Cas no 75773-11-4 (9-(4-aminophenyl)carbazole-3,6-diamine)

9-(4-Aminophenyl)carbazole-3,6-diamine is a high-purity aromatic amine derivative featuring a carbazole core functionalized with amino groups at the 3,6-positions and a 4-aminophenyl substituent at the 9-position. This compound exhibits strong electron-donating properties, making it valuable as a building block in organic electronics, particularly for hole-transport materials in OLEDs and photovoltaic applications. Its rigid, planar structure enhances thermal and oxidative stability, while the multiple reactive amino groups allow for further functionalization or polymerization. The compound is also useful in the synthesis of conjugated polymers and dyes, where its extended π-system contributes to tunable optoelectronic properties. Suitable for research and industrial applications requiring precise molecular design.
9-(4-aminophenyl)carbazole-3,6-diamine structure
75773-11-4 structure
Product Name:9-(4-aminophenyl)carbazole-3,6-diamine
CAS No:75773-11-4
MF:C18H16N4
MW:288.34644317627
CID:1774847
PubChem ID:14273650
Update Time:2025-06-11

9-(4-aminophenyl)carbazole-3,6-diamine Chemical and Physical Properties

Names and Identifiers

    • 9-(4-aminophenyl)carbazole-3,6-diamine
    • SCHEMBL8662785
    • 9-(4-AMINOPHENYL)-9H-CARBAZOLE-3,6-DIAMINE
    • DTXSID40558318
    • 3,6-DIAMINO-N-(4'-AMINOPHENYL)CARBAZOLE
    • 3,6-DIAMINO-N-(4-AMINOPHENYL)CARBAZOLE
    • 75773-11-4
    • MDL： MFCD22377961
    • Inchi： 1S/C18H16N4/c19-11-1-5-14(6-2-11)22-17-7-3-12(20)9-15(17)16-10-13(21)4-8-18(16)22/h1-10H,19-21H2
    • InChI Key： ZWBGCTGPOIZKQG-UHFFFAOYSA-N
    • SMILES： N1(C2C=CC(=CC=2)N)C2C=CC(=CC=2C2=CC(=CC=C12)N)N

Computed Properties

  • Exact Mass: 288.13768
  • Monoisotopic Mass: 288.137496527g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 22
  • Rotatable Bond Count: 1
  • Complexity: 367
  • 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: 3
  • Topological Polar Surface Area: 83?2

Experimental Properties

  • PSA: 82.99

9-(4-aminophenyl)carbazole-3,6-diamine Pricemore >>

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9-(4-aminophenyl)carbazole-3,6-diamine Related Literature

Additional information on 9-(4-aminophenyl)carbazole-3,6-diamine

Comprehensive Overview of 9-(4-aminophenyl)carbazole-3,6-diamine (CAS No. 75773-11-4): Properties, Applications, and Industry Trends

The compound 9-(4-aminophenyl)carbazole-3,6-diamine (CAS No. 75773-11-4) is a highly specialized aromatic amine derivative with a unique molecular structure. As a carbazole-based compound, it has garnered significant attention in recent years due to its versatile applications in organic electronics, photovoltaics, and advanced material science. The presence of multiple amino groups in its structure makes it an excellent candidate for polymerization reactions and surface functionalization.

One of the most searched questions about 9-(4-aminophenyl)carbazole-3,6-diamine revolves around its role in OLED (Organic Light-Emitting Diode) technology. Researchers have identified this compound as a promising hole-transport material (HTM) due to its high thermal stability and efficient charge-carrier mobility. Its electron-donating properties and planar molecular configuration contribute to enhanced device performance, making it a subject of intense study in next-generation display technologies.

In the context of sustainable energy solutions, 9-(4-aminophenyl)carbazole-3,6-diamine has shown potential in dye-sensitized solar cells (DSSCs). Users frequently inquire about its photophysical characteristics, particularly its absorption spectrum and fluorescence quantum yield. The compound's ability to form stable complexes with metal oxides and its tunable HOMO-LUMO gap make it valuable for optimizing light-harvesting efficiency in renewable energy applications.

The synthesis and purification of CAS No. 75773-11-4 often involve Pd-catalyzed cross-coupling reactions, a topic that generates substantial discussion in academic forums. Recent advancements in green chemistry have led to more environmentally friendly synthetic routes, addressing concerns about waste reduction and energy consumption. This aligns with the growing industry focus on ESG (Environmental, Social, and Governance) compliance in chemical manufacturing.

From a commercial perspective, the global market for carbazole derivatives like 9-(4-aminophenyl)carbazole-3,6-diamine is projected to grow significantly, driven by demand from the electronics and energy storage sectors. Frequently searched terms include "supply chain stability" and "scalable production methods," reflecting industry concerns about material availability for mass production. Analytical techniques such as HPLC purity analysis and mass spectrometry characterization remain critical quality control measures for manufacturers.

In biomedical research, preliminary studies suggest potential applications of 9-(4-aminophenyl)carbazole-3,6-diamine in bioimaging probes, owing to its fluorescence properties. However, this remains an emerging area of investigation, with researchers actively exploring its biocompatibility and cellular uptake mechanisms. Such applications tie into broader trends of theranostic nanomaterials, a hot topic in precision medicine discussions.

Regulatory aspects of CAS No. 75773-11-4 frequently appear in search queries, particularly regarding REACH compliance and safety data sheets (SDS). Proper handling procedures and storage conditions are emphasized in technical documentation, with specific attention to its photostability and moisture sensitivity. These practical considerations are crucial for laboratories and industrial users implementing this compound in their workflows.

The future development of 9-(4-aminophenyl)carbazole-3,6-diamine derivatives is an active area of research, with computational chemistry playing an increasing role in molecular design optimization. Machine learning approaches are being employed to predict new variants with improved charge transport properties or solubility parameters, demonstrating how traditional material science intersects with cutting-edge AI-driven discovery methodologies.

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