Formation of cyanide ion or cyanogen chloride through the cleavage of aromatic rings by nitrous acid or chlorine. VIII. On the reaction of humic acid with hypochlorous acid in the presence of ammonium ion

Cyanogen chloride was formed by the reaction of humic acid with hypochlorous acid in the presence of ammonium ion. Furthermore, cyanogen chloride was also formed when ammonium ion and hypochlorous acid were added to raw water sampled at water treatment plants.     

Formation of cyanide ion or cyanogen chloride through the cleavage of aromatic rings by nitrous acid or chlorine. IX. On the reactions of chlorinated, nitrated, carboxylated or methylated benzene derivatives with hypochlorous acid in the presence of ammonium ion

Chlorinated, nitrated, carboxylated or methylated benzenes, phenols and anilines reacted with chloramine to give cyanogen chloride, independently of the positions and the numbers of the substituents. Among these compounds, 2,4,6-trichlorophenol afforded cyanogen chloride in a relatively high yield of 13.3%, and the intermediates in the reaction were 2,6-dichloro-1,4-benzoquinone-4-(N-chloro)imine and 4,6-dichloro-1,2-benzoquinone-2-(N-chloro)-imine, of which the latter was the main intermediate.     

Generation of cyanide ion by the reaction of phenol with nitrous acid in wastewater

It was found that phenol reacts with nitrous acid to produce cyanide ions. Cyanide ion generation is attributed to the conversion of phenol to nitrosophenol through the well-known nitrosation reaction, and decomposition of benzoquinonoxim to form cyanide and aliphatic compound.