Cas no 6911-88-2 (2-Bromo-N-methyl-4-nitroaniline)

2-Bromo-N-methyl-4-nitroaniline is a halogenated nitroaniline derivative with the molecular formula C?H?BrN?O?. This compound serves as a versatile intermediate in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and dyes. Its bromo and nitro functional groups enhance reactivity, enabling selective substitution and coupling reactions. The presence of the N-methyl group improves solubility in organic solvents, facilitating downstream processing. With a well-defined structure and high purity, it ensures consistent performance in synthetic applications. Suitable for use in controlled environments, it is handled with standard safety precautions due to its potential irritant properties. This compound is valued for its reliability in complex chemical transformations.
2-Bromo-N-methyl-4-nitroaniline structure
6911-88-2 structure
Product Name:2-Bromo-N-methyl-4-nitroaniline
CAS No:6911-88-2
MF:C7H7BrN2O2
MW:231.046680688858
MDL:MFCD11052559
CID:856392
PubChem ID:20308846
Update Time:2025-06-14

2-Bromo-N-methyl-4-nitroaniline Chemical and Physical Properties

Names and Identifiers

    • 2-Bromo-N-methyl-4-nitroaniline
    • Benzenamine, 2-bromo-N-methyl-4-nitro-
    • N-Methyl 2-bromo-4-nitroaniline
    • A866905
    • AN-584/43414013
    • BS-24563
    • SB77161
    • F82812
    • UQJJTDUGJKNTEZ-UHFFFAOYSA-N
    • AMY36327
    • EN300-7388349
    • DTXSID10604952
    • 6911-88-2
    • SCHEMBL1464654
    • (2-bromo-4-nitro-phenyl)-methyl-amine
    • AKOS010989928
    • MFCD11052559
    • DB-127659
    • 2-bromo-N-methyl-4-nitrobenzenamine
    • MDL: MFCD11052559
    • Inchi: 1S/C7H7BrN2O2/c1-9-7-3-2-5(10(11)12)4-6(7)8/h2-4,9H,1H3
    • InChI Key: UQJJTDUGJKNTEZ-UHFFFAOYSA-N
    • SMILES: BrC1C=C(C=CC=1NC)[N+](=O)[O-]

Computed Properties

  • Exact Mass: 229.96909g/mol
  • Monoisotopic Mass: 229.96909g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 2
  • Complexity: 171
  • 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: 57.8?2

2-Bromo-N-methyl-4-nitroaniline Pricemore >>

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Additional information on 2-Bromo-N-methyl-4-nitroaniline

Recent Advances in the Study of 2-Bromo-N-methyl-4-nitroaniline (CAS: 6911-88-2) and Its Applications in Chemical Biology and Pharmaceutical Research

2-Bromo-N-methyl-4-nitroaniline (CAS: 6911-88-2) is a chemical compound that has garnered significant attention in recent years due to its versatile applications in chemical biology and pharmaceutical research. This compound, characterized by its bromo and nitro functional groups, serves as a crucial intermediate in the synthesis of various bioactive molecules. Recent studies have explored its potential in drug discovery, material science, and agrochemical development, highlighting its importance in interdisciplinary research.

One of the key areas of interest is the role of 2-Bromo-N-methyl-4-nitroaniline in the synthesis of novel heterocyclic compounds. Researchers have demonstrated its utility in constructing indole and quinoline derivatives, which are prominent scaffolds in medicinal chemistry. A 2023 study published in the Journal of Medicinal Chemistry detailed the use of this compound in the development of kinase inhibitors, showcasing its potential in targeting cancer-related pathways. The study reported improved yield and selectivity when using 2-Bromo-N-methyl-4-nitroaniline as a precursor, underscoring its advantages over traditional synthetic routes.

In addition to its applications in drug discovery, 2-Bromo-N-methyl-4-nitroaniline has been investigated for its photophysical properties. A recent publication in ACS Applied Materials & Interfaces explored its use in organic light-emitting diodes (OLEDs) due to its unique electronic structure. The study found that the compound's nitro group enhances electron-withdrawing capabilities, making it a promising candidate for optoelectronic applications. These findings open new avenues for the integration of this compound into advanced materials.

Another significant development involves the compound's role in agrochemical research. A 2022 study in Pest Management Science highlighted its efficacy as a precursor for herbicides and fungicides. The research demonstrated that derivatives of 2-Bromo-N-methyl-4-nitroaniline exhibit potent activity against a broad spectrum of plant pathogens, with minimal environmental impact. This aligns with the growing demand for sustainable agrochemical solutions, positioning the compound as a valuable asset in modern agriculture.

Despite these advancements, challenges remain in the large-scale production and purification of 2-Bromo-N-methyl-4-nitroaniline. Recent efforts have focused on optimizing synthetic protocols to improve yield and reduce byproducts. A 2023 study in Organic Process Research & Development proposed a novel catalytic method that significantly enhances the efficiency of its synthesis. This breakthrough not only addresses scalability issues but also reduces the environmental footprint of the production process.

In conclusion, 2-Bromo-N-methyl-4-nitroaniline (CAS: 6911-88-2) continues to be a focal point in chemical biology and pharmaceutical research. Its diverse applications, from drug discovery to material science and agrochemicals, underscore its versatility and potential for future innovations. Ongoing research aims to further elucidate its mechanistic pathways and expand its utility in emerging fields. As such, this compound remains a subject of great interest for researchers and industry professionals alike.

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