Cas no 1187928-79-5 (3-bromo-5-chloro-N-methylaniline)

3-Bromo-5-chloro-N-methylaniline is a halogenated aromatic amine with the molecular formula C?H?BrClN. 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 and chloro groups at the 3- and 5-positions, respectively, along with an N-methylamino group—enhances reactivity in cross-coupling reactions and electrophilic substitutions. The product exhibits high purity and stability, making it suitable for precise synthetic applications. Its structural features allow for further functionalization, enabling the development of complex molecules. Proper handling is advised due to potential sensitivity to light and moisture. Store in a cool, dry environment under inert conditions.
3-bromo-5-chloro-N-methylaniline structure
1187928-79-5 structure
Product Name:3-bromo-5-chloro-N-methylaniline
CAS No:1187928-79-5
MF:C7H7BrClN
MW:220.494179964066
MDL:MFCD12913727
CID:2604065
PubChem ID:20543364
Update Time:2025-05-23

3-bromo-5-chloro-N-methylaniline Chemical and Physical Properties

Names and Identifiers

    • (3-Bromo-5-chloro-phenyl)-methyl-amine
    • (3-BROMO-5-CHLOROPHENYL)METHANAMINE
    • 3-Bromo-5-chlorobenzylamine
    • 3-BROMO-5-CHLOROBENZENEMETHANAMINE
    • KHUHKVBBFRQHSO-UHFFFAOYSA-N
    • AB65611
    • Benzenemethanamine, 3-bromo-5-chloro-
    • [(3-Bromo-5-chlorophenyl)methyl]amine
    • 3-bromo-5-chloro-N-methylaniline
    • MDL: MFCD12913727
    • Inchi: 1S/C7H7BrClN/c8-6-1-5(4-10)2-7(9)3-6/h1-3H,4,10H2
    • InChI Key: KHUHKVBBFRQHSO-UHFFFAOYSA-N
    • SMILES: BrC1=CC(=CC(=C1)CN)Cl

Computed Properties

  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 1
  • Complexity: 110
  • Topological Polar Surface Area: 26

3-bromo-5-chloro-N-methylaniline Pricemore >>

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Additional information on 3-bromo-5-chloro-N-methylaniline

Comprehensive Guide to 3-Bromo-5-chloro-N-methylaniline (CAS 1187928-79-5): Properties, Applications, and Industry Insights

3-Bromo-5-chloro-N-methylaniline (CAS 1187928-79-5) is a halogenated aromatic amine derivative with significant relevance in pharmaceutical and agrochemical research. This compound, characterized by its bromine and chlorine substituents on the benzene ring, serves as a versatile intermediate in organic synthesis. Its molecular formula, C7H7BrClN, and unique structural features make it valuable for constructing complex molecules, particularly in drug discovery pipelines.

In recent years, the demand for halogenated anilines like 3-bromo-5-chloro-N-methylaniline has surged due to their role in developing small-molecule inhibitors and crop protection agents. Researchers frequently search for "CAS 1187928-79-5 solubility" or "synthetic routes for N-methylaniline derivatives," reflecting its practical importance. The compound’s electron-withdrawing groups enhance its reactivity in cross-coupling reactions, a topic gaining traction in green chemistry discussions.

From a technical perspective, 3-bromo-5-chloro-N-methylaniline exhibits a melting point range of 85–90°C and moderate stability under inert conditions. Analytical techniques such as HPLC and GC-MS are commonly employed for purity verification, addressing frequent queries like "how to analyze halogenated anilines." Its lipophilicity (LogP ~2.8) makes it particularly useful in designing blood-brain barrier permeable drugs, a hot topic in neurological disorder research.

The compound’s applications extend to material science, where it acts as a precursor for conductive polymers and OLED materials. Industry trends show growing interest in "sustainable synthesis of bromo-chloro anilines" and "CAS 1187928-79-5 price trends," driven by the need for cost-effective specialty chemicals. Regulatory-compliant handling protocols are essential, though it avoids classification as a restricted substance under major chemical inventories.

Innovative uses of 3-bromo-5-chloro-N-methylaniline include its incorporation into metal-organic frameworks (MOFs) for gas storage applications. This aligns with the rising popularity of "MOF design with halogenated linkers" in academic literature. The compound’s crystallographic data (available in CSD databases) further supports structure-activity relationship studies, answering frequent search terms like "X-ray structure of bromo-chloro anilines."

Environmental considerations are critical when working with halogenated compounds. Recent studies focus on "biodegradation pathways for bromo-chloro anilines," addressing ecological concerns. The compound’s photostability under UV light also makes it a candidate for photoresist materials in semiconductor manufacturing—a sector experiencing exponential growth.

For procurement specialists, understanding "supply chain challenges for CAS 1187928-79-5" is vital. The compound typically ships as off-white crystals with ≥95% purity, with storage recommendations emphasizing protection from moisture and oxygen. Analytical certificates often include 1H-NMR and 13C-NMR spectral data, crucial for quality assurance in GMP-compliant production.

Emerging research explores 3-bromo-5-chloro-N-methylaniline in catalysis, particularly as a ligand in palladium-catalyzed reactions. This connects to the broader "C-H activation" trend in synthetic methodology. Its regioselectivity in electrophilic substitutions remains a subject of computational chemistry studies, often searched as "DFT calculations on substituted anilines."

In summary, 3-bromo-5-chloro-N-methylaniline (CAS 1187928-79-5) represents a multifaceted building block bridging medicinal chemistry, materials engineering, and sustainable technology. Its evolving applications continue to inspire both industrial and academic research, positioning it as a compound of enduring scientific interest.

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