MECHANISMS AND PRODUCTS OF OZONOLYSIS OF ANILINE IN AQUEOUS-SOLUTION CONTAINING NITRITE ION

The presence of nitrite ions (1 x 10(-4) M) in the reaction medium affected the aqueous reaction of aniline (1 X 10(-4) M) and ozone (2.07-2.15 x 10(-4) M) at pH 6.25-10.65; o-, m- and p-nitroaniline were formed in addition to reaction products reported earlier. The combined yield of o- and p-nitroaniline was as high as 8%. Their yields were significantly higher at pH 6.25 and 7.25 than at pH 10.65 and carbonate species inhibited their formation. The reaction mechanisms for the formation of the nitroanilines involves pernitrous acid, hydroxyl radical and nitrogen dioxide radical as the important intermediates.