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• W2051567367 abstract "The rate constants of the 3rd order reactions have been measured for the reaction between 3-bromopropyltriphenylphosphonium bromide and sodium hydroxide in water-methanol and water-dioxane media of various compositions. The reaction rate increases continuously with decreasing water content of the solvent. The dominant effect is the extent of solvation of the hydroxyl ions in methanol and dioxane media. The reaction in water-dioxane media is always faster than in methanol-water media and the difference is dependent on solvent composition, where the solvent structure and solvating power vary. The rate of decomposition of 3-bromopropyltriphenylphosphonium is larger than that of tetraphenylphosphonium ion in similar conditions, which is attributed to an inductive effect increasing the positive charge on phosphorus upon introduction of the 3-bromopropyl group. The desolvation of reactants and the solvation of transition states of the two reactions in the two solvents considered were discussed. Les constantes de vitesse de réactions du 3e ordre ont été mesurées pour la réaction entre le bromure de 3-bromopropyltriphénylphosphonium et l'hydroxyde de sodium en milieux eau-méthanol et eau-dioxane de compositions variées. La vitesse de la réaction augmente de manière monotone lorsque la teneur en eau du solvant diminue. L'effet dominant est la solvatation de l'ion hydroxyde dans le méthanol et le dioxane. La réaction en milieu eau-dioxane est toujours plus rapide qu'en milieu eau-méthanol et la différence dépend de la composition du solvant, laquelle influence la structure du solvant et son pouvoir de solvatation. La vitesse de décomposition de l'ion 3-bromopropyltriphénylphosphonium est plus grande qu'avec l'ion tétraphénylphosphonium, toutes choses égales par ailleurs, ce qui est attribué à un effet inductif qui accroît la charge positive sur le phosphore par l'introduction du groupement 3-bromopropyle. La désolvatation des réactifs et la solvatation des états de transition des deux réactions dans les deux solvants considérés est discutée." @default.
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• W2051567367 date "1997-11-01" @default.
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• W2051567367 title "Effects of solvent and substituents on the kinetics of decomposition of phosphonium cations under the action of strong alkalis in water-methanol and water-dioxane media" @default.
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• W2051567367 doi "https://doi.org/10.1016/s1251-8069(97)89080-x" @default.
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