]^EW York Agricultural Experiment Station. 165 



Distilled with 12 per ct. HCl 0.4736 gm. substance gave 0.071 gm. 

 phloroglucid. 



As will be noticed, this compound contains a considerably larger 

 percentage of carbon than any of the previous preparations and a 

 correspondingly low percentage of phosphorus. Calculated on the 

 same basis as before, it would correspond to a molecule with C 30 or 

 C 32. By acting upon this compound with dilute sulphuric acid 

 some reducing body is split off and the salt C25 Hss O54 P9 Bas results, 

 identical with that obtained in the first case from the crude substance. 



One gram of the above barium salt was digested for about ten 

 minutes with 20 cc. normal sulphuric acid and heated nearly to 

 boiling. It was then precipitated with excess of barium hydroxide 

 and filtered. 



The filtrate was freed from excess of barium hydroxide with carbon 

 dioxide, filtered and evaporated to small bulk, and again filtered. 

 It was then found to reduce FehUng's solution strongly on boiling 

 and to give the orcine and phloroglucine reactions, showing con- 

 clusively that a reducing body of some kind had been split off by the 

 action of the sulphuric acid. 



The barium precipitate from the above was shaken up with a 

 small quantity of 0.5 per ct. hydrochloric acid, filtered, and the 

 filtrate precipitated by adding an equal volume of alcohol. After 

 again precipitating in the same manner the substance was filtered, 

 washed in dilute alcohol, alcohol and ether, and dried in vacuum 

 over sulphuric acid. The substance weighed 0.45 grams. For 

 analysis it was dried at 105° in vacuum over phosphorus pentoxide. 



0.2326 gm. substance gave 0.0525 gm. H2O and 0.1208 gm. CO2. 



0.1859 gm. substance gave 0.1009 gm. BaS04 and 0.0804 gm. 

 Mg2 P2 O7. 



Found C 14.16, H 2.52, P 12.05, Ba 31.94 per ct. 



Calculated for C25 H55 O.54 P9 Ba5=2184. 



C 13.73, H 2.51, P 12.76, Ba 31.44 per ct. 



This substance is therefore identical with the barium salt prepared 

 from the previously isolated crude compound. 



We are planning to carry out a complete investigation concerning 

 this organic-phosphoric acid of wheat bran and its cleavage products. 

 It is desired especially to isolate and identify the reducing bodies 

 formed on cleavage with dilute acid. We also wish to take up the 

 study of the nitrogen-containing substance and beg to reserve the 

 further investigation of these bodies. 



