Cas no 1072945-59-5 (2-Bromo-6-ethoxyaniline)

2-Bromo-6-ethoxyaniline is a brominated aniline derivative featuring an ethoxy substituent at the ortho position relative to the amino group. This compound is primarily utilized as an intermediate in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and specialty chemicals. The presence of both bromo and ethoxy functional groups enhances its reactivity in cross-coupling reactions, such as Suzuki or Buchwald-Hartwig couplings, enabling the construction of complex aromatic frameworks. Its well-defined structure and high purity make it a reliable building block for researchers in medicinal chemistry and material science. The compound is typically handled under inert conditions due to the sensitivity of the amino group.
2-Bromo-6-ethoxyaniline structure
2-Bromo-6-ethoxyaniline structure
Product Name:2-Bromo-6-ethoxyaniline
CAS No:1072945-59-5
MF:C8H10BrNO
MW:216.07510137558
MDL:MFCD11504835
CID:856319
Update Time:2025-05-24

2-Bromo-6-ethoxyaniline Chemical and Physical Properties

Names and Identifiers

    • 2-Bromo-6-ethoxyaniline
    • ACMC-2098q7
    • AG-D-22431
    • AK-90607
    • ANW-15581
    • BD229116
    • CTK4A5191
    • MDL: MFCD11504835
    • Inchi: 1S/C8H10BrNO/c1-2-11-7-5-3-4-6(9)8(7)10/h3-5H,2,10H2,1H3
    • InChI Key: BMRDKLUDXJPIFQ-UHFFFAOYSA-N
    • SMILES: BrC1=CC=CC(=C1N)OCC

Computed Properties

  • Exact Mass: 214.99500
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 2

Experimental Properties

  • Density: 1.455±0.06 g/cm3 (20 oC 760 Torr),
  • Boiling Point: 267.4±20.0 oC (760 Torr),
  • Flash Point: 115.5±21.8 oC,
  • Solubility: Very slightly soluble (0.39 g/l) (25 o C),
  • PSA: 35.25000
  • LogP: 3.01120

2-Bromo-6-ethoxyaniline 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%

2-Bromo-6-ethoxyaniline Pricemore >>

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Additional information on 2-Bromo-6-ethoxyaniline

Exploring the Properties and Applications of 2-Bromo-6-Ethoxyaniline

2-Bromo-6-Ethoxyaniline, also known by its CAS number 1072945-59-5, is a brominated aromatic amine compound with significant potential in various chemical and pharmaceutical applications. This compound has been the subject of recent research, particularly in the fields of organic synthesis and drug development. Its unique structure, featuring a bromine atom at the 2-position and an ethoxy group at the 6-position on the aniline ring, makes it a versatile building block for constructing complex molecules.

The synthesis of 2-Bromo-6-Ethoxyaniline involves a multi-step process that typically begins with the bromination of an aniline derivative. Researchers have explored various methods to optimize this process, including the use of catalytic systems and alternative solvents to enhance yield and purity. Recent studies have highlighted the importance of reaction conditions, such as temperature and pH, in determining the selectivity of bromination reactions.

In terms of physical properties, 2-Bromo-6-Ethoxyaniline exhibits a melting point of approximately 180°C and is sparingly soluble in water but dissolves readily in organic solvents like dichloromethane and ethyl acetate. These properties make it suitable for use in both solution-phase and solid-phase synthesis techniques. The compound's stability under thermal and oxidative conditions has also been studied extensively, with findings indicating moderate stability under ambient conditions.

The application of 2-Bromo-6-Ethoxyaniline in drug discovery has garnered significant attention due to its ability to act as a precursor for bioactive compounds. For instance, recent research has demonstrated its utility in synthesizing potential inhibitors for kinases, which are key targets in cancer therapy. The bromine atom at the 2-position serves as a reactive site for further functionalization, enabling the introduction of diverse substituents that can modulate biological activity.

Beyond pharmaceuticals, 2-Bromo-6-Ethoxyaniline has found applications in materials science, particularly in the development of advanced polymers and coatings. Its aromatic structure contributes to high thermal stability, making it a candidate for high-performance materials used in aerospace and electronics industries.

In conclusion, 2-Bromo-6-Ethoxyaniline, with its unique chemical properties and versatile structure, continues to be a focal point for researchers across multiple disciplines. As advancements in synthetic methodologies and material characterization techniques unfold, this compound is poised to play an even more critical role in driving innovation across various sectors.

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