Cas no 400-80-6 (3-Chloro-2,6-bis(trifluoromethyl)pyridine)

3-Chloro-2,6-bis(trifluoromethyl)pyridine is a fluorinated pyridine derivative characterized by its trifluoromethyl and chloro substituents, which enhance its reactivity and stability. This compound is particularly valuable in agrochemical and pharmaceutical synthesis, where its electron-withdrawing groups facilitate selective functionalization. The presence of trifluoromethyl groups improves lipophilicity, making it useful in the design of bioactive molecules. Its chloro substituent offers a versatile site for further derivatization via nucleophilic substitution or cross-coupling reactions. The compound’s high purity and well-defined structure ensure consistent performance in advanced synthetic applications. It is commonly employed as an intermediate in the development of herbicides, insecticides, and specialty chemicals.
3-Chloro-2,6-bis(trifluoromethyl)pyridine structure
400-80-6 structure
Product Name:3-Chloro-2,6-bis(trifluoromethyl)pyridine
CAS No:400-80-6
MF:C7H2ClF6N
MW:249.540901660919
CID:1093708
PubChem ID:72942746
Update Time:2025-05-21

3-Chloro-2,6-bis(trifluoromethyl)pyridine Chemical and Physical Properties

Names and Identifiers

    • 3-Chloro-2,6-bis(trifluoromethyl)pyridine
    • 400-80-6
    • Inchi: 1S/C7H2ClF6N/c8-3-1-2-4(6(9,10)11)15-5(3)7(12,13)14/h1-2H
    • InChI Key: NSDPRQRSANCYMS-UHFFFAOYSA-N
    • SMILES: ClC1=CC=C(C(F)(F)F)N=C1C(F)(F)F

Computed Properties

  • Exact Mass: 248.9779957g/mol
  • Monoisotopic Mass: 248.9779957g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 2
  • Complexity: 225
  • 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: 3.3
  • Topological Polar Surface Area: 12.9?2

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Additional information on 3-Chloro-2,6-bis(trifluoromethyl)pyridine

3-Chloro-2,6-bis(trifluoromethyl)pyridine (CAS No. 400-80-6): A Versatile Fluorinated Pyridine Derivative

3-Chloro-2,6-bis(trifluoromethyl)pyridine (CAS 400-80-6) is a highly specialized fluorinated heterocyclic compound that has gained significant attention in modern synthetic chemistry and material science. This chloro-trifluoromethyl pyridine derivative exhibits unique electronic properties due to the combined effects of the electron-withdrawing trifluoromethyl groups and the chloro substituent, making it particularly valuable for advanced applications in pharmaceuticals, agrochemicals, and functional materials.

The molecular structure of 3-Chloro-2,6-bis(trifluoromethyl)pyridine features a pyridine ring substituted at positions 2 and 6 with CF3 groups and a chlorine atom at position 3. This specific substitution pattern creates a distinctive electronic environment that influences its reactivity and physical properties. The compound typically appears as a colorless to pale yellow liquid at room temperature, with a molecular weight of 249.54 g/mol and a boiling point ranging between 150-155°C.

In pharmaceutical research, 3-Chloro-2,6-bis(trifluoromethyl)pyridine serves as a crucial building block for drug discovery. Its fluorinated pyridine core is increasingly important in the development of bioactive molecules, particularly in the design of enzyme inhibitors and receptor modulators. The presence of multiple fluorine atoms enhances metabolic stability and membrane permeability, addressing current challenges in drug design such as improving oral bioavailability and extending drug half-life.

The agrochemical industry extensively utilizes 3-Chloro-2,6-bis(trifluoromethyl)pyridine derivatives in the synthesis of novel pesticides and herbicides. The CF3-substituted pyridine moiety contributes to enhanced pesticidal activity while maintaining favorable environmental profiles. Recent studies have focused on developing more sustainable crop protection agents with this compound as a key intermediate, aligning with the growing demand for eco-friendly agricultural solutions.

Material scientists have discovered valuable applications of 3-Chloro-2,6-bis(trifluoromethyl)pyridine in advanced materials. The compound's ability to modify electronic properties makes it useful in the development of organic semiconductors, liquid crystals, and specialty polymers. Its incorporation into fluorinated polymeric materials can improve thermal stability, chemical resistance, and optical properties - characteristics highly sought after in electronics and coating applications.

Synthetic methodologies for 3-Chloro-2,6-bis(trifluoromethyl)pyridine typically involve halogen exchange reactions or direct fluorination of appropriate pyridine precursors. Recent advances in fluorination techniques have improved the efficiency of its production, with particular focus on developing more sustainable processes that minimize environmental impact. These innovations respond to the chemical industry's increasing emphasis on green chemistry principles.

The global market for fluorinated pyridine derivatives like 3-Chloro-2,6-bis(trifluoromethyl)pyridine has shown steady growth, driven by expanding applications in life sciences and advanced materials. Market analysts project continued demand increase, particularly from the Asia-Pacific region where pharmaceutical and electronics manufacturing are rapidly developing. Supply chain considerations have become particularly important, with manufacturers focusing on reliable production and quality control measures.

Handling 3-Chloro-2,6-bis(trifluoromethyl)pyridine requires standard laboratory precautions due to its reactive nature. Proper storage conditions typically involve protection from moisture and light at controlled temperatures. Researchers working with this compound should consult relevant safety data sheets and implement appropriate engineering controls to ensure safe handling practices.

Analytical characterization of 3-Chloro-2,6-bis(trifluoromethyl)pyridine commonly employs techniques such as NMR spectroscopy (particularly 19F NMR), mass spectrometry, and HPLC. These methods allow for precise quality control and verification of compound purity, which is essential for its various applications. Recent advancements in analytical instrumentation have enabled more detailed structural analysis and impurity profiling.

Future research directions for 3-Chloro-2,6-bis(trifluoromethyl)pyridine include exploring its potential in emerging fields such as medicinal chemistry, where fluorinated compounds continue to show promise in addressing challenging therapeutic targets. Additionally, its applications in energy-related materials, including components for batteries and photovoltaic devices, represent an exciting frontier for investigation. The compound's unique properties position it well to contribute to innovations in these rapidly evolving technological areas.

Environmental considerations surrounding fluorinated organic compounds have led to increased research into the biodegradation and environmental fate of materials derived from 3-Chloro-2,6-bis(trifluoromethyl)pyridine. This aligns with broader industry trends toward sustainable chemistry and responsible innovation. Researchers are actively developing methods to assess and mitigate potential environmental impacts while maintaining the valuable performance characteristics of these materials.

In conclusion, 3-Chloro-2,6-bis(trifluoromethyl)pyridine (CAS 400-80-6) represents a versatile and valuable fluorinated building block with wide-ranging applications across multiple industries. Its unique combination of structural features and electronic properties continues to drive innovation in pharmaceuticals, agrochemicals, and advanced materials. As research progresses and new applications emerge, this chloro-trifluoromethyl pyridine derivative is poised to maintain its importance in scientific and industrial contexts, contributing to solutions for some of today's most pressing technological challenges.

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