3,5-Dimethylpyrazole is an

organic compound Some chemical authorities define an organic compound as a chemical compound that contains a carbon–hydrogen or carbon–carbon bond; others consider an organic compound to be any chemical compound that contains carbon. For example, carbon-co ...

with the formula (CH₃C)₂CHN₂H. It is one of several isomeric derivatives of

pyrazole Pyrazole is an organic compound with the chemical formula, formula . It is a heterocycle characterized as an azole with a 5-membered ring of three carbon atoms and two adjacent nitrogen atoms, which are in Arene substitution pattern, ortho-substi ...

that contain two methyl substituents. The compound is unsymmetrical but the corresponding conjugate acid (pyrazolium) and conjugate base (pyrazolide) have C_2v symmetry. It is a white solid that dissolves well in polar organic solvents. It is a precursor to a variety of ligands that are widely studied in

coordination chemistry A coordination complex is a chemical compound consisting of a central atom or ion, which is usually metallic and is called the ''coordination centre'', and a surrounding array of chemical bond, bound molecules or ions, that are in turn known as ' ...

including

trispyrazolylborate The trispyrazolylborate ligand, abbreviated Tp−, is an anionic Denticity, tridentate and tripodal ligand. Trispyrazolylborate refers specifically to the anion B(C3N2H3)3��. However, the term can also be used to refer to derivatives having s ...

, a trispyrazolylmethane, and a pyrazolyldiphosphine. Condensation of

acetylacetone Acetylacetone is an organic compound with the chemical formula . It is classified as a 1,3-diketone. It exists in equilibrium with a tautomer . The mixture is a colorless liquid. These tautomers interconvert so rapidly under most conditions that ...

and

hydrazine Hydrazine is an inorganic compound with the chemical formula . It is a simple pnictogen hydride, and is a colourless flammable liquid with an ammonia-like odour. Hydrazine is highly hazardous unless handled in solution as, for example, hydraz ...

gives 3,5-dimethylpyrazole: :CH₃C(O)CH₂C(O)CH₃ + N₂H₄ → (CH₃C)₂CHN₂H + 2 H₂O It has found use as a blocking agent for isocyanates.

References

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