Portal de Periódicos da CAPES

Keto-enol tautomerization rates of acetylacetone in mixed aqueous media

1974; Pergamon Press; Volume: 36; Issue: 8 Linguagem: Inglês

10.1016/0022-1902(74)80516-6

1878-1225

Hitoshi Watarai, Nobuo Suzuki,

Surfactants and Colloidal Systems

The kinetics of keto-enol tautomerization of acetylacetone was studied in mixed aqueous media by u.v. and NMR spectrometries. As an organic component, aprotic (dioxane and acetonitrile) and protic (methanol, ethanol and t-butanol) solvents were used. The tautomerization reaction was initiated by the vapor injection method. It is found that an aprotic component does not show any specific effect, while alcohol shows a characteristic effect on both of the reactions of ketonization and enolization. From the results of the composition dependency, the participation order of water and the activation parameters for the reaction, the effect of mixed solvent on the rate is interpreted in terms of the preferential solvation and the association of hydroxylic solvent.