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 (CH
3C)
2CHN
2H. 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:
:CH
3C(O)CH
2C(O)CH
3 + N
2H
4 → (CH
3C)
2CHN
2H + 2 H
2O
It has found use as a blocking agent for isocyanates.
References
{{DEFAULTSORT:Dimethylpyrazole, 3,5-
Pyrazoles