Cas no 24824-28-0 (naphthalene-1,3-diamine)

Naphthalene-1,3-diamine (CAS 24824-25-3) is an aromatic diamine compound primarily used as an intermediate in the synthesis of dyes, pigments, and specialty polymers. Its bifunctional amine groups enable it to serve as a versatile building block in polyimide and epoxy resin production, contributing to thermal stability and mechanical strength in high-performance materials. The compound's rigid naphthalene backbone enhances structural integrity in polymeric systems, making it valuable for applications requiring heat resistance and durability. It is also employed in the preparation of azo dyes due to its reactivity with diazonium salts. Proper handling is essential due to its potential sensitivity to oxidation and light.
naphthalene-1,3-diamine structure
naphthalene-1,3-diamine structure
Product Name:naphthalene-1,3-diamine
CAS No:24824-28-0
MF:C10H10N2
MW:158.199801921844
MDL:MFCD00152382
CID:256944
PubChem ID:189943
Update Time:2025-05-25

naphthalene-1,3-diamine Chemical and Physical Properties

Names and Identifiers

    • 1,3-Naphthalenediamine(8CI,9CI)
    • 1,3-Naphthalenediamine
    • naphthalene-1,3-diamine
    • 1,3-DIAMINONAPHTHALENE
    • 1,3-naphthylenediamine
    • 1.3-Diamino-naphthalin
    • naphthalene-1,3-diyldiamine
    • Naphthalin-1,3-diyldiamin
    • Naphthylendiamin-(1.3)
    • SCHEMBL2153752
    • naphthalene-1, 3-diamine
    • DTXSID80179526
    • EN300-844310
    • PKXSNWGPLBAAJQ-UHFFFAOYSA-N
    • ss-Hydronaphthylamine
    • 24824-28-0
    • FT-0767028
    • MDL: MFCD00152382
    • Inchi: 1S/C10H10N2/c11-8-5-7-3-1-2-4-9(7)10(12)6-8/h1-6H,11-12H2
    • InChI Key: PKXSNWGPLBAAJQ-UHFFFAOYSA-N
    • SMILES: NC1C=C(C=C2C=CC=CC2=1)N

Computed Properties

  • Exact Mass: 158.08400
  • Monoisotopic Mass: 158.084398
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 0
  • Complexity: 158
  • 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: 52

Experimental Properties

  • Density: 1.234
  • Boiling Point: 390.1°C at 760 mmHg
  • Flash Point: 226.7°C
  • Refractive Index: 1.757
  • PSA: 52.04000
  • LogP: 3.16660

naphthalene-1,3-diamine Customs Data

  • HS CODE:2921590090
  • Customs Data:

    China Customs Code:

    2921590090

    Overview:

    2921590090. Other aromatic polyamines and derivatives and their salts. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2921590090. other aromatic polyamines and their derivatives; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

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naphthalene-1,3-diamine Related Literature

Additional information on naphthalene-1,3-diamine

Properties and Applications of Naphthalene-1,3-diamine (CAS No. 24824-28-0)

Naphthalene-1,3-diamine, with the chemical formula C10H6N2, is a heterocyclic organic compound that has garnered significant attention in the field of chemical biology and pharmaceutical research. This compound, identified by its unique CAS number 24824-28-0, is a derivative of naphthalene and features two amino groups positioned at the 1 and 3 positions of the naphthalene ring. Its structural configuration imparts distinct chemical properties that make it a valuable intermediate in synthetic chemistry and a potential candidate for various biological applications.

The molecular structure of naphthalene-1,3-diamine consists of a fused pair of benzene rings with nitrogen atoms substituting two hydrogen atoms. This arrangement contributes to its reactivity and versatility in chemical transformations. The presence of two electron-rich amino groups enhances its ability to participate in hydrogen bonding, making it useful in the design of molecular recognition systems and as a ligand in coordination chemistry.

In recent years, naphthalene-1,3-diamine has been explored for its pharmacological potential. Its derivatives have shown promise as intermediates in the synthesis of pharmaceuticals targeting various diseases. One notable area of research involves its application in anticancer therapies. Studies have demonstrated that certain derivatives of this compound can inhibit the growth of cancer cells by interfering with key signaling pathways involved in cell proliferation and survival. The ability of naphthalene-1,3-diamine to form stable complexes with metal ions has also been exploited in the development of metallodrugs, which are designed to selectively target and destroy cancer cells.

Another significant application of naphthalene-1,3-diamine lies in its role as a building block for more complex organic molecules. Its versatile reactivity allows chemists to modify its structure through various functionalization reactions, leading to the synthesis of novel compounds with tailored properties. These derivatives have found utility in materials science, particularly in the development of organic semiconductors and conductive polymers. The ability to incorporate nitrogen-rich heterocycles like naphthalene-1,3-diamine into polymer backbones enhances their electronic properties, making them suitable for use in flexible electronics and optoelectronic devices.

The chemical behavior of naphthalene-1,3-diamine is also influenced by its solubility characteristics. Being a relatively polar molecule due to the presence of amino groups, it exhibits good solubility in polar solvents such as water and alcohols. This property is advantageous for pharmaceutical applications, where solubility plays a critical role in drug delivery systems. Researchers have leveraged this solubility profile to develop formulations that enhance the bioavailability and therapeutic efficacy of drugs derived from naphthalene-1,3-diamine.

Recent advancements in computational chemistry have further illuminated the potential of naphthalene-1,3-diamine as a pharmacophore. Molecular modeling studies have identified specific interactions between this compound and biological targets, providing insights into its mechanism of action. These studies have guided the design of more potent and selective derivatives with improved pharmacokinetic profiles. The integration of machine learning algorithms has accelerated the discovery process by predicting novel analogs with enhanced biological activity.

In environmental science, naphthalene-1,3-diamine has been investigated for its role in catalytic processes. Its ability to act as a ligand for transition metals has been utilized in developing efficient catalysts for organic transformations. These catalysts are crucial for sustainable chemistry initiatives, as they enable synthetic routes that minimize waste and energy consumption. The use of naphthalene-1,3-diamine as a ligand has led to the development of homogeneous catalysts that offer high selectivity and turnover numbers in various reactions.

The synthesis of naphthalene-1,3-diamine itself is an area of active research. Traditional methods involve multi-step processes that can be cumbersome and produce significant byproducts. However, recent innovations have led to more streamlined synthetic routes that improve yield and reduce environmental impact. For instance, catalytic hydrogenation techniques have been employed to selectively introduce amino groups into naphthalene derivatives under mild conditions. These advancements not only enhance the efficiency of producing naphthalene-1,3-diamine but also align with green chemistry principles by minimizing hazardous waste.

The future prospects for naphthalene-1,3-diamine are promising, with ongoing research exploring new applications across multiple disciplines. In medicinal chemistry, efforts are focused on developing next-generation therapeutics that leverage the unique properties of this compound. In materials science, researchers are investigating its potential as a precursor for advanced functional materials with applications ranging from energy storage to biomedical implants.

In conclusion,Naphthalene-1,3-diamine (CAS No 24824-28-0) is a multifaceted compound with broad utility in pharmaceuticals、materials science、and catalysis。Its structural features、reactivity、and solubility make it an invaluable building block for synthetic chemists。As research continues to uncover new applications,the importance c?a this compound is expected to grow,driving innovation across multiple scientific fields。

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