Cas no 2197-57-1 (2,3-dimethyl-1,4-dihydronaphthalene-1,4-dione)

2,3-Dimethyl-1,4-dihydronaphthalene-1,4-dione is a substituted naphthoquinone derivative with notable applications in organic synthesis and materials science. Its structure, featuring a dihydronaphthalene core with methyl substituents at the 2- and 3-positions, enhances stability while retaining reactivity for selective transformations. The compound serves as a versatile intermediate in the synthesis of polycyclic aromatic systems and functionalized quinones, which are valuable in dye chemistry, pharmaceuticals, and optoelectronic materials. Its rigid, conjugated framework contributes to predictable reactivity patterns, facilitating controlled functionalization. The product is typically characterized by high purity, ensuring reproducibility in research and industrial applications. Proper handling under inert conditions is recommended due to potential sensitivity to oxidation.
2,3-dimethyl-1,4-dihydronaphthalene-1,4-dione structure
2197-57-1 structure
Product Name:2,3-dimethyl-1,4-dihydronaphthalene-1,4-dione
CAS No:2197-57-1
MF:C12H10O2
MW:186.206603527069
MDL:MFCD00019649
CID:256904
PubChem ID:16615
Update Time:2025-06-13

2,3-dimethyl-1,4-dihydronaphthalene-1,4-dione Chemical and Physical Properties

Names and Identifiers

    • 1,4-Naphthalenedione,2,3-dimethyl-
    • 2,3-dimethylnaphthalene-1,4-dione
    • 1,4-Naphthalenedione,2,3-dimethyl
    • 1,4-NAPHTHOQUINONE,2,3-DIMETHYL
    • 2,3-dimethyl-1,4-dihydronaphthalene-1,4-dione
    • 2,3-Dimethyl-1,4-naphthoquinone
    • 2,3-dimethylnaphtho-1,4-quinone
    • 2,3-Dimethylnaphthoquinone
    • USAF SN-29
    • 2,3-dimethyl-(1,4)naphthoquinone
    • AI3-16112
    • HMS1666O12
    • Q27096888
    • Z1198147654
    • NS00069074
    • InChI=1/C12H10O2/c1-7-8(2)12(14)10-6-4-3-5-9(10)11(7)13/h3-6H,1-2H
    • E87933
    • CAA19757
    • PD005569
    • DB07669
    • 2,3-Dimethyl-[1,4]naphthoquinone
    • NSC-36460
    • CHEMBL354201
    • WLN: L66 BV EVJ C1 D1
    • EN300-2637403
    • 2, 3-dimethylnaphthalene-1, 4-dione
    • DTXSID50176380
    • CS-0144641
    • SY9IO0B44O
    • AKOS006239532
    • NSC36460
    • LGFDNUSAWCHVJN-UHFFFAOYSA-N
    • SCHEMBL571026
    • 1,4-Naphthalenedione, 2,3-dimethyl-
    • UNII-SY9IO0B44O
    • 2,3-dimethyl-naphthalene-1,4-dione
    • BRN 2044697
    • 2197-57-1
    • 2,3-DIMETHYL-1,4-NAPHTHALENEDIONE
    • 1,4-NAPHTHOQUINONE, 2,3-DIMETHYL-
    • NSC 36460
    • MDL: MFCD00019649
    • Inchi: 1S/C12H10O2/c1-7-8(2)12(14)10-6-4-3-5-9(10)11(7)13/h3-6H,1-2H3
    • InChI Key: LGFDNUSAWCHVJN-UHFFFAOYSA-N
    • SMILES: O=C1C(C)=C(C)C(C2C=CC=CC=21)=O

Computed Properties

  • Exact Mass: 186.06800
  • Monoisotopic Mass: 186.06808
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 0
  • Complexity: 293
  • 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: 3
  • XLogP3: nothing
  • Topological Polar Surface Area: 34.1

Experimental Properties

  • Density: 1.174
  • Melting Point: 127.0 °C
  • Boiling Point: 312.5°Cat760mmHg
  • Flash Point: 116.9°C
  • Refractive Index: 1.574
  • PSA: 34.14000
  • LogP: 2.40200
  • Solubility: Soluble in benzene and ethyl acetate.

2,3-dimethyl-1,4-dihydronaphthalene-1,4-dione Customs Data

  • HS CODE:2914690090
  • Customs Data:

    China Customs Code:

    2914690090

    Overview:

    2914690090 Other Quinones. VAT:17.0% Tax refund rate:9.0% Regulatory conditions:nothing MFN tariff:5.5% general tariff:30.0%

    Summary:

    2914690090 other quinones.Supervision conditions:None.VAT:17.0%.Tax rebate rate:9.0%.MFN tariff:5.5%.General tariff:30.0%

2,3-dimethyl-1,4-dihydronaphthalene-1,4-dione Pricemore >>

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2,3-dimethyl-1,4-dihydronaphthalene-1,4-dione Related Literature

Additional information on 2,3-dimethyl-1,4-dihydronaphthalene-1,4-dione

Introduction to 2,3-dimethyl-1,4-dihydronaphthalene-1,4-dione (CAS No. 2197-57-1)

2,3-dimethyl-1,4-dihydronaphthalene-1,4-dione, identified by the Chemical Abstracts Service registry number CAS No. 2197-57-1, is a significant compound in the field of organic chemistry and pharmaceutical research. This heterocyclic diketone exhibits a unique structural framework that has garnered considerable attention from scientists due to its potential applications in synthetic chemistry and medicinal chemistry. The compound's molecular structure, featuring a naphthalene core with dimethyl and dihydronaphthalene substituents, provides a versatile platform for further functionalization and derivatization.

The chemical properties of 2,3-dimethyl-1,4-dihydronaphthalene-1,4-dione are influenced by its diketone functional groups and the aromatic system of the naphthalene ring. These features contribute to its reactivity in various organic transformations, making it a valuable intermediate in the synthesis of more complex molecules. The compound's stability under different reaction conditions and its ability to undergo selective modifications have positioned it as a key building block in the development of novel chemical entities.

In recent years, research has highlighted the pharmaceutical significance of 2,3-dimethyl-1,4-dihydronaphthalene-1,4-dione. Its structural motif is reminiscent of several bioactive molecules, suggesting that it could serve as a scaffold for drug discovery programs. Studies have demonstrated its utility in generating derivatives with potential therapeutic effects. For instance, modifications of the diketone group have been explored to develop compounds with anti-inflammatory and antioxidant properties. These findings underscore the importance of 2,3-dimethyl-1,4-dihydronaphthalene-1,4-dione as a precursor in medicinal chemistry.

The synthetic pathways for producing 2,3-dimethyl-1,4-dihydronaphthalene-1,4-dione have been extensively studied to optimize yield and purity. One common method involves the cyclization of appropriately substituted acetylacetones or ketones under controlled conditions. Advances in catalytic systems have further refined these processes, enabling more efficient and sustainable synthesis. The availability of high-quality starting materials and robust synthetic protocols has made it feasible to scale up production for both academic and industrial applications.

The spectroscopic and analytical characterization of 2,3-dimethyl-1,4-dihydronaphthalene-1,4-dione is crucial for ensuring its identity and purity. Techniques such as nuclear magnetic resonance (NMR) spectroscopy, infrared (IR) spectroscopy, and mass spectrometry (MS) are routinely employed to confirm the molecular structure. Additionally, X-ray crystallography has been utilized to determine the solid-state structure of this compound, providing insights into its packing arrangement and intermolecular interactions.

In the realm of material science, 2,3-dimethyl-1,4-dihydronaphthalene-1,4-dione has been investigated for its potential applications in organic electronics. Its conjugated system makes it a candidate for use in light-emitting diodes (LEDs), organic photovoltaics (OPVs), and other optoelectronic devices. Researchers have explored its incorporation into polymer matrices to enhance charge transport properties. The compound's ability to form stable films and exhibit favorable electronic characteristics has opened new avenues for developing advanced materials.

The toxicological profile of 2,3-dimethyl-1,4-dihydronaphthalene-1,4-dione is an essential consideration for its safe handling and application. While comprehensive toxicological data may be limited compared to pharmaceutical compounds, preliminary studies suggest that it exhibits low toxicity under controlled conditions. However, rigorous safety assessments are necessary when handling large quantities or when planning industrial-scale production. Proper ventilation,personal protective equipment (PPE),and adherence to good laboratory practices (GLP) are recommended to mitigate any potential risks.

The future directions for research on CAS No 2197-57-1, or 2-(dimethylmethylene)-maleic anhydride, include exploring novel synthetic routes, expanding its scope in drug discovery,and investigating its role in material science applications. Collaborative efforts between chemists,pharmacologists,and engineers will be crucial in unlocking the full potential of this versatile compound. As synthetic methodologies continue to evolve,the accessibility of high-purity CAS No 2197 -57 - 1 will facilitate further innovation across multiple scientific disciplines.

In conclusion,the multifaceted nature of CAS No 2197 -57 - 1, or more specifically referred to as dimethyl dihydronaphthalenedione, makes it a compound of great interest in modern chemistry。 Its structural features, synthetic accessibility, and diverse applications position it as a valuable asset in both academic research and industrial development。 Continued investigation into its properties and potential uses promises to yield significant advancements in pharmaceuticals, materials science,and beyond.

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