Cas no 72864-01-8 (1,1':4',1''-Terphenyl,4,4''-difluoro-)

1,1':4',1''-Terphenyl,4,4''-difluoro- is a fluorinated terphenyl derivative characterized by its rigid aromatic structure and enhanced electronic properties due to the presence of fluorine substituents at the 4 and 4'' positions. This compound exhibits high thermal stability and low polarizability, making it suitable for applications in advanced materials, particularly in liquid crystal displays (LCDs) and organic electronic devices. The fluorine atoms contribute to improved oxidative resistance and tunable optoelectronic performance. Its well-defined molecular structure also allows for precise integration into supramolecular systems and polymer matrices, offering potential in high-performance coatings and specialty polymers.
1,1':4',1''-Terphenyl,4,4''-difluoro- structure
72864-01-8 structure
Product Name:1,1':4',1''-Terphenyl,4,4''-difluoro-
CAS No:72864-01-8
MF:C18H12F2
MW:266.284691810608
CID:550927
PubChem ID:12038225
Update Time:2025-10-18

1,1':4',1''-Terphenyl,4,4''-difluoro- Chemical and Physical Properties

Names and Identifiers

    • 1,1':4',1''-Terphenyl,4,4''-difluoro-
    • 4,4''-DIFLUORO-1,1',4',1''-TERPHENYL
    • 1,4-BIS(4-FLUOROPHENYL)BENZENE
    • 4',1'']TERPHENYL
    • 4,4''-DIFLUORO-[1,1':4',1'']TERPHENYL
    • 4,4''-Difluoro-[1,1';4',1'']terphenyl
    • 4,4''-Difluoro-1,1':4',1''-terphenyl
    • MFCD07779364
    • 4,4''-Difluoro-1,1',4',1''-terphenyl; 98%
    • 72864-01-8
    • SCHEMBL10337645
    • MDL: MFCD07779364
    • Inchi: 1S/C18H12F2/c19-17-9-5-15(6-10-17)13-1-2-14(4-3-13)16-7-11-18(20)12-8-16/h1-12H
    • InChI Key: HLSJIXGPDHPFPG-UHFFFAOYSA-N
    • SMILES: FC1C=CC(=CC=1)C1C=CC(=CC=1)C1C=CC(=CC=1)F

Computed Properties

  • Exact Mass: 266.09100
  • Monoisotopic Mass: 266.09070671g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 0
  • Heavy Atom Count: 20
  • Rotatable Bond Count: 2
  • Complexity: 250
  • 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: 5.4
  • Topological Polar Surface Area: 0?2

Experimental Properties

  • PSA: 0.00000
  • LogP: 5.29880

1,1':4',1''-Terphenyl,4,4''-difluoro- Security Information

1,1':4',1''-Terphenyl,4,4''-difluoro- Customs Data

  • HS CODE:2903999090
  • Customs Data:

    China Customs Code:

    2903999090

    Overview:

    2903999090 Other aromatic halogenated derivatives. VAT:17.0% Tax refund rate:9.0% Regulatory conditions:nothing MFN tariff:5.5% general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2903999090 halogenated derivatives of aromatic hydrocarbons VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:5.5% General tariff:30.0%

1,1':4',1''-Terphenyl,4,4''-difluoro- Pricemore >>

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Additional information on 1,1':4',1''-Terphenyl,4,4''-difluoro-

Introduction to 1,1':4',1''-Terphenyl,4,4''-difluoro (CAS No. 72864-01-8) and Its Emerging Applications in Modern Chemistry

1,1':4',1''-Terphenyl,4,4''-difluoro, identified by the chemical identifier CAS No. 72864-01-8, is a fluorinated terphenyl derivative that has garnered significant attention in the field of advanced materials and pharmaceutical chemistry. This compound, characterized by its rigid aromatic structure and electron-withdrawing fluoro substituents, exhibits unique electronic and photophysical properties that make it a valuable candidate for various applications. The introduction of fluorine atoms at the 4,4'' positions introduces a high degree of stability and modularity, enabling its integration into complex molecular architectures.

The molecular framework of 1,1':4',1''-Terphenyl,4,4''-difluoro consists of three phenyl rings connected by methylene bridges, with fluorine atoms strategically positioned to influence charge distribution and intermolecular interactions. This structural motif is particularly interesting because it combines the rigidity of biphenyl derivatives with the electronic effects of fluorine substitution. Such structural features have been extensively studied for their potential in organic electronics, photovoltaics, and as building blocks for supramolecular assemblies.

In recent years, the compound has been explored for its utility in the development of organic semiconductors. The presence of electron-withdrawing fluoro groups enhances the electron affinity and modulates the energy levels of the material, making it suitable for applications in organic field-effect transistors (OFETs) and light-emitting diodes (OLEDs). Research published in leading journals such as *Advanced Materials* and *Journal of the American Chemical Society* has demonstrated that 1,1':4',1''-Terphenyl,4,4''-difluoro can serve as an effective hole-transporting material due to its high thermal stability and tunable optoelectronic properties.

Moreover, the compound's fluorescence characteristics have been investigated for use in bioimaging applications. The strong absorption and emission properties of 1,1':4',1''-Terphenyl,4,4''-difluoro make it a promising candidate for developing fluorescent probes that can be used to track biological processes in real-time. Studies have shown that this molecule can be functionalized with bioactive groups to target specific cellular compartments or biomolecules without significant quenching of its luminescence. Such developments are particularly relevant in the context of drug discovery and diagnostics.

The synthesis of 1,1':4',1''-Terphenyl,4,4''-difluoro involves multi-step organic transformations that require precise control over reaction conditions to achieve high yields and purity. Common synthetic routes include cross-coupling reactions between aryl halides and organometallic reagents followed by selective fluorination. Advances in catalytic systems have enabled more efficient and sustainable methods for introducing fluorine atoms into aromatic systems. For instance, palladium-catalyzed C-F bond-forming reactions have been optimized to minimize waste and improve atom economy.

The role of fluorine substitution in enhancing material properties is well-documented in the literature. In 1,1':4',1''-Terphenyl,4,4''-difluoro, the electron-withdrawing nature of fluorine atoms leads to increased rigidity and reduced solubility in polar solvents compared to its non-fluorinated counterparts. This characteristic is advantageous for certain applications where mechanical strength or hydrophobicity is desired. Additionally, the fluoro groups can influence intermolecular interactions through dipole-dipole interactions or halogen bonding with other molecules.

Recent research has also explored the potential of 1,1':4',1''-Terphenyl,4,4''-difluoro as a ligand in coordination chemistry. Its extended π-conjugation system provides a suitable scaffold for binding transition metals such as palladium or copper. Such metal complexes have been investigated for their catalytic activity in cross-coupling reactions or as components in metalloproteins mimics. The ability to tune the steric and electronic environment through further functionalization makes this compound a versatile tool for synthetic chemists.

The compound's stability under various environmental conditions has made it an attractive candidate for industrial applications. For example, its resistance to thermal degradation allows it to be used in high-performance polymers that require durability at elevated temperatures. Similarly, its chemical inertness ensures compatibility with a wide range of other materials without undergoing unwanted side reactions.

In conclusion,1,1':4',1''-Terphenyl, CAS No, 72864-01-8, represents a fascinating example of how structural modifications can tailor material properties for specific applications. Its unique combination of electronic characteristics and chemical stability positions it as a key component in emerging technologies ranging from organic electronics to biomedicine. As research continues to uncover new methodologies for synthesis and functionalization, this compound is poised to play an increasingly important role in advancing chemical science.

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