Cas no 431942-49-3 (2,3-Dichloro-4-methyl-5-(trifluoromethyl)pyridine)

2,3-Dichloro-4-methyl-5-(trifluoromethyl)pyridine is a fluorinated pyridine derivative with a unique halogenated structure, offering versatile reactivity for use in agrochemical and pharmaceutical synthesis. The presence of chlorine and trifluoromethyl groups enhances its electrophilic properties, making it a valuable intermediate for cross-coupling reactions and nucleophilic substitutions. Its structural features contribute to improved lipophilicity and metabolic stability in derived compounds. This compound is particularly useful in the development of advanced crop protection agents, where its substituent pattern allows for targeted modifications to optimize bioactivity. High purity grades are available to ensure consistent performance in synthetic applications.
2,3-Dichloro-4-methyl-5-(trifluoromethyl)pyridine structure
431942-49-3 structure
Product Name:2,3-Dichloro-4-methyl-5-(trifluoromethyl)pyridine
CAS No:431942-49-3
MF:C7H4Cl2F3N
MW:230.014570236206
CID:1093706
PubChem ID:72942744
Update Time:2025-11-06

2,3-Dichloro-4-methyl-5-(trifluoromethyl)pyridine Chemical and Physical Properties

Names and Identifiers

    • 2,3-Dichloro-4-methyl-5-(trifluoromethyl)pyridine
    • KTDTWUMERLGAOH-UHFFFAOYSA-N
    • F75045
    • SCHEMBL6740290
    • CS-0197231
    • 431942-49-3
    • BS-53049
    • Inchi: 1S/C7H4Cl2F3N/c1-3-4(7(10,11)12)2-13-6(9)5(3)8/h2H,1H3
    • InChI Key: KTDTWUMERLGAOH-UHFFFAOYSA-N
    • SMILES: ClC1=C(N=CC(C(F)(F)F)=C1C)Cl

Computed Properties

  • Exact Mass: 228.9672890g/mol
  • Monoisotopic Mass: 228.9672890g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 1
  • Complexity: 185
  • 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: 3.7
  • Topological Polar Surface Area: 12.9?2

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2,3-Dichloro-4-methyl-5-(trifluoromethyl)pyridine Related Literature

Additional information on 2,3-Dichloro-4-methyl-5-(trifluoromethyl)pyridine

Introduction to 2,3-Dichloro-4-methyl-5-(trifluoromethyl)pyridine (CAS No: 431942-49-3)

2,3-Dichloro-4-methyl-5-(trifluoromethyl)pyridine, identified by its CAS number 431942-49-3, is a significant compound in the realm of organic synthesis and pharmaceutical research. This heterocyclic compound features a pyridine core substituted with chloro, methyl, and trifluoromethyl groups, making it a versatile intermediate in the development of various chemical entities. The unique structural attributes of this molecule contribute to its utility in synthesizing bioactive molecules, particularly in the context of drug discovery and agrochemical applications.

The compound's molecular structure, characterized by its electron-withdrawing trifluoromethyl group and electron-donating methyl group, influences its reactivity and interaction with biological targets. This balance of electronic properties makes 2,3-Dichloro-4-methyl-5-(trifluoromethyl)pyridine a valuable building block for designing molecules with specific pharmacological profiles. Recent advancements in medicinal chemistry have highlighted its role in the synthesis of novel therapeutic agents targeting various diseases.

In the pharmaceutical industry, 2,3-Dichloro-4-methyl-5-(trifluoromethyl)pyridine has been utilized in the development of small-molecule inhibitors. Its pyridine scaffold is a common motif in many drugs due to its ability to form hydrogen bonds and interact with biological macromolecules. The presence of halogen atoms enhances its binding affinity to target proteins, making it an attractive scaffold for drug design. For instance, studies have demonstrated its application in creating kinase inhibitors, which are crucial in treating cancers and inflammatory diseases.

The agrochemical sector also benefits from the use of 2,3-Dichloro-4-methyl-5-(trifluoromethyl)pyridine. Its structural features contribute to the development of pesticides and herbicides with improved efficacy and selectivity. The trifluoromethyl group, in particular, is known to enhance metabolic stability and bioavailability of agrochemicals. Researchers have leveraged this compound to synthesize novel formulations that offer better crop protection while minimizing environmental impact.

The synthesis of 2,3-Dichloro-4-methyl-5-(trifluoromethyl)pyridine involves multi-step organic reactions that require careful optimization. Common synthetic routes include chlorination and trifluoromethylation of pyridine derivatives. The introduction of fluorine atoms is particularly challenging due to their high electronegativity and reactivity. However, recent methodologies have improved the efficiency and selectivity of these transformations, making the synthesis more scalable and cost-effective.

Recent research has also explored the catalytic applications of 2,3-Dichloro-4-methyl-5-(trifluoromethyl)pyridine. Transition metal catalysts have been employed to facilitate various transformations involving this compound, including cross-coupling reactions that are pivotal in constructing complex molecular architectures. These catalytic processes not only enhance synthetic efficiency but also open new avenues for accessing structurally diverse compounds.

The safety profile of 2,3-Dichloro-4-methyl-5-(trifluoromethyl)pyridine is another critical aspect that has been extensively studied. While it is not classified as a hazardous material under standard regulations, proper handling procedures must be followed to ensure safe laboratory practices. Researchers emphasize the importance of using personal protective equipment (PPE) and working in well-ventilated areas when handling this compound.

The future prospects of 2,3-Dichloro-4-methyl-5-(trifluoromethyl)pyridine are promising, with ongoing research focusing on expanding its applications in drug discovery and material science. Innovations in synthetic chemistry continue to unlock new possibilities for this versatile compound. As our understanding of its properties evolves, so does its potential to contribute to advancements in various scientific fields.

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