H. and P. Ryan — Action of Nitric Acid and Nitrous Acid. 215 



solution a mixture of 2A0-dinitro-diphenylamine with some oily matter was 



obtained. When this mixture was treated with a small quantity of ether tin- 

 oily matter dissolved, and its solution was then filtered from the dinitro- 

 diphenylamine. By means of diluted alcohol dipltenylnitrosamine, melting at 

 65-66°C., was separated with some difficulty from the oil which was recovered 

 by evaporation of the ether. 



2. The behaviour of the solution to which 2 molecular amounts of nitric 

 acid had been added was similar to that of the last. From the brown carbon 

 tetrachloride layer some 2A0-dinitro-diphenylamine was again obtained. 

 Small amounts of impurities in it were not isolated. 



3. The final colour of the carbon tetrachloride solution to which -'I molecular 

 remounts of nitric acid had been added was light-yellow. 



The dark-coloured, oily solid, which was filtered off, was insoluble in the 

 ordinary solvents, and did not melt completely below 260° C. 



When the carbon tetrachloride filtrate was concentrated a yellowish solid 

 separated. On boiling this solid with ligroin a portion dissolved, leaving red 

 crystalline 2A0-dinitro-diphenylamine melting at 217-219° C. 



The solid, which separated when the ligroin filtrate was cooled, was 

 filtered and recrystallized from carbon tetrachloride. It consisted of golden- 

 yellow leaves, which melted at 162— 1G5° C, and was probably slightly 

 impure 2.8-dinitro-diphcni/la mine. 



4. The behaviour of the solution to which 4 molecular amounts of nitric 

 acid had been added was similar to that of the last. 



The solid which separated was, however, a mixture of a brownish and 

 a light-yellow coloured solid. By washing it with chloroform and ether 

 and evaporating the mixed washings, some 2AQ-dinitro-diphenylamini 

 (probably formed by the decomposition of the corresponding aitrosamine) 

 was obtained. 



The carbon tetrachloride contained a small amount of dinitro-diphenyl- 

 nitrosamines melting at 150-154° C, 



5. When the quantity of nitric acid was increased to G molecular amounts 

 the separated solid consisted mainly of a relatively low-melting unstable 

 compound (probably a mixture of dinitro-diphenylnitrosamines with the 

 insoluble high-melting body), and from the carbon tetrachloride a small 

 quantity of dinitro-diphenylnitrosamines melting at 150-lf>5 c C. was obtained. 



Action of Nitric Acid on Solution* <>/' Diphenylnitrosamim in 

 Carbon Tctnirh/oridi-. 



The action of nitric acid on solutions of diphenylnitrosamine in carbon 

 tetrachloride was examined under conditions similar to those described above 



