【Chemical Name】 3,5-Dimethylpyrazole
【Synonym】 TIMTEC-BB SBB004377;LABOTEST-BB LT00107055;1(H)-3,5-Dimethylpyrazole;1H-Pyrazole,3,5-dimethyl-;3,5-dimethyl-1h-pyrazol;3,5-Dwumetylopirazolu;Pyrazole, 3,5-dimethyl-;TH 564
【CAS No】 67-51-6
【Molecular Formula】 C5H8N2
【Molecular Weight】 96.13
【Properties】 Melting point105-108 °C (lit.)Boiling point218 °C (lit.)
Density0,884 g/cm³Refractive index1.4739 (estimate)
【Specification】≥99
【Packing】25kg/drum
【Usage】 3,5-Dimethylpyrazole, as a heterocyclic organic compound with unique chemical properties, has shown extensive application potential in fields such as chemical synthesis, pharmaceutical development, and materials science. In the field of materials science, 3,5-dimethylpyrazole and its derivatives have been studied for the preparation of new organic semiconductor materials, optoelectronic materials, etc. This substance can be used as an intermediate in medicinal chemistry and a basic raw material in chemical production. It can be used in the production and preparation of fine chemical products such as coatings and paints.
【Introduction】
The core value of 3,5-dimethylpyrazole lies in its role as a key organic synthesis intermediate, particularly in the following fields:
1. Ligands and Metal Complexes:
• The nitrogen atoms in the 3,5-dimethylpyrazole molecule have lone pairs of electrons, making it an excellent ligand.
• It is widely used in the synthesis of various transition metal complexes, such as those formed with ruthenium (Ru), rhodium (Rh), palladium (Pd), iridium (Ir), copper (Cu), etc.
• These metal complexes play a crucial role in the field of homogeneous catalysis, for example, as precursors or components of efficient catalysts in hydrogenation reactions, hydrogen transfer reactions, C-H activation, coupling reactions, etc.
2. Synthesis of Functionalized Pyrazole Derivatives:
The nitrogen atoms and methyl substituents on the pyrazole ring provide multiple reaction sites.
• It can be used as a starting material to synthesize a series of pyrazole derivatives with different functional groups (such as alkyl chains, acyl groups, sulfonyl groups, halogens, etc.) through reactions like alkylation, acylation, sulfonylation, and halogenation.
• These derivatives themselves may have biological activity or serve as intermediates for the further synthesis of more complex molecules.
3. Construction of Nitrogen-Containing Heterocyclic Compounds:
• Using 3,5-dimethylpyrazole as a basic unit, more complex polycyclic nitrogen-containing compound systems (such as fused ring systems) can be constructed through cyclization, condensation, and other reactions.
• These complex molecular skeletons are commonly found in pharmaceutical molecules or functional materials.
4. Medicinal Chemistry and Agrochemical Research:
• Pyrazole compounds are core structural units in many pharmaceutically active molecules and agrochemicals (such as insecticides, herbicides, fungicides).
• 3,5-dimethylpyrazole, as a basic intermediate, is often used in the synthesis of target molecules with specific biological activities, or in structural modification and structure-activity relationship studies in drug research and development.
• Its derivatives show potential activity in anti-inflammatory, analgesic, antibacterial, antiviral, antitumor and other fields.
5. Materials Science:
• Metal complexes involving it as a ligand can be used to develop new functional materials.
• It may also be used as a monomer or structural unit in the synthesis of specific polymers.