properties

Names and Identifiers

    • 6,8-Dimethylquinolin-2(1H)-one
    • 2(1H)-Quinolinone, 6,8-dimethyl-
    • 6,8-dimethyl-1H-quinolin-2-one
    • 54904-39-1
    • DTXSID00615754
    • SCHEMBL4287170
    • EN300-625037
    • AKOS013490956
    • AS-81485
    • CS-0136224
    • 6,8-dimethylquinolin-2-ol
    • E81684
    • MFCD15143578
    • SB67743
    • 6,7-Dimethyl-2-hydroxyquinoline
    • DB-359280
    • MDL: MFCD15143578
    • Inchi: 1S/C11H11NO/c1-7-5-8(2)11-9(6-7)3-4-10(13)12-11/h3-6H,1-2H3,(H,12,13)
    • InChI Key: XZUCGWFQXJFKRF-UHFFFAOYSA-N
    • SMILES: O=C1C=CC2C=C(C)C=C(C)C=2N1

Computed Properties

  • Exact Mass: 173.08413
  • Monoisotopic Mass: 173.084063974g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 0
  • 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: 2.1
  • Topological Polar Surface Area: 29.1?2

Experimental Properties

  • PSA: 29.1

6,8-Dimethylquinolin-2(1H)-one Pricemore >>

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Additional information on 6,8-Dimethylquinolin-2(1H)-one

6,8-Dimethylquinolin-2(1H)-one: A Comprehensive Overview

The compound 6,8-Dimethylquinolin-2(1H)-one (CAS No. 54904-39-1) is a fascinating molecule with significant potential in various scientific and industrial applications. This quinoline derivative has garnered attention due to its unique chemical properties and versatile functionality. In recent years, advancements in synthetic methodologies and its application in drug discovery have further highlighted its importance in the scientific community.

6,8-Dimethylquinolin-2(1H)-one belongs to the broader class of quinoline derivatives, which are known for their aromaticity and structural diversity. The molecule features a quinoline skeleton with methyl groups at the 6 and 8 positions, along with a ketone group at position 2. This structural arrangement imparts unique electronic properties, making it a valuable substrate for further functionalization. Recent studies have explored its role as a precursor in the synthesis of advanced materials, such as metal-organic frameworks (MOFs) and coordination polymers.

The synthesis of 6,8-Dimethylquinolin-2(1H)-one has been optimized through various routes, including condensation reactions and catalytic processes. Researchers have demonstrated that the molecule can be efficiently synthesized using a one-pot approach involving aldehyde condensation and cyclization under mild conditions. These methods not only enhance yield but also reduce reaction time, making them suitable for large-scale production.

One of the most promising applications of 6,8-Dimethylquinolin-2(1H)-one lies in its use as a building block in drug discovery. The molecule's ability to act as a scaffold for bioactive compounds has been extensively studied. For instance, recent research has shown that derivatives of this compound exhibit potent anti-inflammatory and antioxidant activities, making them potential candidates for therapeutic agents.

In addition to its pharmaceutical applications, 6,8-Dimethylquinolin-2(1H)-one has found utility in the field of materials science. Its ability to coordinate with metal ions has led to the development of novel materials with applications in sensing and catalysis. For example, recent studies have reported the use of this compound in constructing highly sensitive sensors for detecting heavy metal ions in aqueous solutions.

The versatility of 6,8-Dimethylquinolin-2(1H)-one is further underscored by its role in organic electronics. The molecule's conjugated system enables efficient charge transport properties, making it a candidate for applications in organic light-emitting diodes (OLEDs) and photovoltaic devices. Researchers have explored its integration into OLED architectures, demonstrating improved device performance through tailored molecular design.

Recent advancements in computational chemistry have also shed light on the electronic properties of 6,8-Dimethylquinolin-2(1H)-one. Density functional theory (DFT) calculations have revealed insights into its frontier molecular orbitals and excited-state dynamics, providing a deeper understanding of its reactivity and optical properties. These findings are instrumental in guiding future synthetic efforts and application-oriented research.

In conclusion, 6,8-Dimethylquinolin-2(1H)-one (CAS No. 54904-39-1) stands out as a multifaceted compound with diverse applications across chemistry and materials science. Its structural versatility and unique chemical properties continue to drive innovative research directions. As ongoing studies uncover new potentials for this compound, it is poised to play an increasingly significant role in both academic and industrial settings.

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