Issue 2, 1996

Kinetic study of the stability of (NH2)2CSSC(NH2)22+

Abstract

The kinetics of the decomposition of formamidine disulfide dihydrochloride, (NH2)2CSSC(NH2)22+ 2Cl, in aqueous solution at 25 °C are general base catalysed, and rate constants have been measured over the pH range 1.91–9.03. Analysis of the data yields ionisation constants pK1= 5.49, pK2= 7.66 and rate constants for deprotonation of the substrate by OH and H2O. For the doubly charged cation, reaction occurs through a small concentration of a reactive tautomer, (HN[double bond, length half m-dash])(NH3+)CSSC+(NH2)2, which is attacked by H2O. The singly charged cation reacts by parallel pathways involving OH and H2O as attacking bases.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 2, 1996, 159-162

Kinetic study of the stability of (NH2)2CSSC(NH2)22+

L. G. Rio, C. G. Munkley and G. Stedman, J. Chem. Soc., Perkin Trans. 2, 1996, 159 DOI: 10.1039/P29960000159

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