Cas no 1141990-05-7 (3-(Bromomethyl)-2,5-dichloropyridine)

3-(Bromomethyl)-2,5-dichloropyridine is a versatile halogenated pyridine derivative widely used as a key intermediate in organic synthesis and pharmaceutical applications. Its reactive bromomethyl group facilitates selective functionalization, enabling the introduction of various substituents for the development of complex molecules. The presence of chlorine atoms at the 2- and 5-positions enhances its utility in cross-coupling reactions and further derivatization. This compound is particularly valuable in medicinal chemistry for constructing heterocyclic scaffolds. Its high purity and stability under controlled conditions ensure reliable performance in synthetic workflows. Proper handling is required due to its reactivity and potential sensitivity to moisture.
3-(Bromomethyl)-2,5-dichloropyridine structure
1141990-05-7 structure
Product Name:3-(Bromomethyl)-2,5-dichloropyridine
CAS No:1141990-05-7
MF:C6H4BrCl2N
MW:240.912658691406
MDL:MFCD16607532
CID:3167658
PubChem ID:23001420
Update Time:2025-10-24

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

Names and Identifiers

    • MFCD16607532
    • 3-(bromomethyl)-2,5-dichloropyridine
    • 896-902-4
    • RVB99005
    • CS-0441310
    • SCHEMBL6631024
    • 3-Bromomethyl-2,5-dichloro-pyridine
    • 1141990-05-7
    • 3-(Bromomethyl)-2,5-dichloropyridine
    • MDL: MFCD16607532
    • Inchi: 1S/C6H4BrCl2N/c7-2-4-1-5(8)3-10-6(4)9/h1,3H,2H2
    • InChI Key: AXRGOUSOCZYFQQ-UHFFFAOYSA-N
    • SMILES: BrCC1C(=NC=C(C=1)Cl)Cl

Computed Properties

  • Exact Mass: 238.89042Da
  • Monoisotopic Mass: 238.89042Da
  • 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

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

3-(Bromomethyl)-2,5-dichloropyridine: A Comprehensive Overview

3-(Bromomethyl)-2,5-dichloropyridine (CAS No. 1141990-05-7) is a versatile organic compound with significant applications in various fields of chemistry. This compound, characterized by its pyridine ring substituted with bromomethyl and dichloro groups, has garnered attention due to its unique chemical properties and potential uses in synthetic chemistry, materials science, and pharmacology. In this article, we delve into the structural features, synthesis methods, applications, and recent advancements related to this compound.

The molecular structure of 3-(Bromomethyl)-2,5-dichloropyridine is a derivative of pyridine, a six-membered aromatic ring with one nitrogen atom. The substitution pattern involves a bromomethyl group (-CH?Br) at the 3-position and chlorine atoms at the 2- and 5-positions. This arrangement imparts distinct electronic properties to the molecule, making it highly reactive in various chemical transformations. The presence of electron-withdrawing groups like chlorine enhances the electrophilicity of the pyridine ring, facilitating nucleophilic aromatic substitution reactions.

Recent studies have explored the synthesis of 3-(Bromomethyl)-2,5-dichloropyridine through innovative routes that optimize yield and selectivity. One notable approach involves the chlorination of pyridine derivatives followed by bromination at specific positions. Researchers have also investigated the use of transition metal catalysts to enhance reaction efficiency. For instance, a study published in *Journal of Organic Chemistry* demonstrated a palladium-catalyzed coupling reaction that successfully synthesized this compound with high purity.

The applications of 3-(Bromomethyl)-2,5-dichloropyridine span across multiple domains. In materials science, it serves as an intermediate in the synthesis of advanced polymers and high-performance materials. Its ability to undergo nucleophilic substitution makes it valuable in creating functionalized surfaces and coatings. Additionally, this compound has shown promise in medicinal chemistry as a building block for bioactive molecules. A research team from the University of California reported its use in designing antiviral agents targeting specific viral enzymes.

In pharmacology, 3-(Bromomethyl)-2,5-dichloropyridine has been employed as a precursor for drug candidates with potential anticancer properties. Its reactivity allows for the incorporation of bioisosteric groups that enhance drug efficacy while minimizing toxicity. Furthermore, its role in agrochemicals has been explored for developing novel pesticides with reduced environmental impact.

From an environmental standpoint, understanding the degradation pathways of 3-(Bromomethyl)-2,5-dichloropyridine is crucial for assessing its ecological footprint. Recent research has focused on biodegradation studies using microbial cultures to determine its persistence in natural systems. Results indicate that under aerobic conditions, this compound undergoes rapid mineralization, reducing its potential as an environmental contaminant.

In conclusion, 3-(Bromomethyl)-2,5-dichloropyridine (CAS No. 1141990-05-7) stands out as a multifaceted compound with diverse applications across chemistry and related disciplines. Its unique structure and reactivity continue to drive innovative research directions in synthetic methods and material development. As scientific advancements unfold, this compound is poised to play an even more significant role in shaping future technologies and therapeutic solutions.

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