JACKSON AND TORREY. AN ORGANIC OXIDE. 159 



of dichloi'isoamylamicloxyquinone, the study of which might throw some 

 light on the formation of that body. 



Two grams of chloranil were dissolved in hot benzol, and heated with 

 two grams of isoamylamine with constant stirring. At first a green 

 coloration was noticed similar to that obtained by the action of sodic 

 alcoholates on chloranil, but on longer heating of the mixture this green 

 color gave place to a purple, and on cooling beautiful purple plates 

 separated from the solution. The substance was washed thoroughly with 

 alcohol to remove a white impurity, probably the chloride of isoamylamine, 

 which had separated with it, and then recrystallized from benzol until it 

 showed the constant melting point 224°-225°, when it was dried at 100°, 

 and analyzed with the following result : ■ — - 



0.1786 gram of the substance gave by the method of Carius 0.1500 gram 

 of argentic chloride. 



Calculated for C6Clo(C5HiiNH)203. Found. 



Chlorine 20.46 ' 20.76 



Properties of Dichlordiisoamylamidoquinone. — The substance crystal- 

 lizes in long plates or flattened needles terminated by a single plane at 

 a not very oblique angle to the sides. The color is a dark red, and 

 the crystals often show a marked purple iridescence, when separating 

 from solution. It melts at 224°-22o°. It is slightly soluble in 

 cold benzol, more freely in hot ; almost insoluble in alcohol ; insoluble 

 in water. The best solvent for it is benzol. Strong hydrochloric 

 acid has no apparent action on it; strong sulphuric acid dissolves it, 

 but the original red body is precipitated on the addition of water. 



Action of Isoamylamine on Dichlordimethoxyquinonedimethyldi- 



benzoylacetal. 



To study this action 0.7 gram of the acetal were dissolved in hot 

 benzol, mixed with 1.1 grams of isoamylamine, and the mixture heated 

 to boiling on the steam bath. On cooling crystals were deposited exactly 

 similar in appearance to those obtained by acting on chloranil with 

 isoamylamine. After crystallization from benzol they melted at 224°- 

 225°, and therefore were the dichlordiisoamylamidoquinone, with which 

 the substance also agreed in its other properties. Dichlordimethoxy- 

 quinone also gives this same jiroduct, when treated with isoamylamine. 



These experiments show that the methoxy radical in these substituted 

 quinones can be replaced by the isoamylamido group, when the quinone 

 is heated with isoamylamine, and also that isoamylamine is able to 



