Cas no 915416-45-4 (3',4',5'-Trifluoro-1,1'-biphenyl-2-amine)

3',4',5'-Trifluoro-1,1'-biphenyl-2-amine is a fluorinated biphenyl derivative featuring an amine functional group at the 2-position and trifluoromethyl substituents at the 3', 4', and 5' positions. This compound is valued for its electron-withdrawing properties and structural rigidity, making it a useful intermediate in pharmaceutical and agrochemical synthesis. The fluorine atoms enhance metabolic stability and lipophilicity, while the biphenyl scaffold provides a versatile platform for further functionalization. Its high purity and well-defined structure ensure consistent performance in cross-coupling reactions and other transformations. The compound is typically handled under inert conditions due to the reactivity of the amine group.
3',4',5'-Trifluoro-1,1'-biphenyl-2-amine structure
915416-45-4 structure
Product Name:3',4',5'-Trifluoro-1,1'-biphenyl-2-amine
CAS No:915416-45-4
MF:C12H8F3N
MW:223.193833351135
MDL:MFCD14603436
CID:823548
PubChem ID:44249263
Update Time:2025-05-21

3',4',5'-Trifluoro-1,1'-biphenyl-2-amine Chemical and Physical Properties

Names and Identifiers

    • 3',4',5'-Trifluoro-[1,1'-biphenyl]-2-amine
    • 2-(3,4,5-trifluorophenyl)aniline
    • 3,4,5-Trifluoro-2'-aminobiphenyl
    • 3',4',5'-trifluorobiphenyl-2-amine
    • 3',4',5'-Trifluorobiphenyl-2-ylamine
    • 10XDA3W53S
    • [1,1'-Biphenyl]-2-amine, 3',4',5'-trifluoro-
    • 3',4',5'-Trifluoro(1,1'-biphenyl)-2-amine
    • (1,1'-Biphenyl)-2-amine, 3',4',5'-trifluoro-
    • 3',4',5'-Trifluoro[1,1'-biphenyl]-2-amine
    • FTIKVBVUYPQUBF-UHFFFAOYSA-N
    • BCP11782
    • ANW
    • 3′,4′,5′-Trifluoro[1,1′-biphenyl]-2-amine (ACI)
    • 3,4,5-Trifluoro-2′-aminobiphenyl
    • 3′,4′,5′-Trifluorobiphenyl-2-amine
    • 3′,4′,5′-Trifluorobiphenyl-2-ylamine
    • 915416-45-4
    • DTXSID60658041
    • EN300-98203
    • NS00067132
    • SY043254
    • Q27251166
    • 2-(3,4,5-Trifluorophenyl)aniline; 3,4,5-Trifluoro-2'-aminobiphenyl; 3',4',5'-Trifluorobiphenyl-2-amine; 3',4',5'-Trifluorobiphenyl-2-ylamine
    • UNII-10XDA3W53S
    • XH1399
    • 3',4',5'-trifluoro[1,1'-biphenyl]-2-yl-amine
    • SB79864
    • MFCD14603436
    • AKOS010489403
    • SCHEMBL977502
    • C77129
    • SCHEMBL397483
    • DS-18225
    • CS-0156689
    • Z798912532
    • M700F003
    • 3',4',5'-Trifluoro-1,1'-biphenyl-2-amine
    • MDL: MFCD14603436
    • Inchi: 1S/C12H8F3N/c13-9-5-7(6-10(14)12(9)15)8-3-1-2-4-11(8)16/h1-6H,16H2
    • InChI Key: FTIKVBVUYPQUBF-UHFFFAOYSA-N
    • SMILES: FC1C(F)=C(F)C=C(C2C(N)=CC=CC=2)C=1

Computed Properties

  • Exact Mass: 223.06100
  • Monoisotopic Mass: 223.06088375g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 1
  • Complexity: 224
  • 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: 3.1
  • Topological Polar Surface Area: 26

Experimental Properties

  • Density: 1.315
  • PSA: 26.02000
  • LogP: 3.93430

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3',4',5'-Trifluoro-1,1'-biphenyl-2-amine Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Tripotassium phosphate Catalysts: Hexadecachloro[μ8-[[5,11,17,23,29,35,41,47-octakis(phenylmethoxy)nonacyclo[43.3.… Solvents: Ethanol ;  2 h, 80 °C
Reference
Synthesis, Catalytic Activity and Comparative Leaching Studies of Calix[8]arene-Supported Pd-NHC Complexes for Suzuki-Miyaura Cross-Couplings
Abi Fayssal, Sandra; et al, Advanced Synthesis & Catalysis, 2022, 364(5), 947-957

Production Method 2

Reaction Conditions
1.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Methanol ;  4 h, 1.5 MPa, 60 °C
Reference
Efficient and Practical Synthesis of 3',4',5'-Trifluoro-[1,1'-biphenyl]-2-amine: A Key Intermediate of Fluxapyroxad
Li, Zhenhua ; et al, Organic Process Research & Development, 2019, 23(9), 1881-1886

Production Method 3

Reaction Conditions
1.1 Reagents: Potassium carbonate Catalysts: Tetrakis(triphenylphosphine)palladium Solvents: Tetrahydrofuran ,  Water ;  16 h, 70 °C
Reference
Synthesis of Celecoxib, Mavacoxib, SC-560, Fluxapyroxad, and Bixafen Enabled by Continuous Flow Reaction Modules
Britton, Joshua; et al, European Journal of Organic Chemistry, 2017, 2017(44), 6566-6574

Production Method 4

Reaction Conditions
1.1 Reagents: Potassium carbonate Catalysts: Dichlorobis(triphenylphosphine)palladium Solvents: 1,4-Dioxane ,  Water ;  3 h, 70 °C
Reference
A Detailed Study of Acetate-Assisted C-H Activation at Palladium(IV) Centers
Maleckis, Ansis; et al, Journal of the American Chemical Society, 2013, 135(17), 6618-6625

3',4',5'-Trifluoro-1,1'-biphenyl-2-amine Raw materials

3',4',5'-Trifluoro-1,1'-biphenyl-2-amine Preparation Products

3',4',5'-Trifluoro-1,1'-biphenyl-2-amine Suppliers

Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
(CAS:915416-45-4)3',4',5'-Trifluoro-1,1'-biphenyl-2-amine
Order Number:A851907
Stock Status:in Stock
Quantity:250mg/1g/5g/10g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 07:38
Price ($):174.0/430.0/1302.0/2165.0

Additional information on 3',4',5'-Trifluoro-1,1'-biphenyl-2-amine

Comprehensive Overview of 3',4',5'-Trifluoro-1,1'-biphenyl-2-amine (CAS No. 915416-45-4): Properties, Applications, and Industry Relevance

The compound 3',4',5'-Trifluoro-1,1'-biphenyl-2-amine (CAS No. 915416-45-4) is a fluorinated biphenyl derivative that has garnered significant attention in pharmaceutical and materials science research. With its unique trifluorinated aromatic structure, this compound serves as a versatile building block for synthesizing advanced molecules. The presence of fluorine atoms at the 3', 4', and 5' positions enhances its electronic properties, making it valuable for designing high-performance materials and bioactive compounds.

In recent years, the demand for fluorinated organic compounds has surged due to their applications in drug discovery and agrochemical development. Researchers are particularly interested in 3',4',5'-Trifluoro-1,1'-biphenyl-2-amine for its potential role in creating selective enzyme inhibitors and ligands for catalysis. Its structural rigidity and electron-withdrawing effects contribute to improved binding affinity in molecular interactions, a hot topic in medicinal chemistry discussions.

The synthesis of 915416-45-4 typically involves palladium-catalyzed cross-coupling reactions, a method widely explored in green chemistry initiatives. This aligns with the growing industry focus on sustainable synthesis routes, as evidenced by frequent searches for "eco-friendly fluorination methods" and "catalytic amination techniques". The compound’s thermal stability also makes it a candidate for electronic materials, addressing the need for heat-resistant polymers in semiconductor packaging.

Analytical characterization of 3',4',5'-Trifluoro-1,1'-biphenyl-2-amine relies on advanced techniques like NMR spectroscopy and high-resolution mass spectrometry, topics frequently queried in academic forums. Its solubility profile (moderate in polar aprotic solvents) is critical for formulation scientists, reflecting the popularity of searches such as "fluorinated amine solubility data". Regulatory databases confirm its compliance with major chemical inventories, ensuring global accessibility for research.

Future prospects for CAS No. 915416-45-4 include explorations in OLED materials and liquid crystal displays, areas where fluorinated aromatics excel. Industry reports highlight a compound annual growth rate (CAGR) of 8.2% for fluorine-based intermediates through 2030, underscoring the relevance of this chemical. As patent filings citing similar structures increase, 3',4',5'-Trifluoro-1,1'-biphenyl-2-amine remains a compound to watch in innovation-driven sectors.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:915416-45-4)3',4',5'-Trifluoro-1,1'-biphenyl-2-amine
A851907
Purity:99%/99%/99%/99%
Quantity:250mg/1g/5g/10g
Price ($):174.0/430.0/1302.0/2165.0
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