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Solvent effect on the kinetics of Beckmann rearrangement
Authors:G. G. Midyana  R. G. Makitra  E. Ya. Pal’chikova
Affiliation:1. Department of Physical Chemistry of Fossil Fuels, Litvinenko Institute of Physical Organic and Coal Chemistry, National Academy of Sciences of Ukraine, ul. Nauchnaya 3a, L’vov, 79053, Ukraine
2. Institute of Geology and Geochemistry of Fossil Fuels, National Academy of Sciences of Ukraine, L’vov, Ukraine
Abstract:The rate constants for the Beckmann rearrangement of cyclohexanone oxime p-toluenesulfonate in 11 solvents are satisfactorily described by a three-parameter linear correlation including polarizability, electrophilicity, and molar volume of the solvent. The first two factors favor the reaction, whereas increase of the solvent molar volume makes the reaction slower, presumably due to steric hindrances to solvation.
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