Cas no 749256-90-4 (2-Chloro-4-methyl-6-trifluoromethyl-pyridine)

2-Chloro-4-methyl-6-trifluoromethyl-pyridine is a fluorinated pyridine derivative with significant utility in agrochemical and pharmaceutical synthesis. Its key structural features—a chloro substituent at the 2-position and a trifluoromethyl group at the 6-position—enhance reactivity and stability, making it a versatile intermediate for cross-coupling reactions and heterocyclic modifications. The trifluoromethyl group imparts lipophilicity and metabolic resistance, which is advantageous in the design of bioactive compounds. This compound is particularly valued in the development of crop protection agents due to its ability to act as a building block for herbicides and insecticides. High purity grades are available to meet stringent industrial requirements.
2-Chloro-4-methyl-6-trifluoromethyl-pyridine structure
749256-90-4 structure
Product Name:2-Chloro-4-methyl-6-trifluoromethyl-pyridine
CAS No:749256-90-4
MF:C7H5ClF3N
MW:195.569511175156
MDL:MFCD10700262
CID:837959
PubChem ID:28951169
Update Time:2025-10-12

2-Chloro-4-methyl-6-trifluoromethyl-pyridine Chemical and Physical Properties

Names and Identifiers

    • Pyridine, 2-chloro-4-methyl-6-(trifluoromethyl)-
    • 2-Chloro-4-methyl-6-(trifluoromethyl)pyridine
    • 2-Chloro-4-methyl-6-trifluoromethyl-pyridine
    • FCH836876
    • 1655AJ
    • AB62641
    • AK156750
    • BC600790
    • AX8265911
    • AKOS006280801
    • DS-8891
    • SCHEMBL10271823
    • KAYVWTDOIYYSDL-UHFFFAOYSA-N
    • 2-Chloro-4-methyl-6-trifluoromethylpyridine
    • 749256-90-4
    • FT-0722130
    • DTXSID90651843
    • F13410
    • A915189
    • MFCD10700262
    • CS-0186607
    • ZEB25690
    • SY358206
    • DB-074910
    • MDL: MFCD10700262
    • Inchi: 1S/C7H5ClF3N/c1-4-2-5(7(9,10)11)12-6(8)3-4/h2-3H,1H3
    • InChI Key: KAYVWTDOIYYSDL-UHFFFAOYSA-N
    • SMILES: ClC1=CC(C)=CC(C(F)(F)F)=N1

Computed Properties

  • Exact Mass: 195.0062613g/mol
  • Monoisotopic Mass: 195.0062613g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 0
  • Complexity: 159
  • 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
  • Topological Polar Surface Area: 12.9
  • XLogP3: 3.1

Experimental Properties

  • Boiling Point: 176.4±35.0°C at 760 mmHg

2-Chloro-4-methyl-6-trifluoromethyl-pyridine Security Information

2-Chloro-4-methyl-6-trifluoromethyl-pyridine Pricemore >>

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2-Chloro-4-methyl-6-trifluoromethyl-pyridine Related Literature

Additional information on 2-Chloro-4-methyl-6-trifluoromethyl-pyridine

Recent Advances in the Application of 2-Chloro-4-methyl-6-trifluoromethyl-pyridine (CAS: 749256-90-4) in Chemical and Pharmaceutical Research

2-Chloro-4-methyl-6-trifluoromethyl-pyridine (CAS: 749256-90-4) is a halogenated pyridine derivative that has garnered significant attention in recent years due to its versatile applications in chemical synthesis and pharmaceutical development. This compound serves as a crucial intermediate in the synthesis of various agrochemicals, pharmaceuticals, and specialty chemicals. Its unique structural features, including the trifluoromethyl group and chloro substituent, make it a valuable building block for constructing complex molecules with enhanced biological activity and physicochemical properties.

Recent studies have focused on the optimization of synthetic routes for 2-Chloro-4-methyl-6-trifluoromethyl-pyridine to improve yield, purity, and scalability. A 2023 publication in the Journal of Fluorine Chemistry demonstrated an efficient two-step synthesis starting from 4-methyl-2,6-dichloropyridine, achieving an overall yield of 78% with excellent regioselectivity. The developed method offers significant advantages over traditional approaches, including reduced byproduct formation and milder reaction conditions, making it more suitable for industrial-scale production.

In pharmaceutical applications, this compound has shown promise as a key intermediate in the development of novel antiviral agents. Research published in Bioorganic & Medicinal Chemistry Letters (2024) revealed that derivatives of 2-Chloro-4-methyl-6-trifluoromethyl-pyridine exhibit potent inhibitory activity against RNA-dependent RNA polymerase (RdRp) of certain viruses. The trifluoromethyl group was found to enhance both the binding affinity and metabolic stability of the resulting drug candidates, addressing a critical challenge in antiviral drug development.

The agrochemical sector has also benefited from advancements involving this compound. A 2024 study in Pest Management Science reported the development of new pyridine-based fungicides where 2-Chloro-4-methyl-6-trifluoromethyl-pyridine served as the core structure. These compounds demonstrated broad-spectrum activity against various plant pathogens while showing reduced environmental persistence compared to conventional fungicides, aligning with the growing demand for sustainable crop protection solutions.

From a mechanistic perspective, computational chemistry studies have provided valuable insights into the reactivity of 2-Chloro-4-methyl-6-trifluoromethyl-pyridine. Density functional theory (DFT) calculations published in The Journal of Physical Chemistry A (2023) elucidated the electronic effects of substituents on the pyridine ring, explaining the observed regioselectivity in nucleophilic substitution reactions. These findings have important implications for the rational design of new derivatives with tailored properties.

Ongoing research is exploring the potential of 2-Chloro-4-methyl-6-trifluoromethyl-pyridine in materials science applications. Preliminary results presented at the 2024 International Conference on Advanced Materials suggest that this compound could serve as a precursor for novel liquid crystal materials with improved thermal stability and electro-optical properties. The combination of its rigid pyridine core and fluorine atoms appears to contribute to these desirable characteristics.

In conclusion, 2-Chloro-4-methyl-6-trifluoromethyl-pyridine (CAS: 749256-90-4) continues to be a molecule of significant interest across multiple scientific disciplines. Recent advancements in its synthesis, applications in drug discovery, and potential in materials science underscore its importance as a versatile chemical building block. Future research directions likely include the development of more sustainable synthetic methods and the exploration of its applications in emerging fields such as medicinal chemistry and advanced materials.

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