286 PROCEEDINGS OF THE AMERICAN ACADEMY 



solidified by standing for several months. All our attempts to free 

 the oily product completely from the tribromnitroresorcine diethyl- 

 ether have failed, so that we are unable to give any account of its 

 composition. 



Products soluble in Water. — In purifying the products of the 

 action of sodic ethylate upon tribromtrinitrobenzol, the aqueous 

 solution formed by washing the residue from spontaneous evapora- 

 tion contained a large amount of organic matter, as was indicated 

 by its orange-red color. In order to determine its nature, the solu- 

 tion was acidified with dilute sulphuric acid, which gave a precipi- 

 tate, but did not remove all the organic matter present, since the 

 filtrate still showed a strong yellow color. This precipitate was 

 washed with water, in which it is nearly insoluble, until the wash- 

 ings ceased to show a yellow color, and then purified by converting 

 it into its sodium salt, filtering the solution, reprecipitating with 

 dilute sulphuric acid, and finally crystallizing from dilute alcohol 

 until it showed the constant melting point 89°, when it was dried 

 in vacuo and analyzed with the following results : — 



0.2285 gr. of the substance gave on combustion 0.3145 gr. of car- 

 bonic dioxide and 0.0817 gr. of water. 



Calculated for 

 C 6 (OC,H 5 )„OH(N0 2 ) 3 . Found. 



Carbon 37. _ 85 37.53 



Hydrogen 3.47 3.97 



To confirm these results, a portion of the substance was treated 

 with an aqueous solution of less than the calculated amount of sodic 

 hydrate necessary to convert it into the sodium salt, the solution of 

 the salt was filtered from the unaltered phenol, the filtrate evapo- 

 rated to dryness, and the residue washed with benzol to remove any 

 traces of the free phenol which might have dissolved in the water. 

 It was then dried at 100°, and the sodium salt thus obtained ana- 

 lyzed with the following results : — 



I. 0.1498 gr. of the substance yielded 0.0329 gr. of sodic sul- 

 phate. 

 II. 0.2410 gr. of the salt gave 0.0524 gr. of sodic sulphate. 



Calculated for Found. 



C 6 (OC„H B ) 2 ONa(NO„) 3 . I. n. 



Sodium 6.78 7.11 7.04 



These analyses leive no doubt that the substance is the diethyl- 

 ether of trinitrophloroglucine. As it has not been described here- 

 tofore, we add its properties. 



