1866.] 



of Phosphorus on the Aromatic Monamines. 



59 



it was at once inferred that the methyl group had been added to the ethyl 

 group already present in the substance. This conclusion was amply corro- 

 borated by the analysis of the platinum-salt precipitated from the liquid. 



By this experiment the nature of ethenyldiphenyldiamine is most satis- 

 torily elucidated. The action of iodide of ethyl had converted this base 

 into the tertiary diamine ethenylethyldi-phenyldiaminey 



(O.HJ'"] 



(C.H,X J 



the latter, under the influence of iodide of methyl, yielding the compound 

 [(C, H3)'" (C, H J (C, H,), NJ (C H3) j o_ 



which is soluble in water with a strongly-marked alkaline reaction. 



The stability of ethenyldiphenyldiamine is remarkable. As I have 

 already mentioned, this base distils at a very high temperature without 

 decomposition. It is moreover scarcely attacked by fusion with hy- 

 drate of potassium. Concentrated sulphuric acid, on the other hand, 

 decomposes it easily. When gently heated, the solution of ethenyldiphe- 

 nyldiamine in sulphuric acid evolves acetic acid, and, on addition of water, 

 the slightly-coloured liquid solidifies to a white crystalline mass of sulph- 

 anilic acid, 



(C2H3)'" ] CHOI r^e^^a 



(C3H,), In, + 2H,SO,= ^^53U + 2 



H J ^ J L H 



It need scarcely be mentioned that, by reactions similar to that- of tri- 

 chloride of phosphorus on acetate of aniline, an almost endless variety of 

 new compounds may be obtained. By changing the acid, or base, or both, 

 a series of substances is formed, the composition of which in each case 

 is fixed in advance by theory. I have worked only very little in this 

 direction. 



Toluidine acts in a manner precisely similar to that of aniline. The 

 base formed can scarcely be distinguished from the phenyl base. Analysis 

 of the platinum-salt has led to the formula 



(C.H3)'"] 

 C,3H,3N,= (C,H,), In,. 



H I 



With naphthylamine the reaction is less smooth. The product obtained 

 by acting with 1 molecule of trichloride of phosphorus on 3 molecules of 

 chloride of acetyl and 6 molecules of naphthylamine, was an unenjoyably 

 viscous scarcely crystalHne mass which retained, after repeated solution 

 and precipitation, its amorphous character. An analysis of the platinum- 

 salt led, however, to the formula 



H J 



f2 



H l.N,S03 



