Cas no 485828-90-8 (4-chloro-3-(chloromethyl)pyridine)

4-Chloro-3-(chloromethyl)pyridine is a versatile halogenated pyridine derivative widely used as an intermediate in organic synthesis and pharmaceutical manufacturing. Its reactive chloromethyl and chloro substituents enable efficient functionalization, making it valuable for constructing complex heterocyclic compounds. The compound exhibits high purity and stability, ensuring consistent performance in nucleophilic substitution and cross-coupling reactions. Its bifunctional reactivity allows for selective modifications at either the chloromethyl or chloro position, facilitating diverse applications in agrochemicals, APIs, and specialty chemicals. Suitable for controlled environments, it is typically handled under inert conditions due to its moisture sensitivity. This intermediate is favored for its efficiency in multi-step synthetic routes.
4-chloro-3-(chloromethyl)pyridine structure
485828-90-8 structure
Product Name:4-chloro-3-(chloromethyl)pyridine
CAS No:485828-90-8
MF:C6H5Cl2N
MW:162.016599416733
CID:1112934
PubChem ID:15885296
Update Time:2025-06-23

4-chloro-3-(chloromethyl)pyridine Chemical and Physical Properties

Names and Identifiers

    • 4-chloro-3-(chloromethyl)-Pyridine
    • 4-chloro-3-(chloromethyl)pyridine
    • Pyridine, 4-chloro-3-(chloromethyl)- (9CI)
    • AKOS006276449
    • CS-0300091
    • SCHEMBL4351182
    • EN300-154867
    • DB-090626
    • Pyridine,4-chloro-3-(chloromethyl)-(9ci)
    • DTXSID301299936
    • 485828-90-8
    • AB60091
    • RBIUZMSYTBBHEJ-UHFFFAOYSA-N
    • Inchi: 1S/C6H5Cl2N/c7-3-5-4-9-2-1-6(5)8/h1-2,4H,3H2
    • InChI Key: RBIUZMSYTBBHEJ-UHFFFAOYSA-N
    • SMILES: ClC1C=CN=CC=1CCl

Computed Properties

  • Exact Mass: 160.9799046g/mol
  • Monoisotopic Mass: 160.9799046g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 1
  • Complexity: 87.1
  • 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: 1.9
  • Topological Polar Surface Area: 12.9?2

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4-chloro-3-(chloromethyl)pyridine Related Literature

Additional information on 4-chloro-3-(chloromethyl)pyridine

4-Chloro-3-(Chloromethyl)Pyridine: A Comprehensive Overview

4-Chloro-3-(Chloromethyl)Pyridine, also known by its CAS number 485828-90-8, is a chemical compound that has garnered significant attention in the fields of organic chemistry and materials science. This compound, with the molecular formula C6H3Cl2N, is a derivative of pyridine, a six-membered aromatic heterocycle. The presence of two chlorine substituents at positions 3 and 4 on the pyridine ring imparts unique electronic and structural properties to this molecule, making it a valuable component in various chemical reactions and applications.

The synthesis of 4-Chloro-3-(Chloromethyl)Pyridine typically involves multi-step processes, often starting from pyridine itself. One common approach is through the chlorination of pyridine derivatives, followed by further substitution reactions to introduce the chloromethyl group. The exact synthetic pathway may vary depending on the desired regioselectivity and yield. Recent advancements in catalytic methods have enabled more efficient and selective syntheses, reducing costs and environmental impact.

One of the most notable applications of 4-Chloro-3-(Chloromethyl)Pyridine is in the field of organocatalysis. Its ability to act as a Lewis acid has made it a valuable catalyst in various organic transformations, including alkylation, acylation, and cycloaddition reactions. For instance, studies have shown that this compound can effectively catalyze the formation of enamine bonds, which are crucial in peptide synthesis and drug discovery.

In addition to its catalytic roles, 4-Chloro-3-(Chloromethyl)Pyridine has found applications in polymer chemistry. It serves as a building block for constructing functional polymers with tailored properties. Recent research has focused on its use in creating stimuli-responsive materials that can undergo structural changes in response to external stimuli such as temperature or pH. These materials hold promise for applications in drug delivery systems and smart textiles.

The electronic properties of 4-Chloro-3-(Chloromethyl)Pyridine also make it a candidate for use in optoelectronic devices. Its ability to absorb light across a broad spectrum makes it suitable for applications in solar cells and light-emitting diodes (LEDs). Researchers have explored its potential as a dopant in organic semiconductors, enhancing charge transport properties without compromising device stability.

From an environmental standpoint, understanding the fate and behavior of 4-Chloro-3-(Chloromethyl)Pyridine in natural systems is crucial. Studies have shown that this compound undergoes biodegradation under certain conditions, although its persistence varies depending on environmental factors such as temperature and microbial activity. Efforts are ongoing to develop eco-friendly alternatives or improve waste management practices to minimize its ecological footprint.

In conclusion, 4-Chloro-3-(Chloromethyl)Pyridine, with its unique chemical properties and versatile applications, continues to be a subject of intense research interest. As new synthetic methods emerge and novel applications are discovered, this compound is poised to play an even greater role in advancing modern chemistry and materials science.

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