160 PROCEEDINGS OP THE AMERICAN ACADEMY. 



convert a benzoylmethylacetal into the corresponding quinone, two points 

 which are of great importance in interpreting the transformations of the 

 oxide C6Cl20CH30(OCOC6H6)20CH3 under the influence of isoamyl- 

 amine. 



Isoamylamine Salt of Chloranilic Acid, CgCl2(OHNH2C5Hii).20o. 



This salt was made by dissolving a small quantity of chloranilic acid 

 in warm alcohol, and adding a slight excess of isoamylamine ; the salt 

 appeared as an abundant purplish red precipitate, which was purified by 

 washing it with benzol, alcohol, and water. It was dried at 110°, and 

 gave the following results on analysis : — 



I. 0.1307 gram of the salt gave by the method of Carius 0.0992 gram 

 of argentic chloride. 

 11. 0.2208 gram of the salt gave 0.1672 gram of argentic chloride. 



Chlorine 



Properties of the Isoamylamine Ohloranilate. — It is a purplish red 

 crystalline substance ; slightly soluble in methyl or ethyl alcohol ; 

 also somewhat soluble in glacial acetic acid, but decomposed by it ; 

 essentially insoluble in benzol, ether, chloroform, acetone, ligroin, rar- 

 bonic disulphide, or ethylacetate. Hydrochloric acid decomposes the 

 salt, giving a solution of chloranilic acid, which was recognized by the 

 purple color of its aqueous solution, and the formation from this solution 

 of the characteristic red silver salt. 



Action of Diisoamylamine on the Oxide C6CloOCH30(OCOC6H5)20CH3. 



After the study of the action of isoamylamine on the oxide, which has 

 been just described, it seemed of interest to determine whether a secon- 

 dary amine would act like a primary amine on the oxide, and accord- 

 ingly we took up this work with diisoamylamine. 



When to one gram of tlie oxide dissolved in hot benzol 2.5 grams of 

 diisoamylamine were added, the solution turned yellow immediately, and 

 this color finally gave place to red. On cooling no solid separated, but 

 after evaporating off part of the solvent a reddish compound appeared. 

 To obtain this in quantity the greater part of the benzol was evaporated 

 off on the steam bath, and the rest was allowed to pass off spontaneously. 

 The red solid left was washed thoroughly with water, and purified by 

 crystallization, at first from a mixture of alcohol and water, and finally 



