my-server
← Wiki

3,5-Dimethylpyrazole

3,5-Dimethylpyrazole is an organic compound with the formula (CH<sub>3</sub>C)<sub>2</sub>CHN<sub>2</sub>H. It is one of several isomeric derivatives of pyrazole that contain two methyl substituents. The compound is unsymmetrical but the corresponding conjugate acid (pyrazolium) and conjugate base (pyrazolide) have C<sub>2v</sub> 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 including trispyrazolylborate, a trispyrazolylmethane, and a pyrazolyldiphosphine.

Condensation of acetylacetone and hydrazine gives 3,5-dimethylpyrazole:

CH<sub>3</sub>C(O)CH<sub>2</sub>C(O)CH<sub>3</sub> &nbsp; + &nbsp; N<sub>2</sub>H<sub>4</sub> &nbsp; → &nbsp; (CH<sub>3</sub>C)<sub>2</sub>CHN<sub>2</sub>H &nbsp; + &nbsp; 2&nbsp;H<sub>2</sub>O

It has found use as a blocking agent for isocyanates.

References