STUDY OF REACTIONS BETWEEN ORGANIC HALOGENATING AGENTS AND TERTIARY AMINES.
WISCONSIN UNIV MADISON
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As a basis for the study of the reactions of tertiary amines with organohalogenating agents, an attempt has been made to clarify the action of HClO as a halogenating agent and to determine relative chlorinating abilities of a number of N- chloro compounds and the extent of their hydrolysis of HClO. Methods for determining the equilibrium concentration of HClO in the presence of the organic N-chloro compounds were developed. A sensitivity sufficient to determine 10 to the -5th power M HClO was achieved by amperometric titrations using as titrants sodium thiosulfate, sodium arsenite, sodium nitrite and ascorbic acid. The most sensitive and dependable analysis proved to be a spectrophotometric method where HClO is reacted with NaI and the absorption of the resulting triiodide ion at 353 mu is measured. Determination of HClO in the presence of organic N-chloro compounds was achieved by a distillation technique. In order to establish mechanisms involved in reactions between HClO and tertiary amines, the rate of disappearance of the acid in reactions with several tertiary amines was followed as a function of pH. Author