HO Organic Phosphorus Compounds of Wheat-Bran [March, 



but impure brucine phosphate, the phosphoric acid being produced 

 by hydrolysis. 



Attempt to prepare the ethyl est er of phytic acid. An attempt 

 was made to prepare the ethyl ester of this organo-phosphoric acid, 

 by treating the silver salt, prepared from silver oxid, with ethyl 

 iodid; but only an impure product, containing free iodin, was ob- 

 tained. This impure product was soluble in nitrobenzene. 



2. Precipitate obtained by means of alcohol. The work 

 represented in this part of the paper is of interest chiefly by 

 comparison with the results of part III. Wheat-bran extract 

 was treated by the method used by Anderson for the prep- 

 aration of the Compound CssHggOggPgBag, and we obtained a sub- 

 stance giving an analysis fairly close to that obtained by him. 



Preparation of the crude phosphorus Compound by "Anderson's 

 method. Five kilos of wheat-bran were extracted over night in 0.2 

 percent hydrochloric acid sol. To the extract, after straining 

 through cloth, was added dry tannic acid to precipitate the protein 

 material. A very heavy purplish precipitate was produced. This 

 was filtered out, and to the filtrate was added one vol. of alcohol. A 

 heavy white precipitate appeared at once. This was allowed to 

 settle, the liquid siphoned off, and the precipitate collected on a large 

 Buchner funnel, without suction (the method which was found to be 

 most satisfactory in working with all these Compounds). The pre- 

 cipitate was redissolved in dil. hydrochloric acid sol., the Solution ob- 

 tained being milky and filtering only with difficulty. In attempting to 

 overcome this trouble, more tannic acid was added, producing a 

 precipitate which soon became gummy, and from which a perfectly 

 clear filtrate could be obtained. One vol. of alcohol was added, 

 and the resulting precipitate was purified by dissolving in dil. acid 

 sol. and precipitating with alcohol, repeating five times. The precip- 

 itate, instead of being light and flocculent, was rather heavy, and 

 soon settled into a gummy mass, which could be removed from 

 the Solution with a glass rod. In the last precipitation, it was 

 found that 3 vol. of alcohol were necessary to throw down the sub- 

 stance completely, so that considerable of the material was lost. 

 This Statement may have some bearing on the results in the third 

 part of this paper. The gummy substance was dried in a vacuum 



