The thermodynamics of the acid dissociation of some amino-alcohols in water

Abstract
This paper reports the acid dissociation constants from 0° to 60° of the conjugate acids of the following six substituted 2-amino-ethanols: H2N·CH2·CHMe·OH, H2N·CHEt·CH2OH, H2N·CMe2·CH2OH, H2N·C(CH2OH)2Me, EtHN·CH2·CH2OH, and Et2N·CH2·CH2OH. The data are analysed to obtain values of ΔG°, ΔH°, ΔS°, and ΔCp° for the acid dissociations. These thermodynamic quantities are discussed in relation to the structure of the acids, and ion–solvent and molecule–solvent interactions. A novel method of comparing acid strengths is suggested and the change in energy of dissociation per OH group, calculated for zero entropy change, is found to be –1250 cal. mole–1.

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