The first example of desmotropy in azoles has been found concerning 3-methyl-4-nitropyrazole and its tautomer, 5-methyl-4-nitropyrazole: the crystal and molecular stucture of both tautomers has been determined by X-ray analysis, 13C CPMAS NMR spectroscopy has been used for studying the isomerization processes in the solid state.
C. Foces-Foces, A. L. Llamas-Saiz, R. M. Claramunt, C. López and J. Elguero, J. Chem. Soc., Chem. Commun., 1994, 1143 DOI: 10.1039/C39940001143
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