Cas no 85462-59-5 (2-Bromo-5-chloro-4-fluoroaniline)

2-Bromo-5-chloro-4-fluoroaniline is a halogenated aniline derivative with a molecular formula of C?H?BrClFN. This compound serves as a versatile intermediate in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and specialty chemicals. Its distinct substitution pattern—bromo, chloro, and fluoro groups on the aromatic ring—enhances reactivity and selectivity in cross-coupling reactions, such as Suzuki or Buchwald-Hartwig couplings. The presence of multiple halogens also allows for further functionalization, making it valuable in constructing complex molecular architectures. High purity and stability under standard conditions ensure reliable performance in synthetic applications. Proper handling is advised due to potential sensitivity to light and moisture.
2-Bromo-5-chloro-4-fluoroaniline structure
85462-59-5 structure
Product Name:2-Bromo-5-chloro-4-fluoroaniline
CAS No:85462-59-5
MF:C6H4BrClFN
MW:224.45806312561
MDL:MFCD10698796
CID:60880
PubChem ID:11424638
Update Time:2025-06-08

2-Bromo-5-chloro-4-fluoroaniline Chemical and Physical Properties

Names and Identifiers

    • 2-Bromo-5-chloro-4-fluoroaniline
    • 2-BROMO-4-FLUORO-5-CHLOROANILINE
    • 2-bromo-5-chloro-4-fluoroBenzenamine
    • Benzenamine, 2-bromo-5-chloro-4-fluoro-
    • 2-bromo-5-chloro-4-fluoro aniline
    • AK116797
    • 2-bromo-5-chloro-4-fluoro-aniline
    • 1-Amino-2-bromo-5-chloro-4-fluorobenzene
    • QNKQNJJCNWUOHC-UHFFFAOYSA-N
    • PC7174
    • BBL101375
    • STL555171
    • SC3881
    • FCH1327450
    • Benzenamine,2-bromo-5-chloro-4-f
    • 2-Bromo-5-chloro-4-fluorobenzenamine (ACI)
    • J-508342
    • AS-813/43501804
    • MFCD10698796
    • DTXSID60465454
    • SY046754
    • AKOS005258196
    • DS-4680
    • CS-W006406
    • 85462-59-5
    • SB79995
    • SCHEMBL3168767
    • MDL: MFCD10698796
    • Inchi: 1S/C6H4BrClFN/c7-3-1-5(9)4(8)2-6(3)10/h1-2H,10H2
    • InChI Key: QNKQNJJCNWUOHC-UHFFFAOYSA-N
    • SMILES: FC1C(Cl)=CC(N)=C(Br)C=1

Computed Properties

  • Exact Mass: 222.92000
  • Monoisotopic Mass: 222.91997g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 0
  • Complexity: 124
  • 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
  • Topological Polar Surface Area: 26
  • XLogP3: 2.7

Experimental Properties

  • Color/Form: Solid
  • Boiling Point: 272.5℃ at 760 mmHg
  • PSA: 26.02000
  • LogP: 3.40500

2-Bromo-5-chloro-4-fluoroaniline Security Information

  • Signal Word:Warning
  • Hazard Statement: H302
  • Warning Statement: P301+P312+P330
  • Storage Condition:2-8 °C

2-Bromo-5-chloro-4-fluoroaniline 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%

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2-Bromo-5-chloro-4-fluoroaniline Production Method

2-Bromo-5-chloro-4-fluoroaniline Suppliers

Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
(CAS:85462-59-5)2-Bromo-5-chloro-4-fluoroaniline
Order Number:A863575
Stock Status:in Stock
Quantity:100g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 08:41
Price ($):507.0

2-Bromo-5-chloro-4-fluoroaniline Related Literature

Additional information on 2-Bromo-5-chloro-4-fluoroaniline

Professional Introduction to 2-Bromo-5-chloro-4-fluoroaniline (CAS No. 85462-59-5)

2-Bromo-5-chloro-4-fluoroaniline is a specialized organic compound that has garnered significant attention in the field of pharmaceutical chemistry and materials science due to its unique structural and chemical properties. This compound, identified by the CAS number 85462-59-5, is a halogenated aniline derivative featuring bromine, chlorine, and fluorine substituents at specific positions on the benzene ring. These substituents contribute to its reactivity and make it a valuable intermediate in the synthesis of various biologically active molecules.

The structural configuration of 2-Bromo-5-chloro-4-fluoroaniline imparts distinct electronic and steric effects that influence its interactions with biological targets. The presence of bromine and chlorine at the 2- and 5-positions, respectively, enhances its electrophilic character, making it a suitable precursor for further functionalization. Additionally, the fluorine atom at the 4-position introduces electron-withdrawing effects, which can modulate the compound's reactivity and binding affinity.

In recent years, 2-Bromo-5-chloro-4-fluoroaniline has been extensively studied for its potential applications in drug discovery and development. Its halogenated aromatic core is a common motif in many pharmaceutical agents, where such substituents often play a crucial role in optimizing pharmacokinetic properties and target specificity. Researchers have leveraged this compound to synthesize novel analogs with enhanced efficacy and reduced toxicity in various therapeutic contexts.

One of the most compelling aspects of 2-Bromo-5-chloro-4-fluoroaniline is its versatility as a building block in medicinal chemistry. The halogen atoms provide multiple sites for selective functionalization, enabling chemists to tailor the compound's properties for specific applications. For instance, palladium-catalyzed cross-coupling reactions have been employed to introduce additional aryl or heteroaryl groups, expanding the chemical space available for drug design.

The pharmaceutical industry has shown particular interest in derivatives of 2-Bromo-5-chloro-4-fluoroaniline due to their potential as kinase inhibitors, antiviral agents, and anti-inflammatory compounds. Recent studies have demonstrated that modifications to this core structure can significantly alter biological activity. For example, replacing one of the halogen atoms with a different functional group can lead to compounds with improved solubility or metabolic stability.

The synthesis of 2-Bromo-5-chloro-4-fluoroaniline typically involves multi-step organic transformations starting from readily available aniline precursors. The introduction of bromine and chlorine is often achieved through electrophilic aromatic substitution reactions, while fluorination can be accomplished using various fluorinating agents. These synthetic pathways highlight the compound's accessibility and utility in industrial-scale production.

In addition to its pharmaceutical applications, 2-Bromo-5-chloro-4-fluoroaniline has found utility in materials science. Its ability to form stable complexes with metal ions makes it a candidate for developing new catalysts or luminescent materials. The halogen substituents can also influence electronic properties, making this compound relevant for organic electronics and optoelectronic devices.

The safety profile of 2-Bromo-5-chloro-4-fluoroaniline is another critical consideration in its application. While it is not classified as a hazardous material under standard regulations, proper handling procedures must be followed to ensure worker safety. Storage conditions should be controlled to prevent degradation, and exposure should be minimized through appropriate personal protective equipment.

The future prospects for 2-Bromo-5-chloro-4-fluoroaniline are promising, with ongoing research exploring new synthetic methodologies and applications. Advances in computational chemistry are enabling more efficient virtual screening of derivatives, accelerating the discovery process. Furthermore, interdisciplinary collaborations between chemists and biologists are expected to yield novel insights into the biological roles of halogenated aromatic compounds.

In conclusion, 2-Bromo-5-chloro-4-fluoroaniline (CAS No. 85462-59-5) represents a versatile intermediate with significant potential in pharmaceuticals and materials science. Its unique structural features make it an invaluable tool for synthetic chemists seeking to develop innovative therapeutics and advanced materials. As research continues to uncover new applications for this compound, its importance in modern science is likely to grow even further.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:85462-59-5)2-Bromo-5-chloro-4-fluoroaniline
A863575
Purity:99%
Quantity:100g
Price ($):507.0
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