Cation-anion combination reactions. 21. Reactions of thiolate ions, cyanide ion, and amines with cations and carbonyl compounds in dimethyl sulfoxide solution

…, JE VanVerth, POI Virtanen

Index: Ritchie, Calvin D.; Verth, J.E. Van; Virtanen, P.O.I. Journal of the American Chemical Society, 1982 , vol. 104, # 12 p. 3491 - 3497

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Citation Number: 24

Abstract

Abstract: The pK,'s of three alkanethiols and of two ammonium ions, and the rates of reactions of the thiolates, amines, and of cyanide ion with Malachite Green, Crystal Violet, 2, 4-dinitrophenyl acetate, and 9-acetyl-9-cyanofluorene, all in Me2S0 solution, have been measured. The pK,'s of the thiols in Me2S0, compared with those in water, indicate important hydrogen bonding of water to the thiolates. The reactions of nucleophiles with both the ...

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