Cas no 3822-20-6 (2,3-Bis(trifluoromethyl)aniline)

2,3-Bis(trifluoromethyl)aniline is a fluorinated aromatic amine with the molecular formula C?H?F?N. Its structure features two trifluoromethyl (–CF?) groups at the 2- and 3-positions of the aniline ring, enhancing its electron-withdrawing properties and chemical stability. This compound is primarily used as an intermediate in pharmaceutical and agrochemical synthesis, where its fluorine-rich structure contributes to improved bioavailability and metabolic resistance. Its high purity and well-defined reactivity make it valuable for selective functionalization in organic transformations. The presence of trifluoromethyl groups also imparts lipophilicity, facilitating applications in materials science, particularly in the development of specialty polymers and liquid crystals. Proper handling is required due to its potential toxicity.
2,3-Bis(trifluoromethyl)aniline structure
3822-20-6 structure
Product Name:2,3-Bis(trifluoromethyl)aniline
CAS No:3822-20-6
MF:C8H5F6N
MW:229.122422933578
MDL:MFCD16619412
CID:1091624
PubChem ID:19980662
Update Time:2025-05-20

2,3-Bis(trifluoromethyl)aniline Chemical and Physical Properties

Names and Identifiers

    • 2,3-Bis(trifluoromethyl)aniline
    • MFCD16619412
    • SCHEMBL790403
    • Ditrifluormethylaniline
    • 3822-20-6
    • SB80353
    • 2,3-Bis(trifluoromethyl)phenylamine
    • MDL: MFCD16619412
    • Inchi: 1S/C8H5F6N/c9-7(10,11)4-2-1-3-5(15)6(4)8(12,13)14/h1-3H,15H2
    • InChI Key: OUYTZPOGDMVMNL-UHFFFAOYSA-N
    • SMILES: FC(C1C(=CC=CC=1C(F)(F)F)N)(F)F

Computed Properties

  • Exact Mass: 229.03265
  • Monoisotopic Mass: 229.03261814g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 2
  • Complexity: 220
  • 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: 26?2

Experimental Properties

  • PSA: 26.02

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2,3-Bis(trifluoromethyl)aniline Suppliers

Amadis Chemical Company Limited
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(CAS:3822-20-6)2,3-Bis(trifluoromethyl)aniline
Order Number:A949852
Stock Status:in Stock
Quantity:250mg
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 16:05
Price ($):782.0

Additional information on 2,3-Bis(trifluoromethyl)aniline

Introduction to 2,3-Bis(trifluoromethyl)aniline (CAS No. 3822-20-6)

2,3-Bis(trifluoromethyl)aniline, identified by the Chemical Abstracts Service Number (CAS No.) 3822-20-6, is a significant organic compound that has garnered considerable attention in the field of pharmaceutical and agrochemical research. This compound belongs to the class of aromatic amines, characterized by the presence of two trifluoromethyl groups at the 2 and 3 positions of the benzene ring, alongside an amino group. The unique structural features of 2,3-Bis(trifluoromethyl)aniline contribute to its distinctive chemical properties and make it a valuable intermediate in synthetic chemistry.

The trifluoromethyl group is a key structural moiety in this compound, renowned for its ability to enhance metabolic stability, lipophilicity, and binding affinity in drug candidates. This characteristic has positioned 2,3-Bis(trifluoromethyl)aniline as a crucial building block in the development of novel therapeutic agents. Recent advancements in medicinal chemistry have highlighted its role in designing small-molecule inhibitors targeting various biological pathways.

In recent years, researchers have been exploring the potential of 2,3-Bis(trifluoromethyl)aniline in the synthesis of bioactive molecules. For instance, studies have demonstrated its utility in constructing scaffolds for kinase inhibitors, which are pivotal in treating cancers and inflammatory diseases. The electron-withdrawing nature of the trifluoromethyl groups influences the electronic properties of the aromatic ring, enabling selective interactions with biological targets. This has led to the discovery of several lead compounds with promising pharmacological profiles.

Moreover, the incorporation of trifluoromethyl groups into pharmaceuticals is well-documented for improving pharmacokinetic properties such as bioavailability and resistance to metabolic degradation. The enhanced lipophilicity provided by these groups facilitates better membrane penetration, which is essential for drugs targeting intracellular receptors. Consequently, 2,3-Bis(trifluoromethyl)aniline has been incorporated into various drug discovery programs aimed at developing next-generation therapeutics.

Recent publications have also underscored the compound's role in agrochemical applications. The structural motif present in 2,3-Bis(trifluoromethyl)aniline is frequently found in herbicides and pesticides due to its ability to modulate plant growth regulators and pest resistance mechanisms. Researchers have leveraged its reactivity to synthesize novel compounds with improved efficacy and environmental safety profiles.

The synthesis of 2,3-Bis(trifluoromethyl)aniline typically involves multi-step organic transformations, often starting from commercially available precursors such as aniline derivatives. Advanced synthetic methodologies, including cross-coupling reactions and fluorination techniques, have been employed to achieve high yields and purity. These synthetic strategies are critical for ensuring that the final product meets the stringent requirements for pharmaceutical applications.

From a chemical biology perspective, understanding the interactions between 2,3-Bis(trifluoromethyl)aniline and biological targets has opened new avenues for drug design. Computational modeling and experimental techniques such as X-ray crystallography have been instrumental in elucidating binding modes and optimizing lead compounds. These studies not only enhance our knowledge of molecular recognition but also accelerate the development of targeted therapies.

The versatility of 2,3-Bis(trifluoromethyl)aniline extends beyond pharmaceuticals into materials science. Its unique electronic properties make it a candidate for applications in organic electronics, including light-emitting diodes (OLEDs) and photovoltaic devices. The electron-deficient nature of the trifluoromethyl groups contributes to tunable energy levels, which is advantageous for designing efficient optoelectronic materials.

In conclusion, 2 , 3 - Bis( trifluoromethyl ) aniline ( CAS No . 3822 - 20 - 6 ) remains a cornerstone compound in modern chemical research . Its structural features , coupled with its synthetic accessibility , make it indispensable for developing innovative solutions across multiple industries . As research continues to uncover new applications , this compound is poised to play an even more significant role in advancing scientific and technological progress .

Recommended suppliers
Amadis Chemical Company Limited
(CAS:3822-20-6)2,3-Bis(trifluoromethyl)aniline
A949852
Purity:99%
Quantity:250mg
Price ($):782.0
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