Cas no 287714-93-6 (5-(bromomethyl)-2,3-dichloropyridine)

5-(Bromomethyl)-2,3-dichloropyridine is a versatile heterocyclic compound featuring a reactive bromomethyl group and two chlorine substituents on a pyridine ring. This structure makes it a valuable intermediate in organic synthesis, particularly for cross-coupling reactions, nucleophilic substitutions, and the construction of complex pharmaceutical or agrochemical scaffolds. The bromomethyl group allows for further functionalization, while the dichloropyridine backbone enhances stability and reactivity in selective transformations. Its high purity and well-defined reactivity profile make it suitable for applications in medicinal chemistry and material science. Proper handling under inert conditions is recommended due to its sensitivity to moisture and potential lability of the C-Br bond.
5-(bromomethyl)-2,3-dichloropyridine structure
287714-93-6 structure
Product Name:5-(bromomethyl)-2,3-dichloropyridine
CAS No:287714-93-6
MF:C6H4BrCl2N
MW:240.912658691406
MDL:MFCD16607530
CID:1436826
PubChem ID:21962328
Update Time:2025-09-28

5-(bromomethyl)-2,3-dichloropyridine Chemical and Physical Properties

Names and Identifiers

    • Pyridine, 5-(bromomethyl)-2,3-dichloro-
    • 2,3-Dichloro-5-(bromomethyl)pyridine
    • 5-(bromomethyl)-2,3-dichloropyridine
    • 5-Bromomethyl-2,3-dichloro-pyridine
    • EN300-1911713
    • 287714-93-6
    • A1-04801
    • 3-(bromomethyl)-5,6-dichloropyridine
    • 5,6-dichloro-3-(bromomethyl)pyridine
    • WDNMFRJFVXIEJI-UHFFFAOYSA-N
    • 5,6-dichloro-3-bromomethylpyridine
    • SCHEMBL487565
    • DB-302222
    • MDL: MFCD16607530
    • Inchi: 1S/C6H4BrCl2N/c7-2-4-1-5(8)6(9)10-3-4/h1,3H,2H2
    • InChI Key: WDNMFRJFVXIEJI-UHFFFAOYSA-N
    • SMILES: BrCC1C=NC(=C(C=1)Cl)Cl

Computed Properties

  • Exact Mass: 238.89052
  • Monoisotopic Mass: 238.89042g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 1
  • Complexity: 112
  • 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: 3
  • Topological Polar Surface Area: 12.9?2

Experimental Properties

  • PSA: 12.89

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Additional information on 5-(bromomethyl)-2,3-dichloropyridine

Comprehensive Overview of 5-(Bromomethyl)-2,3-dichloropyridine (CAS No. 287714-93-6)

5-(Bromomethyl)-2,3-dichloropyridine (CAS No. 287714-93-6) is a halogenated pyridine derivative with significant applications in pharmaceutical and agrochemical research. This compound, characterized by its bromomethyl and dichloro substituents, serves as a versatile intermediate in organic synthesis. Its molecular structure, C6H4BrCl2N, enables diverse functionalization, making it valuable for constructing complex molecules. Researchers frequently explore its reactivity in cross-coupling reactions, nucleophilic substitutions, and as a precursor for bioactive compounds.

The growing interest in 5-(Bromomethyl)-2,3-dichloropyridine aligns with trends in green chemistry and sustainable synthesis. Scientists are optimizing its production to minimize waste and energy consumption, addressing environmental concerns. Recent publications highlight its role in developing crop protection agents and pharmaceutical scaffolds, particularly in kinase inhibitor design. Its CAS No. 287714-93-6 is often searched alongside terms like "pyridine derivatives in drug discovery" or "halogenated building blocks," reflecting its relevance in modern R&D.

Analytical techniques such as HPLC, NMR, and mass spectrometry are essential for characterizing 5-(Bromomethyl)-2,3-dichloropyridine. Purity thresholds (>98%) are critical for reproducibility in medicinal chemistry applications. Storage recommendations typically suggest anhydrous conditions at 2-8°C to preserve its bromomethyl reactivity. Suppliers often provide technical data sheets detailing stability, solubility (e.g., in DMSO or THF), and compatibility with common reagents.

Innovative applications of this compound include its use in metal-organic frameworks (MOFs) and catalysis. The 2,3-dichloropyridine moiety contributes to ligand design in transition metal complexes, while the bromomethyl group facilitates post-synthetic modifications. Such versatility explains its frequent appearance in patents related to electronic materials and specialty chemicals.

Safety protocols for handling CAS 287714-93-6 emphasize standard laboratory precautions, including glove use and ventilation. While not classified as high-risk, its halogenated structure warrants proper waste disposal per local regulations. Environmental fate studies indicate moderate persistence, prompting development of biodegradable analogs in some applications.

The market for 5-(Bromomethyl)-2,3-dichloropyridine reflects broader demand for fine chemicals. Pricing trends correlate with bromine availability and synthetic route efficiency. Custom synthesis services increasingly offer isotope-labeled versions (13C, 15N) for metabolic research, expanding its utility in isotope dilution analysis and tracer studies.

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