Cas no 72678-19-4 (2,6-dibromo-4-(trifluoromethyl)aniline)

2,6-Dibromo-4-(trifluoromethyl)aniline is a halogenated aromatic amine with a trifluoromethyl substituent, offering unique reactivity and stability for specialized synthetic applications. Its bromine atoms provide versatile sites for further functionalization, while the electron-withdrawing trifluoromethyl group enhances its utility in cross-coupling reactions and as an intermediate in agrochemical and pharmaceutical synthesis. The compound's high purity and well-defined structure make it suitable for precision chemistry, particularly in the development of fluorinated compounds with tailored properties. Its stability under standard conditions ensures reliable handling and storage, making it a practical choice for research and industrial processes requiring controlled halogenation and fluorination.
2,6-dibromo-4-(trifluoromethyl)aniline structure
72678-19-4 structure
Product Name:2,6-dibromo-4-(trifluoromethyl)aniline
CAS No:72678-19-4
MF:C7H4Br2F3N
MW:318.916570663452
MDL:MFCD00068181
CID:90576
PubChem ID:144565
Update Time:2025-11-02

2,6-dibromo-4-(trifluoromethyl)aniline Chemical and Physical Properties

Names and Identifiers

    • 2,6-Dibromo-4-(trifluoromethyl)aniline
    • 4-Amino-3,5-dibromobenzotrifluoride
    • 2,6-dibromo-4-trifluoromethylaniline
    • DRSMEHXBOXHXDX-UHFFFAOYSA-N
    • 2,6-dibromo-4-(trifluoromethyl)phenylamine
    • Benzenamine, 2,6-dibromo-4-(trifluoromethyl)-
    • PubChem2805
    • PC2330D
    • 2,6-dibromo-4-trifluoromethyl aniline
    • VF10143
    • FCH1320985
    • ZB006255
    • AK128877
    • BC002337
    • PS-7054
    • FT-0617477
    • A837596
    • MFCD00068181
    • AKOS005254870
    • SCHEMBL964964
    • SY025090
    • 72678-19-4
    • 2,6-Dibromo-4-(trifluoromethyl)aniline, 97%
    • CS-0157746
    • AMY10448
    • DTXSID60222988
    • DB-055662
    • DTXCID90145479
    • 2,6-dibromo-4-(trifluoromethyl)aniline
    • MDL: MFCD00068181
    • Inchi: 1S/C7H4Br2F3N/c8-4-1-3(7(10,11)12)2-5(9)6(4)13/h1-2H,13H2
    • InChI Key: DRSMEHXBOXHXDX-UHFFFAOYSA-N
    • SMILES: BrC1C(=C(C=C(C(F)(F)F)C=1)Br)N
    • BRN: 6314196

Computed Properties

  • Exact Mass: 316.86600
  • Monoisotopic Mass: 316.866
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 0
  • Complexity: 173
  • 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: 3.5
  • Topological Polar Surface Area: 26

Experimental Properties

  • Color/Form: Orange or yellow powder.
  • Density: 1.9954 (rough estimate)
  • Melting Point: 34-38 oC
  • Boiling Point: 64-65 °C (0.1 mmHg)
  • Flash Point: >230?°F
  • Refractive Index: 1.4640 (estimate)
  • Water Partition Coefficient: Insoluble in water.
  • PSA: 26.02000
  • LogP: 4.39380
  • Solubility: Insoluble in water.

2,6-dibromo-4-(trifluoromethyl)aniline Security Information

  • Hazard Statement: Irritant
  • Hazardous Material transportation number:2811
  • WGK Germany:3
  • Hazard Category Code: R36/37/38
  • Safety Instruction: S26-S36
  • Hazardous Material Identification: Xn
  • HazardClass:6.1
  • PackingGroup:III
  • Safety Term:6.1
  • Packing Group:III
  • Risk Phrases:R20/21/22; R36/37/38
  • Packing Group:III
  • Hazard Level:6.1

2,6-dibromo-4-(trifluoromethyl)aniline Customs Data

  • HS CODE:2921420090
  • Customs Data:

    China Customs Code:

    2921420090

    Overview:

    2921420090 Other aniline derivatives and their salts. 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:2921420090 aniline derivatives and their salts VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:30.0%

2,6-dibromo-4-(trifluoromethyl)aniline Pricemore >>

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Additional information on 2,6-dibromo-4-(trifluoromethyl)aniline

2,6-Dibromo-4-(trifluoromethyl)aniline (CAS No. 72678-19-4): Properties, Applications, and Market Insights

2,6-Dibromo-4-(trifluoromethyl)aniline (CAS No. 72678-19-4) is a halogenated aromatic amine compound with significant industrial and research applications. This specialized chemical features a unique combination of bromine and trifluoromethyl functional groups on an aniline backbone, making it particularly valuable in advanced material synthesis and pharmaceutical intermediates.

The molecular structure of 2,6-dibromo-4-trifluoromethylaniline consists of an aniline ring substituted with two bromine atoms at the 2- and 6-positions and a trifluoromethyl group at the 4-position. This specific arrangement contributes to its distinctive chemical reactivity and physical properties, including enhanced stability compared to non-halogenated anilines. The compound typically appears as a white to pale yellow crystalline solid with a molecular weight of 328.91 g/mol.

In recent years, 2,6-dibromo-4-(trifluoromethyl)aniline has gained attention in materials science due to its role in synthesizing liquid crystal materials and organic semiconductors. Researchers are particularly interested in its potential for creating novel electronic materials with improved thermal stability and charge transport properties. The trifluoromethyl group's strong electron-withdrawing character combined with the bromine substituents makes this compound valuable for designing advanced functional materials.

The pharmaceutical industry utilizes 2,6-dibromo-4-trifluoromethylaniline as a key intermediate in the synthesis of various bioactive molecules. Its structural features make it particularly useful for developing antimicrobial agents and central nervous system drugs. Recent studies have explored its derivatives as potential candidates for treating neurological disorders, aligning with current research trends in neurodegenerative disease treatment.

From a synthetic chemistry perspective, 72678-19-4 serves as a versatile building block for cross-coupling reactions, particularly in palladium-catalyzed transformations. The bromine atoms provide excellent leaving groups for various coupling reactions, while the trifluoromethyl group remains intact under most reaction conditions. This dual functionality makes it valuable for constructing complex molecular architectures in medicinal chemistry and materials science.

Environmental considerations surrounding 2,6-dibromo-4-(trifluoromethyl)aniline have become increasingly important. Researchers are investigating its biodegradation pathways and developing more sustainable synthesis methods. Recent advancements in green chemistry approaches aim to reduce the environmental impact of halogenated compound production while maintaining high yields and purity.

The global market for 2,6-dibromo-4-trifluoromethylaniline has shown steady growth, driven by increasing demand from the electronics materials sector and pharmaceutical research. Manufacturers are focusing on improving production scalability and purity standards to meet the requirements of high-tech applications. Regional markets in Asia, particularly China and India, have shown significant expansion in production capabilities for such specialty chemicals.

Analytical characterization of 72678-19-4 typically involves HPLC analysis, mass spectrometry, and NMR spectroscopy. Quality control standards have become more stringent as applications demand higher purity grades. Recent analytical method developments enable more precise detection of impurities at trace levels, ensuring reliable performance in sensitive applications.

Storage and handling of 2,6-dibromo-4-(trifluoromethyl)aniline require standard precautions for aromatic amines. The compound should be kept in tightly sealed containers under inert atmosphere when long-term storage is needed. Compatibility studies have shown good stability with common laboratory materials, though contact with strong oxidizers should be avoided.

Future research directions for 2,6-dibromo-4-trifluoromethylaniline include exploring its potential in organic electronics and as a precursor for metal-organic frameworks (MOFs). The unique electronic properties imparted by its substituent pattern make it an interesting candidate for developing new functional materials with tailored properties. Additionally, its derivatives are being investigated for various catalytic applications in organic synthesis.

For researchers working with 72678-19-4, recent literature highlights innovative synthetic applications and novel derivatives. The compound's versatility continues to make it a valuable tool in both academic and industrial settings. As synthetic methodologies advance, we can expect to see expanded applications of this interesting halogenated aniline derivative in cutting-edge technologies.

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