Cas no 1191922-50-5 (3-bromo-5-(trifluoromethoxy)benzene-1,2-diamine)

3-Bromo-5-(trifluoromethoxy)benzene-1,2-diamine is a halogenated aromatic diamine compound featuring both bromo and trifluoromethoxy functional groups. Its structure makes it a valuable intermediate in organic synthesis, particularly for the preparation of heterocyclic compounds and functionalized benzimidazoles. The presence of electron-withdrawing groups enhances its reactivity in electrophilic substitution and cross-coupling reactions, while the diamine moiety allows for further derivatization, such as condensation or cyclization. This compound is particularly useful in pharmaceutical and agrochemical research, where its unique substitution pattern contributes to the development of bioactive molecules. High purity grades ensure consistent performance in synthetic applications. Proper handling is advised due to potential sensitivity to air and moisture.
3-bromo-5-(trifluoromethoxy)benzene-1,2-diamine structure
1191922-50-5 structure
Product Name:3-bromo-5-(trifluoromethoxy)benzene-1,2-diamine
CAS No:1191922-50-5
MF:C7H6BrF3N2O
MW:271.034551143646
MDL:MFCD00042191
CID:1208890
PubChem ID:53395646
Update Time:2025-05-24

3-bromo-5-(trifluoromethoxy)benzene-1,2-diamine Chemical and Physical Properties

Names and Identifiers

    • 3-bromo-5-(trifluoromethoxy)benzene-1,2-diamine
    • NWUBWBRCEFGWHI-UHFFFAOYSA-N
    • DB-410844
    • 3-Bromo-5-(trifluoromethoxy)phenylene-1,2-diamine, 2,3-Diamino-5-(trifluoromethoxy)bromobenzene
    • AKOS026672489
    • MFCD00042191
    • 3-Bromo-5-(trifluoromethoxy)-1,2-benzenediamine
    • SCHEMBL1610816
    • PS-7282
    • 1191922-50-5
    • MDL: MFCD00042191
    • Inchi: 1S/C7H6BrF3N2O/c8-4-1-3(14-7(9,10)11)2-5(12)6(4)13/h1-2H,12-13H2
    • InChI Key: NWUBWBRCEFGWHI-UHFFFAOYSA-N
    • SMILES: BrC1=CC(=CC(=C1N)N)OC(F)(F)F

Computed Properties

  • Exact Mass: 269.96200
  • Monoisotopic Mass: 269.96156g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 1
  • Complexity: 202
  • 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: 2.4
  • Topological Polar Surface Area: 61.3?2

Experimental Properties

  • Density: 1.8±0.1 g/cm3
  • Boiling Point: 280.8±35.0 °C at 760 mmHg
  • Flash Point: 123.6±25.9 °C
  • PSA: 61.27000
  • LogP: 3.67450
  • Vapor Pressure: 0.0±0.6 mmHg at 25°C

3-bromo-5-(trifluoromethoxy)benzene-1,2-diamine Security Information

3-bromo-5-(trifluoromethoxy)benzene-1,2-diamine Customs Data

  • HS CODE:2922299090
  • Customs Data:

    China Customs Code:

    2922299090

    Overview:

    2922299090. Other amino groups(naphthol\phenol)And ether\Esters [including their salts, Except those containing more than one oxygen-containing group]. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to, The color of ethanolamine and its salt should be reported, The package of ethanolamine and its salt shall be declared

    Summary:

    2922299090. other amino-naphthols and other amino-phenols, other than those containing more than one kind of oxygen function, their ethers and esters; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

3-bromo-5-(trifluoromethoxy)benzene-1,2-diamine Pricemore >>

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Additional information on 3-bromo-5-(trifluoromethoxy)benzene-1,2-diamine

Recent Advances in the Study of 3-Bromo-5-(trifluoromethoxy)benzene-1,2-diamine (CAS: 1191922-50-5) in Chemical Biology and Pharmaceutical Research

3-Bromo-5-(trifluoromethoxy)benzene-1,2-diamine (CAS: 1191922-50-5) has recently emerged as a compound of significant interest in chemical biology and pharmaceutical research. This aromatic diamine derivative, characterized by its bromo and trifluoromethoxy substituents, has shown promising potential in various applications, including drug discovery, medicinal chemistry, and materials science. The unique electronic and steric properties imparted by its functional groups make it a valuable building block for the synthesis of more complex molecules with tailored biological activities.

Recent studies have focused on the synthetic methodologies for 3-bromo-5-(trifluoromethoxy)benzene-1,2-diamine, with an emphasis on optimizing yield and purity. A 2023 publication in the Journal of Medicinal Chemistry reported a novel catalytic approach using palladium-based catalysts, achieving a yield of over 85% under mild reaction conditions. This advancement addresses previous challenges associated with the synthesis of this compound, such as low yields and the formation of undesirable byproducts.

In the context of drug discovery, 3-bromo-5-(trifluoromethoxy)benzene-1,2-diamine has been explored as a precursor for the development of kinase inhibitors. Researchers have demonstrated its utility in constructing heterocyclic scaffolds that exhibit potent inhibitory activity against specific kinases implicated in cancer and inflammatory diseases. For instance, a study published in Bioorganic & Medicinal Chemistry Letters highlighted the compound's role in the synthesis of a series of pyrimidine derivatives, some of which showed nanomolar IC50 values against targeted kinases.

Beyond its pharmaceutical applications, this compound has also garnered attention in materials science. Its structural features, including the electron-withdrawing trifluoromethoxy group, make it a candidate for the design of organic semiconductors and luminescent materials. A 2022 study in Advanced Materials showcased its incorporation into a novel polymer matrix, resulting in materials with enhanced thermal stability and tunable optoelectronic properties.

Despite these promising developments, challenges remain in the large-scale production and application of 3-bromo-5-(trifluoromethoxy)benzene-1,2-diamine. Issues such as cost-effective synthesis, scalability, and environmental impact of the production process are areas of ongoing research. Future studies are expected to focus on green chemistry approaches to address these concerns while expanding the compound's utility in multidisciplinary research.

In conclusion, 3-bromo-5-(trifluoromethoxy)benzene-1,2-diamine (CAS: 1191922-50-5) represents a versatile and valuable compound in contemporary chemical and pharmaceutical research. Its unique structural attributes and diverse applications underscore its importance as a subject of continued investigation. As synthetic methodologies improve and new applications are discovered, this compound is poised to play an increasingly significant role in advancing both fundamental science and applied technologies.

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