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Kinetics and Mechanism of Monomolecular Heterolysis of Commercial Organohalogen Compounds: XLI. Solvent Effect on the Rate of 3-Methyl-3-chloro-1-butene Solvolysis. Correlation Analysis of Solvation Effects and Role of Solvent Nucleophilicity

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Abstract

The kinetics of 3-methyl-3-chloro-1-butene solvolysis at 25°C in MeOH, EtOH, BuOH, i-BuOH, PentOH, 2-PrOH, 2-BuOH, HexOH, OctOH, t-BuOH, t-PentOH, cyclohexanol, and allyl alcohol was studied by the verdazyl method; v = k[C5H9Cl], SN1 + E1 mechanism. The reaction rate shows a satisfactory correlation with the parameter of the solvent ionizing power E T and is independent of the solvent nucleophilicity.

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Translated from Zhurnal Obshchei Khimii, Vol. 75, No. 9, 2005, pp. 1503–1509.

Original Russian Text Copyright © 2005 by Ponomarev, Zaliznyi, Dvorko.

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Ponomarev, N.E., Zaliznyi, V.V. & Dvorko, G.F. Kinetics and Mechanism of Monomolecular Heterolysis of Commercial Organohalogen Compounds: XLI. Solvent Effect on the Rate of 3-Methyl-3-chloro-1-butene Solvolysis. Correlation Analysis of Solvation Effects and Role of Solvent Nucleophilicity. Russ J Gen Chem 75, 1430–1436 (2005). https://doi.org/10.1007/s11176-005-0441-5

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  • DOI: https://doi.org/10.1007/s11176-005-0441-5

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