Cas no 202808-22-8 (5-bromo-4-chloro-2-nitrobenzaldehyde)

5-Bromo-4-chloro-2-nitrobenzaldehyde is a halogenated nitrobenzaldehyde derivative with significant utility in organic synthesis and pharmaceutical intermediates. Its distinct substitution pattern—featuring bromo, chloro, and nitro functional groups—enhances reactivity in electrophilic aromatic substitution and nucleophilic addition reactions. This compound serves as a versatile building block for constructing complex heterocycles, agrochemicals, and active pharmaceutical ingredients (APIs). The electron-withdrawing nitro group further facilitates condensation and cyclization reactions, while the halogen substituents enable selective functionalization via cross-coupling methodologies. Its crystalline form ensures consistent purity, making it suitable for precision applications in research and industrial settings. Proper handling is advised due to its potential sensitivity to light and moisture.
5-bromo-4-chloro-2-nitrobenzaldehyde structure
202808-22-8 structure
Product Name:5-bromo-4-chloro-2-nitrobenzaldehyde
CAS No:202808-22-8
MF:C7H3BrClNO3
MW:264.460620164871
CID:2124822
PubChem ID:15366548
Update Time:2025-05-21

5-bromo-4-chloro-2-nitrobenzaldehyde Chemical and Physical Properties

Names and Identifiers

    • 5-bromo-4-chloro-2-nitrobenzaldehyde
    • MFCD26398731
    • F84092
    • CIA80822
    • 202808-22-8
    • SCHEMBL5277130
    • CS-0435688
    • AKOS027365972
    • Z1813198277
    • JYXKLHDTWONABR-UHFFFAOYSA-N
    • Benzaldehyde, 5-bromo-4-chloro-2-nitro-
    • DB-317487
    • 5-Bromo-4-chloro-2-nitro-benzaldehyde
    • EN300-267158
    • 970-107-3
    • Inchi: 1S/C7H3BrClNO3/c8-5-1-4(3-11)7(10(12)13)2-6(5)9/h1-3H
    • InChI Key: JYXKLHDTWONABR-UHFFFAOYSA-N
    • SMILES: BrC1C(=CC(=C(C=O)C=1)[N+](=O)[O-])Cl

Computed Properties

  • Exact Mass: 262.89848g/mol
  • Monoisotopic Mass: 262.89848g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 2
  • Complexity: 220
  • 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: 2.5
  • Topological Polar Surface Area: 62.9?2

5-bromo-4-chloro-2-nitrobenzaldehyde Pricemore >>

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5-bromo-4-chloro-2-nitrobenzaldehyde Related Literature

Additional information on 5-bromo-4-chloro-2-nitrobenzaldehyde

5-Bromo-4-chloro-2-nitrobenzaldehyde: Properties, Applications, and Market Insights

5-Bromo-4-chloro-2-nitrobenzaldehyde (CAS No. 202808-22-8) is a versatile aromatic aldehyde with significant applications in organic synthesis and pharmaceutical research. This compound, characterized by its bromo, chloro, and nitro substituents, exhibits unique chemical properties that make it valuable for constructing complex molecular frameworks. Researchers and industries frequently seek 5-bromo-4-chloro-2-nitrobenzaldehyde suppliers due to its role in synthesizing heterocyclic compounds and active pharmaceutical ingredients (APIs).

The molecular structure of 5-bromo-4-chloro-2-nitrobenzaldehyde features an aldehyde group (-CHO) at the 1-position, complemented by halogen and nitro groups at the 2, 4, and 5 positions. This arrangement enhances its reactivity in electrophilic aromatic substitution and nucleophilic addition reactions, making it a preferred intermediate for organic synthesis. Recent studies highlight its utility in developing antimicrobial agents and agrochemicals, aligning with the growing demand for novel bioactive compounds.

In pharmaceutical applications, CAS 202808-22-8 serves as a precursor for nitrobenzaldehyde derivatives, which are pivotal in designing drugs targeting infectious diseases and metabolic disorders. The compound’s electron-withdrawing groups facilitate selective bond formation, a feature exploited in catalyzed cross-coupling reactions. Notably, its derivatives are investigated for potential anticancer properties, reflecting trends in precision medicine research.

The global market for 5-bromo-4-chloro-2-nitrobenzaldehyde is expanding, driven by advancements in green chemistry and sustainable synthesis methods. Manufacturers emphasize high-purity grades to meet the stringent requirements of pharmaceutical intermediates. Environmental regulations and the shift toward eco-friendly solvents have also influenced production protocols, with many suppliers adopting microwave-assisted synthesis to reduce waste.

Analytical techniques such as HPLC and NMR spectroscopy are critical for verifying the purity of 5-bromo-4-chloro-2-nitrobenzaldehyde. Quality control measures ensure compliance with Good Manufacturing Practices (GMP), particularly for applications in drug development. Storage recommendations typically include protection from light and moisture to maintain stability, as the compound’s nitro group can degrade under prolonged exposure to heat.

Emerging trends in AI-driven drug discovery have spurred interest in 202808-22-8 CAS as a building block for machine learning-optimized compounds. Researchers leverage its structural motifs to generate libraries of bioactive molecules, accelerating the identification of lead candidates. This synergy between computational chemistry and traditional synthesis underscores the compound’s relevance in modern R&D pipelines.

For laboratories and industrial users, sourcing 5-bromo-4-chloro-2-nitrobenzaldehyde requires evaluating technical data sheets and safety profiles. While the compound is not classified as hazardous under standard conditions, proper handling protocols—such as using personal protective equipment (PPE)—are advised. Suppliers often provide custom synthesis services to tailor quantities and purity levels for specific applications.

In summary, 5-bromo-4-chloro-2-nitrobenzaldehyde (CAS 202808-22-8) bridges fundamental chemistry and applied sciences, with its demand fueled by innovations in pharmaceuticals, material science, and catalysis. Its multifunctional design ensures continued relevance in addressing challenges across life sciences and industrial chemistry.

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