Cas no 626-61-9 (4-Chloropyridine)

4-Chloropyridine (C?H?ClN) is a heterocyclic organic compound featuring a chlorine substituent at the 4-position of the pyridine ring. This versatile intermediate is widely employed in pharmaceutical, agrochemical, and specialty chemical synthesis due to its reactivity as an electrophile in nucleophilic substitution reactions. Its chlorine atom can be readily displaced, enabling the introduction of diverse functional groups, making it valuable for constructing complex molecular frameworks. The compound exhibits good stability under standard conditions and is compatible with a range of reaction conditions, including cross-coupling and metal-catalyzed transformations. Its high purity and consistent performance make it a preferred choice for research and industrial applications requiring precise functionalization of pyridine derivatives.
4-Chloropyridine structure
4-Chloropyridine structure
Product Name:4-Chloropyridine
CAS No:626-61-9
MF:C5H4ClN
MW:113.544960021973
MDL:MFCD00044570
CID:82813
PubChem ID:12288
Update Time:2025-06-08

4-Chloropyridine Chemical and Physical Properties

Names and Identifiers

    • 4-Chloropyridine
    • 4-chlloropyridine
    • 4-chloranylpyridine
    • 4-chloro-pyridine
    • 4-ChloropyridineHydrochloride
    • EINECS 210-956-2
    • parachloropyridine
    • p-chloropyridine
    • PVMNPAUTCMBOMO-UHFFFAOYSA
    • Pyridine,4-chloro
    • gamma-Chloropyridine
    • BRN 0105875
    • 5-20-05-00410 (Beilstein Handbook Reference)
    • 4- Chloropyridine
    • BS-22389
    • FT-0618258
    • AM81309
    • HSDB 8486
    • SCHEMBL6842
    • PVMNPAUTCMBOMO-UHFFFAOYSA-
    • F17303
    • A833912
    • AKOS015995550
    • 626-61-9
    • NS00035122
    • Q229945
    • CS-0139547
    • MFCD00044570
    • F8880-0669
    • Pyridine, 4-chloro-
    • InChI=1/C5H4ClN/c6-5-1-3-7-4-2-5/h1-4H
    • W-104969
    • 4-chloro pyridine
    • EN300-33957
    • DTXSID0052671
    • CHEMBL5290039
    • STL565226
    • MDL: MFCD00044570
    • Inchi: 1S/C5H4ClN/c6-5-1-3-7-4-2-5/h1-4H
    • InChI Key: PVMNPAUTCMBOMO-UHFFFAOYSA-N
    • SMILES: ClC1C=CN=CC=1

Computed Properties

  • Exact Mass: 113.00300
  • Monoisotopic Mass: 113.003
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 7
  • Rotatable Bond Count: 0
  • Complexity: 50
  • 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
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: nothing
  • Topological Polar Surface Area: 12.9A^2

Experimental Properties

  • Density: 1.200
  • Melting Point: -43.5°C
  • Boiling Point: 147 oC
  • Flash Point: 53 oC
  • Refractive Index: 1.5304 (estimate)
  • PSA: 12.89000
  • LogP: 1.73500

4-Chloropyridine Pricemore >>

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4-Chloropyridine Production Method

Additional information on 4-Chloropyridine

4-Chloropyridine (CAS No. 626-61-9): A Versatile Intermediate in Modern Chemical Synthesis

4-Chloropyridine, with the chemical formula C?H?ClN, is a significant heterocyclic compound widely recognized for its utility in pharmaceuticals, agrochemicals, and material science. Its unique structural properties, characterized by a pyridine ring substituted with a chlorine atom at the 4-position, make it a valuable building block in organic synthesis. This introduction delves into the compound's properties, applications, and recent advancements in its utilization within the chemical and pharmaceutical industries.

The molecular structure of 4-Chloropyridine consists of a six-membered aromatic ring containing nitrogen, with chlorine attached to one of the carbon atoms. This substitution imparts distinct reactivity, enabling various chemical transformations that are pivotal in synthesizing more complex molecules. The chlorine atom is electron-withdrawing, influencing the electronic distribution across the ring and making certain positions more susceptible to nucleophilic attack. This characteristic is particularly advantageous in cross-coupling reactions, where 4-Chloropyridine serves as a precursor for introducing pyridine moieties into larger molecular frameworks.

In recent years, 4-Chloropyridine has garnered attention for its role in the development of novel pharmaceutical agents. Its incorporation into drug candidates has been linked to enhanced binding affinity and improved pharmacokinetic profiles. For instance, studies have demonstrated its utility in synthesizing kinase inhibitors, which are critical in treating cancers and inflammatory diseases. The pyridine core is a common pharmacophore in many bioactive molecules, and the presence of a chlorine substituent at the 4-position often enhances metabolic stability and bioavailability.

The compound's significance extends beyond pharmaceuticals into the realm of agrochemicals. Researchers have leveraged 4-Chloropyridine to develop new herbicides and pesticides, where its structural features contribute to selective toxicity against target organisms. The chlorine atom facilitates interactions with biological targets, improving the efficacy of these compounds while minimizing environmental impact. Recent studies highlight its role in creating next-generation agrochemicals that are more sustainable and effective.

Synthetic chemists value 4-Chloropyridine for its versatility as an intermediate. It participates in various reactions, including nucleophilic aromatic substitution (SNAr), which allows for the introduction of different substituents onto the pyridine ring. Additionally, it serves as a precursor in Suzuki-Miyaura cross-coupling reactions, enabling the formation of biaryl structures that are prevalent in many active pharmaceutical ingredients (APIs). These reactions are highly favored due to their high yields and functional group tolerance.

The application of computational chemistry has further enhanced the understanding and utilization of 4-Chloropyridine. Molecular modeling studies have provided insights into its reactivity and interaction with biological targets, aiding in the rational design of new compounds. These computational approaches complement experimental efforts, allowing researchers to predict outcomes with greater accuracy and efficiency. The integration of machine learning algorithms has also enabled rapid screening of potential derivatives, accelerating the discovery process.

In material science, 4-Chloropyridine has been explored for its potential in developing advanced materials. Its ability to form coordination complexes with metal ions makes it useful in creating catalysts and luminescent materials. These applications are particularly relevant in renewable energy technologies, where efficient catalysts are essential for processes like water splitting and carbon capture. The compound's unique electronic properties also make it suitable for use in organic electronics, such as light-emitting diodes (OLEDs) and photovoltaic cells.

The safety profile of 4-Chloropyridine is another critical aspect that warrants discussion. While it is not classified as a hazardous substance under standard regulatory frameworks, proper handling procedures must be followed to ensure worker safety. Personal protective equipment (PPE), including gloves and eye protection, is recommended during handling due to potential skin and eye irritation. Adequate ventilation is also essential to minimize inhalation risks.

The environmental impact of using 4-Chloropyridine is another consideration that researchers and industry professionals must address. Efforts are underway to develop greener synthetic routes that reduce waste and minimize environmental footprint. Biocatalysis and flow chemistry are among the emerging technologies being explored to achieve these goals. By incorporating sustainable practices into its production and application, the chemical industry can ensure that 4-Chloropyridine's benefits are realized without compromising ecological integrity.

In conclusion, 4-Chloropyridine, identified by its CAS number 626-61-9, is a multifaceted compound with broad applications across multiple industries. Its structural features enable diverse chemical transformations, making it indispensable in pharmaceutical synthesis, agrochemical development, and material science innovation. Recent advancements highlight its growing importance in addressing global challenges related to health care and sustainable technology. As research continues to uncover new possibilities for this versatile intermediate, its role is expected to expand further into uncharted territories of chemical discovery.

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