Cas no 55625-40-6 (Methyl 2-methylquinoline-4-carboxylate)

Methyl 2-methylquinoline-4-carboxylate is a quinoline derivative with a methyl ester functional group at the 4-position and a methyl substituent at the 2-position. This compound serves as a versatile intermediate in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and fine chemicals. Its quinoline core provides a rigid aromatic framework, while the ester group offers reactivity for further functionalization, such as hydrolysis or amidation. The methyl substitution at the 2-position enhances steric and electronic properties, influencing reactivity and selectivity in subsequent transformations. The compound is valued for its stability, well-defined structure, and utility in constructing complex heterocyclic systems. It is typically handled under standard laboratory conditions.
Methyl 2-methylquinoline-4-carboxylate structure
55625-40-6 structure
Product Name:Methyl 2-methylquinoline-4-carboxylate
CAS No:55625-40-6
MF:C12H11NO2
MW:201.221243143082
MDL:MFCD01961559
CID:859420
PubChem ID:4145485
Update Time:2025-05-24

Methyl 2-methylquinoline-4-carboxylate Chemical and Physical Properties

Names and Identifiers

    • Methyl 2-methylquinoline-4-carboxylate
    • 2-Methyl-quinoline-4-carboxylic acid methyl ester
    • 2-Methyl-chinolin-4-carbonsaeure-methylester
    • 2-Methyl-cinchoninsaeure-methylester
    • 4-Carbomethoxy-2-methylchinolin
    • Methyl 2-methyl-4-quinolinecarboxylate
    • EN300-122585
    • CS-0116981
    • SCHEMBL12903095
    • DTXSID80399888
    • methyl2-methylquinoline-4-carboxylate
    • BBL037998
    • 55625-40-6
    • SB37649
    • 2-methylquinoline-4-carboxylic acid methyl ester
    • AKOS000304556
    • BS-28674
    • DB-072017
    • E78535
    • 2-methyl-4-quinolinecarboxylic acid methyl ester
    • STK346856
    • MFCD01961559
    • MDL: MFCD01961559
    • Inchi: 1S/C12H11NO2/c1-8-7-10(12(14)15-2)9-5-3-4-6-11(9)13-8/h3-7H,1-2H3
    • InChI Key: IMGVYHBEXUHRHX-UHFFFAOYSA-N
    • SMILES: O(C)C(C1C=C(C)N=C2C=CC=CC=12)=O

Computed Properties

  • Exact Mass: 201.07900
  • Monoisotopic Mass: 201.078978594g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 2
  • Complexity: 242
  • 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: 2.7
  • Topological Polar Surface Area: 39.2?2

Experimental Properties

  • Density: 1.177±0.06 g/cm3 (20 oC 760 Torr),
  • Melting Point: 60-61 oC
  • Solubility: Very slightly soluble (0.26 g/l) (25 o C),
  • PSA: 39.19000
  • LogP: 2.32980

Methyl 2-methylquinoline-4-carboxylate Customs Data

  • HS CODE:2933499090
  • Customs Data:

    China Customs Code:

    2933499090

    Overview:

    2933499090. Other compounds containing quinoline or isoquinoline ring system [but not further fused]. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933499090. other compounds containing in the structure a quinoline or isoquinoline ring-system (whether or not hydrogenated), not further fused. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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Methyl 2-methylquinoline-4-carboxylate Production Method

Additional information on Methyl 2-methylquinoline-4-carboxylate

Comprehensive Overview of Methyl 2-methylquinoline-4-carboxylate (CAS No. 55625-40-6)

Methyl 2-methylquinoline-4-carboxylate (CAS No. 55625-40-6) is a specialized organic compound belonging to the quinoline family, widely recognized for its versatile applications in pharmaceuticals, agrochemicals, and material science. With the growing interest in heterocyclic compounds, this derivative has garnered attention due to its unique structural properties and functional adaptability. Researchers and industries are increasingly exploring its potential in drug synthesis, fluorescent materials, and catalytic processes, making it a subject of significant scientific inquiry.

The compound's molecular structure, featuring a quinoline core substituted with a methyl group at the 2-position and a carboxylate ester at the 4-position, contributes to its reactivity and solubility. This configuration enables Methyl 2-methylquinoline-4-carboxylate to serve as a key intermediate in the synthesis of more complex molecules. For instance, it is often utilized in the development of antimalarial agents, anticancer drugs, and organic light-emitting diodes (OLEDs), aligning with current trends in sustainable chemistry and green synthesis.

In recent years, the demand for quinoline derivatives has surged, driven by their role in addressing global health challenges and advancing renewable energy technologies. A frequent query among researchers is, "How does Methyl 2-methylquinoline-4-carboxylate compare to other quinoline esters in terms of stability and yield?" Studies indicate that its methyl ester group enhances hydrolytic stability, making it preferable for long-term storage and industrial-scale reactions. Additionally, its compatibility with microwave-assisted synthesis and flow chemistry techniques has positioned it as a frontrunner in modern synthetic methodologies.

Another hot topic is the compound's potential in bioimaging and diagnostic applications. Due to its inherent fluorescence properties, Methyl 2-methylquinoline-4-carboxylate is being investigated as a probe for detecting cellular processes and environmental pollutants. This aligns with the broader scientific community's focus on precision medicine and environmental monitoring, where sensitive and selective detection tools are paramount.

From an industrial perspective, the scalability of Methyl 2-methylquinoline-4-carboxylate production is a critical consideration. Manufacturers are optimizing routes such as Pd-catalyzed cross-coupling and one-pot multicomponent reactions to improve efficiency and reduce waste. These advancements resonate with the principles of circular economy and green chemistry, which are increasingly prioritized by regulatory bodies and consumers alike.

In summary, Methyl 2-methylquinoline-4-carboxylate (CAS No. 55625-40-6) exemplifies the intersection of innovation and practicality in organic chemistry. Its multifaceted applications, coupled with ongoing research into its properties, ensure its relevance in both academic and industrial settings. As the scientific community continues to explore its potential, this compound is poised to play a pivotal role in addressing contemporary challenges across multiple disciplines.

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