Formation of Cyanide Ion or Cyanogen Chloride through the Cleavage of Aromatic Rings by Nitrous Acid or Chlorine. VI. Evidence for Ring Cleavage of Benzene and Aniline

Abstract

It was found that aniline [¹³C₆] reacted with nitrous acid to give ¹³CN^- and that benzene [¹³C₆] or aniline [¹³C₆] reacted with hypochlorous acid in the presence of ammonium ion to give ¹³CNCl. These results clearly indicate that the benzene ring was cleaved by nitrous acid or chloramine to give cyanide ion or cyanogen chloride.