Journal
ZEITSCHRIFT FUR ANORGANISCHE UND ALLGEMEINE CHEMIE
Volume 631, Issue 13-14, Pages 2812-2819Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/zaac.200500157
Keywords
protonation; thiourea; NMR studies; DFT calculations; solvent effects
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The protonation of thiourea was reinvestigated in aqueous and non-aqueous media using potentiometric, UV-vis, NMR, MS spectroscopy, as well as DFT calculations. In aqueous medium, no evidence for protonation could be found in the pH range 0 to 7, in agreement with typical pK(a) values (acid dissociation constants of protonated thiourea) quoted in the literature of around - 1.2. Most of the protonation constants quoted in the literature are incorrect and apparently refer to pK, values. Protonation of thiourea occurs at a much higher pK, value in methanol and in water-dioxane mixtures, which must be related to the stabilization of the protonated species in such media.
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