Hvan and Gtlovek — Nitro Derivatives of Diphenylamine. 101 



8.4-Dinitro-diphenylnitrosamine consists of sparingly soluble, pale yellow 

 prisms, which were coloured red by concentrated sulphuric acid, in which they 

 dissolved, forming an orange-yellow solution. 



Tn another experiment, which was carried out at a somewhat higher mean 

 temperature (ca. 18° C), the reaction proceeded differently. 2.4.8. 10-Tetranitro- 

 diphenylamine separated slowly. When collected and purified, it gave on 

 analysis the following results : — 



- 1221 g. substance gave 21 - 8 cc. moist nitrogen at 20° C. and 

 760 m.m.p. 



corresponding to N 20"0 

 C, 2 H 7 0,N 5 requires N20i. 



4. 3.10-Dinitro-Diphenylamine 2 N . C 6 H. . NH . C 6 H 4 . N0 2 . 



A solution of 6 g. of ^-nitro-bromo-benzene and 4 g. of wi-nitraniline in 

 nitro- benzene was heated with 2 g. of dry potassium carbonate, traces of 

 copper dust and potassium iodide to gentle boiling under a reflux condenser 

 for twenty hours. The nitro-benzene was distilled in a current of steam, 

 and the dark-coloured, tarry residue was extracted with boiling acetic acid. 

 The dinitro-compound, which was precipitated by addition of water to the 

 acetic acid solution, was purified by means of alcohol, and crystallised from 

 chloroform. When dry, it softened at 205° C, melted at 210-212° C, and 

 gave on analysis the following results :— 



- 1052 g. substance gave 146 cc. moist nitrogen at 17° C. 

 and 766 m.m.p. 



corresponding to N 16"2 

 C„H 9 0,Ni requires N 16-2. 



3'10-Dinitro-diphcnylamine consists of pale yellow crystals, which are 

 soluble in chloroform, readily in acetone, and sparingly in cold alcohol. 



Its solution in alcohol gave a violet red colouration with potash, and that 

 in sulphuric acid, which was colourless, was not afi'eeted by addition of 

 sodium nitrite. 



C. Trinitro-Diphcnylamincs. 



5. 24.6-Trinitro-Diphenylaminc (0 2 N) 3 C 6 H 2 NHC 6 H,. 



2.4.6-Trinitro-diphenylamine, which consists of scarlet red prisms, melting 

 at 178° C, was obtained by the action of picryl chloride on aniline or 

 acetanilide (Clemm, loc. cit.). 



