Journal of the American Chemical Society p. 2585 - 2592 (1980)
Update date:2022-08-10
Topics:
Blandamer, Michael Jesse
Robertson, Ross Elmore
Scott, John Marshall William
Vrielink, Alice
The temperature dependence related to a series of solvolytic displacement reactions of primary, secondary, and tertiary carbon centers are examined using a new equation.The equation is derived by integrating the van't Hoff isochore in a form related to the absolute rate theory on the assumption that the heat capacity of activation (ΔGp<*>) is constant.Unexpectedly, the new equation is capable of correctly sensing changes in ΔCp<*> with temperature.The new equation is used to show that in some instances ΔCp<*> is partly abnormal and derives from the nonunitary nature of the displacement in a way outlined previously by Albery and Robinson.The significance of this new mechanistic tool is considered in relation to the displacement reaction of 2-bromopropane in heavy water and the reactions of adamantyl nitrate, tert-butyl chloride, S-propyl methanesulphonate, m-trifluoromethylbenzyl nitrate, and ethyl bromide with ordinary water.
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