Solvent Effect on the Rates of Solvolysis of 1-(Diphenylmethylsilyl)-2-propyl 3,5-dinitrobenzoate

Abstract

The solvolysis rates of 1-(Diphenylmethylsilyl)-2-propyl 3,5-dinitrobenzoate was measured conductimetrically in aq. ethanol, aq. methanol, aq. acetone and aq. 2,2,2-trifluoroethanol at 55 °C and the solvent effect was analyzed in term of modified Winstein-Grunwald equation. The plot of log(k/k₀) vs Y_OTs was not correlated with all solvent systems and showed the dispersions between the correlation lines and the aq. acetone line was plotted above aq. ethanol line. The plot of log(k/k₀) versus Y_Δ+Y_OTs also gave less reliable correlation for all solvent systems. The above result suggests that the hydrophobic effect is one factor for the dispersions between solvent systems for the present β-Silicon compound.