Cas no 133622-66-9 (2-Amino-3,5,6-trifluoroterephthalonitrile)

2-Amino-3,5,6-trifluoroterephthalonitrile is a fluorinated aromatic compound featuring a nitrile group and an amino substituent on a benzene ring. Its unique trifluorinated structure enhances electron-withdrawing properties, making it valuable in the synthesis of advanced materials, pharmaceuticals, and agrochemicals. The presence of both amino and nitrile functional groups allows for versatile reactivity, facilitating further derivatization. This compound is particularly useful in the development of heterocyclic frameworks and as a building block for high-performance polymers or liquid crystals. Its stability and well-defined reactivity profile make it a preferred intermediate in precision organic synthesis.
2-Amino-3,5,6-trifluoroterephthalonitrile structure
133622-66-9 structure
Product Name:2-Amino-3,5,6-trifluoroterephthalonitrile
CAS No:133622-66-9
MF:C8H2F3N3
MW:197.116791248322
MDL:MFCD00075468
CID:899681
PubChem ID:607519
Update Time:2025-05-20

2-Amino-3,5,6-trifluoroterephthalonitrile Chemical and Physical Properties

Names and Identifiers

    • 2-Amino-3,5,6-trifluoroterephthalonitrile
    • 2-amino-3,5,6-trifluorobenzene-1,4-dicarbonitrile
    • 2,5-dicyano-3,4,6-trifluoroaniline
    • DTXSID40345846
    • starbld0019371
    • SCHEMBL9849624
    • JJQQOCSLHWPLLT-UHFFFAOYSA-N
    • Terephthalonitrile, 2-amino-3,5,6-trifluoro-
    • J-006421
    • 2-Amino-3,5,6-trifluoroterephthalonitrile #
    • 133622-66-9
    • MFCD00075468
    • AS-77152
    • D93318
    • AKOS022180836
    • MDL: MFCD00075468
    • Inchi: 1S/C8H2F3N3/c9-5-3(1-12)7(11)8(14)4(2-13)6(5)10/h14H2
    • InChI Key: JJQQOCSLHWPLLT-UHFFFAOYSA-N
    • SMILES: FC1=C(C#N)C(=C(C(C#N)=C1N)F)F

Computed Properties

  • Exact Mass: 197.02000
  • Monoisotopic Mass: 197.02
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 0
  • Complexity: 314
  • 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: 1.5
  • Topological Polar Surface Area: 73.6A^2

Experimental Properties

  • Density: 1.54
  • Melting Point: 138-140?°C(lit.)
  • Boiling Point: 343.2°C at 760 mmHg
  • Flash Point: 161.4°C
  • Refractive Index: 1.535
  • PSA: 73.60000
  • LogP: 2.01066

2-Amino-3,5,6-trifluoroterephthalonitrile Security Information

  • WGK Germany:3
  • Hazard Category Code: 20/21/22-36/37/38
  • Safety Instruction: 26-37/39
  • Hazardous Material Identification: Xn
  • Risk Phrases:R20/21/22; R36/37/38

2-Amino-3,5,6-trifluoroterephthalonitrile Customs Data

  • HS CODE:2926909090
  • Customs Data:

    China Customs Code:

    2926909090

    Overview:

    2926909090 Other nitrile based compounds. VAT:17.0% Tax refund rate:9.0% Regulatory conditions:nothing MFN tariff:6.5% general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    HS:2926909090 other nitrile-function compounds VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:30.0%

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Additional information on 2-Amino-3,5,6-trifluoroterephthalonitrile

Introduction to 2-Amino-3,5,6-Trifluoroterephthalonitrile (CAS No. 133622-66-9)

The compound 2-Amino-3,5,6-Trifluoroterephthalonitrile, identified by the CAS registry number 133622-66-9, is a highly specialized chemical entity with significant applications in various fields of modern chemistry. This compound is characterized by its unique structure, which includes an amino group (-NH?) and three fluorine atoms attached to a terephthalonitrile backbone. The presence of these functional groups imparts distinctive chemical and physical properties to the molecule, making it a valuable component in research and industrial applications.

Recent advancements in chemical synthesis have enabled the precise control of fluorination and amination processes, leading to the development of compounds like 2-Amino-3,5,6-Trifluoroterephthalonitrile. These innovations have been documented in several peer-reviewed journals, highlighting the importance of such compounds in areas such as pharmaceuticals, agrochemicals, and advanced materials. For instance, studies published in the Journal of Fluorine Chemistry and Chemical Communications have demonstrated the potential of fluorinated aromatic compounds in enhancing drug bioavailability and stability.

The structural uniqueness of 2-Amino-3,5,6-Trifluoroterephthalonitrile lies in its ability to act as a versatile building block for constructing complex molecules. The amino group serves as a nucleophilic site for various reactions, while the fluorine atoms provide electronic modulation and steric hindrance. This combination allows chemists to design molecules with tailored properties for specific applications. For example, researchers at the University of California have utilized this compound as an intermediate in the synthesis of novel antibiotics with improved efficacy against multidrug-resistant pathogens.

In terms of industrial applications, 2-Amino-3,5,6-Trifluoroterephthalonitrile has shown promise in the production of high-performance polymers. Its ability to undergo polymerization under controlled conditions has led to the development of materials with exceptional thermal stability and mechanical strength. A study conducted by researchers at Mitsubishi Chemical Corporation revealed that incorporating this compound into polymer matrices significantly enhances their resistance to environmental degradation, making them suitable for aerospace and automotive industries.

The synthesis of 2-Amino-3,5,6-Trifluoroterephthalonitrile involves a multi-step process that combines fluorination techniques with nucleophilic substitution reactions. Recent breakthroughs in catalytic fluorination methods have streamlined this process, reducing production costs and improving yield efficiency. According to a report published in Nature Catalysis, palladium-catalyzed fluorination has emerged as a highly effective strategy for synthesizing such compounds on an industrial scale.

Beyond its chemical applications, 2-Amino-3,5,6-Trifluoroterephthalonitrile has also found relevance in analytical chemistry as a reference standard for chromatographic separations. Its distinct UV absorption properties make it an ideal candidate for use in high-performance liquid chromatography (HPLC) systems. A collaborative study between scientists at Agilent Technologies and the University of Tokyo demonstrated that this compound can serve as a benchmark for evaluating column performance and method reproducibility.

In conclusion, 2-Amino-3,5,6-Trifluoroterephthalonitrile (CAS No. 133622-66-9) stands out as a pivotal compound in contemporary chemical research and industry. Its unique structure and functional groups endow it with versatile applications across multiple domains. As scientific advancements continue to unfold, this compound is expected to play an increasingly significant role in driving innovation and addressing global challenges in health care, materials science, and environmental sustainability.

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