Cas no 2648955-90-0 (4-iodo-3,5-dimethyl-1-(trifluoromethyl)-1H-pyrazole)

4-Iodo-3,5-dimethyl-1-(trifluoromethyl)-1H-pyrazole is a halogenated pyrazole derivative with significant utility in synthetic organic chemistry and pharmaceutical research. Its key structural features—an iodine substituent at the 4-position and a trifluoromethyl group at the 1-position—enhance its reactivity as a versatile intermediate for cross-coupling reactions, such as Suzuki or Sonogashira couplings. The electron-withdrawing trifluoromethyl group improves stability and influences the compound's electronic properties, making it valuable for designing bioactive molecules. The methyl groups at the 3- and 5-positions further contribute to steric control in synthetic applications. This compound is particularly useful in the development of agrochemicals, pharmaceuticals, and advanced materials.
4-iodo-3,5-dimethyl-1-(trifluoromethyl)-1H-pyrazole structure
2648955-90-0 structure
Product Name:4-iodo-3,5-dimethyl-1-(trifluoromethyl)-1H-pyrazole
CAS No:2648955-90-0
MF:C6H6F3IN2
MW:290.024923801422
MDL:MFCD34168449
CID:5644025
PubChem ID:155973509
Update Time:2025-05-20

4-iodo-3,5-dimethyl-1-(trifluoromethyl)-1H-pyrazole Chemical and Physical Properties

Names and Identifiers

    • 4-iodo-3,5-dimethyl-1-(trifluoromethyl)-1H-pyrazole
    • 1H-Pyrazole, 4-iodo-3,5-dimethyl-1-(trifluoromethyl)-
    • MDL: MFCD34168449
    • Inchi: 1S/C6H6F3IN2/c1-3-5(10)4(2)12(11-3)6(7,8)9/h1-2H3
    • InChI Key: DRZBADBHRGHJNA-UHFFFAOYSA-N
    • SMILES: N1(C(F)(F)F)C(C)=C(I)C(C)=N1

Experimental Properties

  • Density: 1.98±0.1 g/cm3(Predicted)
  • Boiling Point: 197.9±40.0 °C(Predicted)
  • pka: -2.61±0.12(Predicted)

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Additional information on 4-iodo-3,5-dimethyl-1-(trifluoromethyl)-1H-pyrazole

Comprehensive Overview of 4-iodo-3,5-dimethyl-1-(trifluoromethyl)-1H-pyrazole (CAS No. 2648955-90-0)

In the realm of heterocyclic compounds, 4-iodo-3,5-dimethyl-1-(trifluoromethyl)-1H-pyrazole (CAS No. 2648955-90-0) stands out as a versatile and highly functionalized molecule. This compound, characterized by its unique pyrazole core and trifluoromethyl group, has garnered significant attention in pharmaceutical and agrochemical research. Its molecular structure, featuring an iodo substituent at the 4-position and methyl groups at the 3- and 5-positions, makes it a valuable intermediate for synthesizing more complex molecules.

The synthetic utility of 4-iodo-3,5-dimethyl-1-(trifluoromethyl)-1H-pyrazole is underscored by its role in cross-coupling reactions, particularly in palladium-catalyzed transformations. Researchers have leveraged its iodo functionality to construct C-C bonds, enabling the development of novel biologically active compounds. This aligns with the growing demand for fluorinated pyrazoles, which are prized for their enhanced metabolic stability and lipophilicity in drug design.

Recent trends in medicinal chemistry highlight the importance of trifluoromethylated heterocycles, as they often exhibit improved pharmacokinetic properties. The 4-iodo-3,5-dimethyl-1-(trifluoromethyl)-1H-pyrazole scaffold has been explored in the context of kinase inhibitors and antimicrobial agents, addressing pressing challenges such as antibiotic resistance and cancer therapy. These applications resonate with current healthcare innovations and precision medicine initiatives.

From an agrochemical perspective, this compound's structural motifs are instrumental in designing next-generation pesticides. The trifluoromethyl group enhances the bioactivity of these molecules, offering solutions for crop protection against evolving pest resistance. This is particularly relevant given the global focus on sustainable agriculture and food security.

In the material science domain, 4-iodo-3,5-dimethyl-1-(trifluoromethyl)-1H-pyrazole has potential applications in organic electronics and liquid crystals. Its electron-withdrawing properties and thermal stability make it a candidate for advanced functional materials, catering to the burgeoning field of flexible electronics.

For researchers seeking high-purity intermediates, the synthesis and characterization of 2648955-90-0 are critical. Analytical techniques such as NMR spectroscopy and mass spectrometry are routinely employed to confirm its identity and purity. The compound's storage conditions and handling protocols are also essential considerations to maintain its integrity.

The growing interest in custom synthesis and contract research has further amplified the demand for specialized compounds like 4-iodo-3,5-dimethyl-1-(trifluoromethyl)-1H-pyrazole. Companies offering tailor-made solutions for drug discovery and agrochemical development are increasingly incorporating this molecule into their portfolios.

In summary, 4-iodo-3,5-dimethyl-1-(trifluoromethyl)-1H-pyrazole (CAS No. 2648955-90-0) is a multifaceted compound with broad applications across pharmaceuticals, agrochemicals, and material science. Its unique chemical properties and synthetic versatility position it as a key player in addressing contemporary scientific and industrial challenges.

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