14916-55-3Relevant academic research and scientific papers
SOLVENT EFFECTS ON KINETICS AND MECHANISM OF ACID-CATALYZED DECOMPOSITION OF 1,3-BIS(4-METHYLPHENYL)TRIAZENE I. REACTIONS IN ALCOHOLS
Nevecna, Tat'jana,Pytela, Oldrich,Ludwig, Miroslav,Kavalek, Jaromir
, p. 147 - 155 (2007/10/02)
The effect of protic solvents (methanol, ethanol, 1-propanol, 2-propanol, 1-butanol, 2-butanol, cyclohexanol) has been studied on the kinetics and mechanism of acid-catalyzed decomposition of 1,3-bis(4-methylphenyl)triazene, using trichloroacetic acid as the acid catalyst.Both the non-dissociated acid and the proton have been found to be catalytically active.The mechanism of splitting of the triazene substrate with the non-dissociated acid involves the general acid catalysis.Comparison of the catalytic rate constants of the two acid catalysts and effect of solventson these values indicate that the general acid catalysis probably also operates in the reaction of the substrate with proton.
SOLVENT EFFECTS ON KINETICS AND MECHANISM OF ACID-CATALYZED DECOMPOSITION OF 1,3-BIS(4-METHYLPHENYL)TRIAZENE II. REACTIONS IN APROTIC SOLVENTS
Pytela, Oldrich,Nevecna, Tat'jana,Ludwig, Miroslav
, p. 156 - 164 (2007/10/02)
The effect of aprotic solvents (hexane, cyclohexane, dichloromethane, 1,2-dichloroethane, benzene, acetonitrile, acetone, 1,2-dimethoxyethane, ethyl acetate, dioxane) on kinetics and mechanism of acid-catalyzed decomposition of 1,3-bis(4-methylphenyl)triazene has been studied with trichloroacetic acid as the acid catalyst.It has been found that beside the non-dissociated monomer of the acid also its dimer acts as the catalytic species.With regard to the results obtained in protic solvents (the catalysis by proton and general acid) three cases can be encountered of thedependence of observed rate constant on analytical concentration of the acid.The effect of solvents (inclusive of the protic ones) on the catalytic rate constant of the reaction with the non-dissociated monomer of acid is best interpreted by the equation suggested by Koppel and Palm and by the solvent scale suggested by us earlier.The solvent acidity and polarity have positive effect, whereas its basicity has negative effect.The catalytic rate constant of the reaction with the acid dimer decreases with increasing solvent basicity and polarity, due predominantly to the decrease in the equilibrium constant of dimerization.
