OP ARTS AND SCIENCES. 



79 



time to blackish brown ; ammonic hydrate in aqueous solution gave a 

 red color, but the action was not complete until alcohol was added, 

 when a very dark red solution was formed. The nitrite of auilidotri- 

 nitrophenylmalonic ester therefore shows much more acid properties 

 than the corresponding bromine compound, which is indifferent to all 

 these reagents except sodic hydrate in presence of alcohol, and this 

 fact puzzled us at first, until we decided that the hydrogen attached to 

 the nitrogen in the anilido radical (CcHsNH) might be rendered acid 

 by the presence of the three nitro groups. That this is the correct 

 explanation of the phenomenon we have proved by preparing and ana- 

 lyzing the sodium salt of anilidotrinitrotoluol, which contains no atom 

 of hydrogen that could be replaced by sodium except the one attached 

 to the nitrogen of the aniline radical. The description of this work 

 will be found in the following section. 



An attempt to analyze the sodium salt of the nitrite of anilidotrini- 

 trophenylmalonic ester gave no satisfactory result, owing undoubtedly 

 to the partial formation of sodic nitrite from the organic nitrite by the 

 action of the sodic hydrate used in making the salt. 



Sodhcni Salt of Anilidotrinitrotuluol, C6CH3H(C6H5NNa)(N02)8. 



To prepare this salt, 1 gr, of anilidotrinitrotoluol * (melting point 

 151°) was dissolved in alcohol, and mixed with an alcoholic solution 

 of 0.09 gr. of sodic hydrate, that is, over 0.03 gr. less than ;he amount 

 required to convert the gram of substance into its salt ; a little ether 

 was then added, and the solution of the salt evaporated rapidly to 

 dryness in a narrow beaker sunk throughout its whole length in the 

 steam bath. During the evaporation there was an odor of phenyliso- 

 cyanide. The dry mass was washed thoroughly with benzol to re- 

 move the excess of anilidotrinitrotoluol, the residue dried at 100°, and 

 analyzed. As the salt explodes when heated with strong sulphuric 

 acid, it should be dissolved in water, treated with dilute sulphuric 

 acid, filtered, and the filtrate evaporated to dryness and converted 

 into neutral sodic sulphate. 



0.7876 gr. of the salt gave 0.1662 gr, of sodic sulphate. 



Sodi 



lum 



Calculated for OeCILiHlCjHsNNaXNOoJa. Found. 



6.76 6.84 



The salt prepared as described above forms a maroon-black powder, 

 which explodes gently when heated alone, or with strong sulphuric 



* These Proceedings, XXIV. 255. 



