PREDICTION OF CHLORINE POTENTIALS OF N-CHLORINATED ORGANIC MOLECULES

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.