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Chlorination Products Of Glycylphenylalanine In Model Solutions And A Wastewater, Daniel J. Keefe

Chemistry & Biochemistry Theses & Dissertations

Model solutions of the dipeptide glycylphenylalanine were chlorinated to five different chlorine-to-amino nitrogen (Cl/N) mole ratios and analyzed after 30 min by high performance liquid chromatography. At mole ratios of ≤ 1, N-chloroglycylphenylalanine (I) appeared to be the only major product. At a mole ratio ≤ 2, N, N-dichloroglycylphenylalanine (II) was the only product. Compound II decomposes in model solutions (t_1/2= 6.4 hr) at pH 7.0 to form a compound tentatively identified as an H-chloroaldimine (III). Compound III in turn decomposes (t_1/2= 36 hr) in model solutions at pH 7. o to (IV) . From ^{13 …}