Cas no 1374659-31-0 (2-chloro-3-(difluoromethyl)-5-fluoro-pyridine)

2-Chloro-3-(difluoromethyl)-5-fluoropyridine is a fluorinated pyridine derivative with significant utility in agrochemical and pharmaceutical synthesis. Its key structural features—a chloro group at the 2-position, a difluoromethyl group at the 3-position, and a fluoro substituent at the 5-position—impart enhanced reactivity and selectivity, making it a valuable intermediate for constructing complex molecules. The electron-withdrawing effects of the fluorine atoms improve stability and influence regioselectivity in cross-coupling reactions. This compound is particularly useful in the development of advanced crop protection agents, where its fluorinated pyridine core contributes to improved bioavailability and target specificity. Its high purity and well-defined reactivity profile ensure consistent performance in synthetic applications.
2-chloro-3-(difluoromethyl)-5-fluoro-pyridine structure
1374659-31-0 structure
Product Name:2-chloro-3-(difluoromethyl)-5-fluoro-pyridine
CAS No:1374659-31-0
MF:C6H3ClF3N
MW:181.542930841446
MDL:MFCD22199309
CID:3043422
PubChem ID:60623018
Update Time:2025-05-23

2-chloro-3-(difluoromethyl)-5-fluoro-pyridine Chemical and Physical Properties

Names and Identifiers

    • 2-Chloro-3-(difluoromethyl)-5-fluoropyridine
    • Pyridine, 2-chloro-3-(difluoromethyl)-5-fluoro-
    • 2-chloro-3-(difluoromethyl)-5-fluoro-pyridine
    • STL556707
    • CS-0318559
    • MS-20518
    • SCHEMBL25302613
    • MFCD22199309
    • AKOS008901406
    • 1374659-31-0
    • ZEC65931
    • BBL102898
    • MDL: MFCD22199309
    • Inchi: 1S/C6H3ClF3N/c7-5-4(6(9)10)1-3(8)2-11-5/h1-2,6H
    • InChI Key: ULNUGNMCGLNOJU-UHFFFAOYSA-N
    • SMILES: C1(Cl)=NC=C(F)C=C1C(F)F

Computed Properties

  • Exact Mass: 180.9906113g/mol
  • Monoisotopic Mass: 180.9906113g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 133
  • 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: 2.5
  • Topological Polar Surface Area: 12.9?2

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Additional information on 2-chloro-3-(difluoromethyl)-5-fluoro-pyridine

2-Chloro-3-(Difluoromethyl)-5-Fluoro-Pyridine

The compound 2-chloro-3-(difluoromethyl)-5-fluoro-pyridine (CAS No. 1374659-31-0) is a highly specialized organic molecule belonging to the pyridine family. This compound has garnered significant attention in recent years due to its unique chemical properties and potential applications in various fields, including agrochemicals, pharmaceuticals, and materials science. The molecule's structure is characterized by a pyridine ring with three substituents: a chlorine atom at position 2, a difluoromethyl group at position 3, and a fluorine atom at position 5. These substituents contribute to the compound's distinct electronic and steric properties, making it a valuable building block in synthetic chemistry.

Recent studies have highlighted the importance of 2-chloro-3-(difluoromethyl)-5-fluoro-pyridine in the development of novel agrochemicals. Researchers have demonstrated that this compound exhibits potent insecticidal activity against a wide range of agricultural pests, including lepidopteran and coleopteran species. The molecule's ability to disrupt key biochemical pathways in target organisms has been attributed to its unique combination of electronic and structural features. Furthermore, its high stability under field conditions makes it an attractive candidate for use in integrated pest management systems.

In the pharmaceutical sector, 2-chloro-3-(difluoromethyl)-5-fluoro-pyridine has shown promise as a lead compound for the development of antiviral agents. Recent research has focused on its potential to inhibit viral replication mechanisms, particularly in RNA viruses such as influenza A and Zika virus. The compound's ability to bind to viral proteins with high affinity has been linked to its fluorinated substituents, which enhance both potency and selectivity.

The synthesis of 2-chloro-3-(difluoromethyl)-5-fluoro-pyridine involves a multi-step process that typically begins with the preparation of an appropriate pyridine derivative. Key steps include nucleophilic substitution reactions, fluorination processes, and selective chlorination. Recent advancements in catalytic methods have enabled more efficient and environmentally friendly routes to this compound, reducing production costs and minimizing waste generation.

From an environmental perspective, understanding the fate and behavior of 2-chloro-3-(difluoromethyl)-5-fluoro-pyridine in natural systems is crucial for assessing its potential impact on ecosystems. Studies have shown that the compound undergoes rapid degradation under sunlight exposure, primarily through photochemical pathways. However, its persistence in soil and aquatic environments remains an area of active research, particularly in regions with varying climatic conditions.

In terms of safety data, 2-chloro-3-(difluoromethyl)-5-fluoro-pyridine has been classified as low-toxicity based on acute toxicity studies in laboratory animals. Chronic exposure studies are currently underway to evaluate long-term effects on health and reproduction. Occupational exposure guidelines have been established to ensure safe handling practices during manufacturing and application processes.

Overall, 2-chloro-3-(difluoromethyl)-5-fluoro-pyridine represents a versatile and innovative chemical entity with broad applications across multiple industries. Its continued exploration in research settings is expected to unlock new opportunities for sustainable agriculture and advanced medical therapies.

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