101 Proceedings of the Royal Irish Academy. 



12. 94.6.10- Tetrcmitro-Diphenylaminc (O 2 N) 3 O H,NH . C c H 4 N0 2 . 



Picryl-p-nitraniline has been previously obtained by Austen (loc. cit.) and 

 by Wedekind (Ber. xxxiii (1900), p. 432) by boiling picryl chloride with an 

 alcoholic solution of ^-nitraniline. 



The specimen which we obtained by this method consisted of golden- 

 yellow lozenge-shaped prisms, melting at 222" 1 C, which were slightly soluble 

 in alcohol, ether, benzene, chloroform, or carbon tetrachloride, somewhat more 

 soluble in acetic acid, ami soluble in acetone. 



It gave a red colouration with cold f> per cent, aqueous alkali, and formed 

 a yellow-coloured solution in concentrated sulphuric acid 



E. Action of Nitric Acid on S-Nitro-Diphenyl-Nitrosamine. 



To a solution of 1-2 g. (1 moL) of 3-nitro-diphenyl-nitrosamine in 50 cc. of 

 glacial acetic acid - S cc. (slightly less than 3 mols. of nitric acid (sp. g. 1-42) 

 was added, and the mixture was allowed to remain 5 weeks at the room 

 temperature. As no solid separated during the reaction, water was added, 

 and the solid, which now separated, was filtered, washed, and dried. 

 On repeated crystallisation from acetone and chloroform yellow prismatic 

 needles were obtained, which softened about 179°C. and incited with 

 decomposition at 184-185° C. An analysis of the substance indicated that 

 it was at phenyl-nitrosamine: — 



01021 g. substance gave 19-0 cc. moist nitrogen at 24° C. 

 and 7)<J in. in. p. 



corresponding to N21"2 

 0„H,N.O, requires N 210. 



The trinitro-diphcnylnitrosaminA consists of yellow prismatic needles which 

 were sparingly soluble in alcohol, were mm. lily soluble in acetic acid or 

 chloroform, and very soluble in acetone. 



It gave a blood-red colouration \\ith alcoholic potash. 



I-'. Acti n o) NUr Addon i^^-THnitro-Diphenylarnvne. 



With a view to identifying of the trinitro-diphenylnitrosamine, described 

 above, an attempt was made to obtain the nitrosamine of 2.4.9-trinitro- 

 diphenylamine by the action of isoamyl nitrite on an acetic acid solution 

 of the latter. The reaction, however, proceeded very slowly, and the 

 product finally isolated in very .-mall quantity was apparently a tetranitro- 

 i/i/i/i' 



0*6 g. of 2.4.9-trinitro-diphenylamine was dissolved in 120 cc. of glacial 

 acetie acid, and to the solution 2 cc. of isoamyl nitrite was added. The solution. 



