JACKSON AND TORREY, — AN ORGANIC OXIDE. 161 



from ligroin, until it showed the constant melting point 168^-169°, when 

 it was dried at 100°, and analyzed with the following result : — 



0.1245 gram of the substance gave by the method of Carius 0.0714 gram 

 of argentic chloride. 



Calculated for C6Cl2(C5H„)2N(0HNH(C5Hii)2)02. Found. 



Chlorine " 14.06 14.17 



Properties of the Dlisoamylamine Salt of the DicMordiisoamylamidoxy- 

 quinone. — It separates from hot ligroin in reddish brown crystals, which 

 melt at 168° -169°. It is very soluble in acetone, benzol, or chloroform ; 

 soluble in cold alcohol, easily soluble in hot ; somewhat soluble in cold 

 ligroin, more freely in hot. The addition of an acid to the alcoholic solu- 

 tion sets free the oxyquinone, which usually is precipitated as an oil. 

 Plumbic acetate, when added to the alcoholic solution, gave a greenish 

 precipitate. 



As the analysis and properties of this substance showed that dlisoamyl- 

 amine had acted on the oxide in precisely the same way as the isoamyl- 

 amine, we decided not to pursue this line of work further. 



Action of Diisoarnylamine on Chloranil. 



A small quantity of chloranil dissolved in hot benzol was treated with 

 an excess of dlisoamylamine. A green coloration was first noticed, which 

 ciianged to brown in a short time, while a white crystalline substance was 

 precipitated, which was recognized as the chloride of dlisoamylamine by 

 its properties. After the solution had been evaporated to a slight extent 

 on the steam bath, the insoluble dlisoamylamine salt was filtered out, and 

 the filtrate mixed with its own volume of alcohol allowed to evaporate 

 spontaneously. After several hours beautiful purplish black needles 

 separated from the liquid, which were washed with alcohol and finally 

 recry stall! zed from alcohol to purify them. After drying in vacico it 

 gave the following result on analysis : — 



0.0971 gram of the substance gave by the method of Carius 0.0577 gram 

 of argentic chloride. 



Calculated for C6CI„[(C5H„),N]202. Found. 



Chlorine 14.58 14.69 



It is evident, therefore, that the dlisoamylamine has acted on chloranil 

 in the same way that isoamylamine acted. 



Properties of Dichlordidiisoamylamidoquinone, C6Clo[(C5Hii)2N]20.2. 

 — It crystallizes from alcohol in long reddish black needles. The sub- 

 stance is far from stable, giving off an odor of dlisoamylamine on standing 



VOL. XXXIII. — 11 



