Cas no 1041143-98-9 (3,6-difluoro-9H-Carbazole)

3,6-Difluoro-9H-carbazole is a fluorinated carbazole derivative characterized by the presence of fluorine atoms at the 3- and 6-positions of the carbazole ring system. This structural modification enhances its electron-withdrawing properties, making it a valuable intermediate in organic synthesis, particularly for the development of optoelectronic materials. The fluorine substituents improve thermal and oxidative stability while influencing the compound's electronic and photophysical properties. It is commonly utilized in the design of organic semiconductors, hole-transport materials, and light-emitting diodes (OLEDs). Its rigid aromatic framework and functionalization potential further contribute to its utility in advanced material applications. The compound is typically handled under inert conditions due to its sensitivity to moisture and air.
3,6-difluoro-9H-Carbazole structure
3,6-difluoro-9H-Carbazole structure
Product Name:3,6-difluoro-9H-Carbazole
CAS No:1041143-98-9
MF:C12H7F2N
MW:203.187489748001
MDL:MFCD24621843
CID:1006015
PubChem ID:86702137
Update Time:2025-11-02

3,6-difluoro-9H-Carbazole Chemical and Physical Properties

Names and Identifiers

    • 3,6-difluoro-9H-Carbazole
    • 3,6-Difluorocarbazole
    • WIBSYPXJJKRRRB-UHFFFAOYSA-N
    • G74218
    • 1041143-98-9
    • EN300-9413986
    • SCHEMBL15379639
    • CS-0514257
    • MDL: MFCD24621843
    • Inchi: 1S/C12H7F2N/c13-7-1-3-11-9(5-7)10-6-8(14)2-4-12(10)15-11/h1-6,15H
    • InChI Key: WIBSYPXJJKRRRB-UHFFFAOYSA-N
    • SMILES: FC1C=CC2=C(C=1)C1C=C(C=CC=1N2)F

Computed Properties

  • Exact Mass: 203.05465555g/mol
  • Monoisotopic Mass: 203.05465555g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 0
  • Complexity: 222
  • 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: 3.6
  • Topological Polar Surface Area: 15.8?2

Experimental Properties

  • Density: 1.407±0.06 g/cm3 (20 oC 760 Torr),
  • Melting Point: 198.9-200.8 oC
  • Solubility: Insuluble (1.5E-3 g/L) (25 oC),

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Additional information on 3,6-difluoro-9H-Carbazole

3,6-Difluoro-9H-Carbazole (CAS No. 1041143-98-9): Properties, Applications, and Market Insights

3,6-Difluoro-9H-Carbazole (CAS No. 1041143-98-9) is a fluorinated derivative of carbazole, a heterocyclic aromatic organic compound. This compound has garnered significant attention in recent years due to its unique chemical properties and versatile applications in advanced materials, pharmaceuticals, and organic electronics. The presence of fluorine atoms at the 3 and 6 positions enhances its electronic characteristics, making it a valuable building block in synthetic chemistry.

The molecular structure of 3,6-difluoro-9H-carbazole consists of a carbazole core with two fluorine substituents. This modification significantly alters its physicochemical properties, including increased thermal stability, improved solubility in organic solvents, and enhanced electron-withdrawing capabilities. These attributes make it an attractive candidate for researchers working on organic light-emitting diodes (OLEDs), photonics, and drug discovery.

In the field of organic electronics, 3,6-difluoro-9H-carbazole serves as a key intermediate for the synthesis of high-performance materials. Its electron-deficient nature makes it particularly useful in the development of n-type semiconductors, which are essential components in modern electronic devices. Recent studies have explored its potential in perovskite solar cells, where it acts as a hole-transporting material, improving device efficiency and stability.

The pharmaceutical industry has also shown interest in 3,6-difluoro-9H-carbazole derivatives due to their biological activity. Researchers are investigating these compounds for their potential as kinase inhibitors and anticancer agents. The fluorination pattern on the carbazole scaffold can influence drug-receptor interactions, potentially leading to improved pharmacokinetic properties and target specificity.

From a synthetic chemistry perspective, 3,6-difluoro-9H-carbazole offers several advantages. The fluorine atoms activate specific positions on the aromatic ring, enabling selective functionalization through various coupling reactions. This characteristic makes it a versatile precursor for creating more complex molecular architectures with tailored properties.

The market for fluorinated carbazole derivatives has been growing steadily, driven by increasing demand from the electronics and pharmaceutical sectors. Manufacturers are focusing on developing efficient synthetic routes to produce 3,6-difluoro-9H-carbazole with high purity and yield. Current production methods typically involve multi-step processes starting from commercially available carbazole precursors.

Environmental considerations are becoming increasingly important in the production and application of 3,6-difluoro-9H-carbazole. Researchers are exploring greener synthetic approaches, including catalytic methods and solvent optimization, to reduce the environmental impact of its manufacturing process. These efforts align with the broader trend toward sustainable chemistry in the specialty chemicals industry.

Quality control is crucial for 3,6-difluoro-9H-carbazole applications, particularly in electronic and pharmaceutical uses. Analytical techniques such as HPLC, NMR spectroscopy, and mass spectrometry are routinely employed to ensure product purity and consistency. The compound typically appears as a white to off-white crystalline powder with high thermal stability.

Storage and handling of 3,6-difluoro-9H-carbazole require standard laboratory precautions. It should be kept in a cool, dry place away from strong oxidizing agents. While not classified as hazardous under normal conditions, proper personal protective equipment should be used when handling the compound in powder form to avoid inhalation or contact with eyes and skin.

Future research directions for 3,6-difluoro-9H-carbazole include exploring its potential in emerging technologies such as flexible electronics and bioimaging probes. The compound's unique electronic properties make it particularly interesting for applications in wearable sensors and medical diagnostic devices. Additionally, researchers are investigating its use in energy storage systems, where its redox-active properties could be beneficial.

For researchers and industry professionals seeking 3,6-difluoro-9H-carbazole suppliers, it's important to verify the compound's purity and obtain comprehensive analytical data. Many specialty chemical manufacturers offer this compound in various quantities, from milligram-scale for research purposes to kilogram quantities for industrial applications.

The patent landscape surrounding 3,6-difluoro-9H-carbazole and its derivatives has been expanding, particularly in areas related to organic electronics and pharmaceutical applications. Companies developing new technologies based on this compound should conduct thorough patent searches to ensure freedom to operate in their intended applications.

In conclusion, 3,6-difluoro-9H-carbazole (CAS No. 1041143-98-9) represents an important building block in modern chemistry with diverse applications across multiple industries. Its unique combination of electronic properties and synthetic versatility continues to drive research interest and commercial development. As technology advances, we can expect to see new and innovative uses for this fascinating compound emerge in the coming years.

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