Reactions of thiazolidine-2-thiones with copper(II)
Abstract
A comparison of 3-alkyl-5-hydroxy-5-(1,2,3,4-tetrahydroxy-n-butyl)thiazolidine-2-thiones (Httt), which are sensitive, specific, spectrophotometric reagents for CuII, with more ‘simple’ thiazolidine-2-thiones shows that the Httt reagents differ from the latter in that no simple co-ordination compounds are formed with CuII ions. Instead, the Httt molecules undergo intramolecular rearrangements in the presence of CuII ions to afford dithiocarbamic acids which then readily bond to CuII as the dithiocarbamate anions. The products, Cu(ttt)2, possess all the characteristics of the known copper dithiocarbamates. The specificity of Httt as analytical reagents for CuII is explained in terms of the inability of most other metal ions to induce the intramolecular rearrangement of Httt to form the dithiocarbamic acid.