Prediction of chlorine potentials of N-chlorinated organic molecules

Abstract

Different linear free energy correlations have been found between the relative tendencies of (A) anions of imides and amides, and (B) secondary and tertiary amines, to accept a proton, or to accept a positive chlorine ion to yield a N-chloro-derivative. Using these relationships it should be possible to predict the chlorine potential of a N-chloro-compound when its structure and the acid dissociation constants of the N-chloro- and N-protonated derivatives are known.