139642-97-0Relevant academic research and scientific papers
TAUTOMERISM OF DIMETHYLHYDRAZONES OF β-DICARBONYL COMPOUNDS
Yakimovich, S. I.,Zerova, I. V.
, p. 1427 - 1433 (2007/10/02)
A study was made of the relation of the hydrazone-enehydrazine equilibrium of dimethylhydrazones of β-diketones to the steric and electronic properties of substituents of the β-dicarbonyl component.In dimethylhydrazones of aliphatic β-diketones the hydrazone form is favored by increase in the sizes of the substituents at the C=N bond and in the α position; the proportion of the enehydrazine form rises with increase in the size of the carbonyl function.In dimethylhydrazones of aroyl-containing β-diketones a condition for the appeareance of tautomeric equilibrium is the presence of a strong electron-acceptor substituent at the C=N bond; the introduction of electron-donor substituents into the aromatic nucleus at the C=O bond shifts the equilibrium toward the hydrazone form.
