112 Organic Phosphorus Compounds of Wheat-Bran [March, 



We did not make carbon and hydrogen analyses of this material. 

 So far as examined, however, this substance appeared very similar 

 to that prepared by Anderson. 



Examination of filtrate front barium precipitation of phytin 

 Solution. This filtrate was freed from barium with carbon dioxid, 

 filtered and concentrated on a water bath to a small volume, and 

 again filtered from traces of barium carbonate. The residue, after 

 further concentration, was a yellowish, somewhat viscous liquid, 

 with a very peculiar odor, somewhat like old, but not putrid, egg- 

 yolk. The taste was not marked. It reduced Fehling sol. on boil- 

 ing, but did not give the anilin-acetate test for furfurol on boiling 

 with hydrochloric acid. It gave heavy precipitates with phospho- 

 tungstic acid, picric acid and tannic acid. Phosphorus was present, 

 as was also nitrogen. Dried in vacuum, the material seemed some- 

 what crystalline, but was sticky and hygroscopic. 



3. Precipitates obtained by a combination of treatments 

 WITH copper acetate (i) AND ALCOHOL (2). From the fact 

 that the two different methods used in the first and second parts 

 of this paper yielded different products, it appeared possible that 

 neither method alone was sufficient to secure a complete removal 

 of all the organic-phosphorus Compounds in the wheat-bran extract. 

 Supposing this to be true, it should be possible by combining the 

 two methods, to obtain two fractions of precipitate, thus not only 

 securing a more nearly complete precipitation, but also establishing 

 the presence of two different substances in the extract. By pre- 

 cipitating the acid extract first with 3 vol. of alcohol, removing 

 this precipitate, and treating the filtrate with copper-acetate sol., we 

 hoped to effect this Separation. The results obtained are somewhat 

 isurprising in the light of the data in the first two parts of this 

 paper, and we are unable at this time to offer an adequate explana- 

 tion for them. The precipitate produced by alcohol, upon purifi- 

 cation and formation of the barium salt, yielded, instead of the 31 

 percent barium salt of part 2, prepared by the same method, the 

 36 percent barium salt of part i, prepared by the copper acetate 

 method, and like it, separable into water-soluble and water-insoluble 

 materials, the latter obtainable only in an impure form, but semi- 

 crystallizable. The copper acetate product from the alcoholic 



