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Ethidiumbromide (1) has two amino groups in 2-and 7-position which are protonated in acidic water solution. Both pK a -values of 1 are determined at 20 °C by means of the pH-dependence of the electronic spectra using a iterative calculating procedure, pK a1  = 0.713, pK a2  = 2.43. Acetylation of 1 and quantum mechanical calculations lead to the conclusion that the electronic density at the 7-amino group is greater than in 2-position. Therefore with decreasing pH preferably the 7-amino group is protonated (pK a2 ). followed by the protonation of the 2-amino group (pK a1 ).

zeitschrift für naturforschung c

pK a -Werte von Ethidiumbromid und 7-Amino-9-phenyl-10- äthyl-phenanthridinium-bromid / pK a -Values of Ethidiumbromide and 7-Amino-9-phenyl-10-ethyl-phenanthridinium- bromide