OP ARTS AND SCIENCES. 89 



phenylmalonic ester ; and that upon heating it on the steam bath with 

 nitric acid lor three hours in the hope of making the anilidotrinitro- 

 phenyltartronic ester, the substance was destroyed completely, oxalic 

 acid being the only product which we could find. It seems therefore 

 that the less acid auilido compound cannot be converted into the ni- 

 trite or tartronic ester. But although these attempts to oxidize the 

 substance have failed, we add the description of the anilidotrinitro- 

 phenylmalonic ester, which has not been prepared heretofore. 



It is easily made by adding an excess of aniline to solid bromtrini- 

 trophenylmalouic ester. The reaction ran smoothly in the cold with 

 slight evolution of heat, and the product was purified by washing 

 with very dilute hydrochloric acid to remove the excess of aniline 

 and the aniline bromide, and crystallization from alcohol until it 

 showed the constant melting point 133°, when after drying at 100° 

 it was analyzed with the following result : — 



0.18G6 gr. of the substance gave 20.2 c. c. of nitrogen at a temperature 

 of 25°. 5 and a pressure of 764.3 mm. 



Calculated for 

 0(.H(C6H5NH)cNO„)3CH(CO2C2H5)2. Found. 



Nitrogen 12.13 12.12 



Properties. — The anilidotrinitrophenylmalonic ester crystallizes in 

 long slender sharp needles arranged in radiating bunches. It has a 

 full yellow color, and melts at 133°. It is very slightly, if at all, 

 soluble in cold water, more soluble in hot, as shown by the faint yel- 

 low color of the solution ; freely soluble in hot alcohol, less so in cold ; 

 somewhat more soluble in methyl than in ethyl alcohol ; very freely- 

 soluble in chloroform; freely in benzol or acetone; soluble in ether, 

 or glacial acetic acid ; slightly in carbonic disulphide ; insoluble in 

 ligroine. Boiling alcohol is the best solvent for it. Strong sulphuric 

 acid or nitric acid dissolves it slightly in the cold with a yellow color; 

 the solubility is somewhat increased by heating ; strong hydrochloric 

 acid acts on it only very slightly, cold or hot. An aqueous solution 

 of acid sodic carbonate has no action upon it, but there is a barely per- 

 ceptible change of color if alcohol is added ; aqueous potassic carbon- 

 ate gives little if any action, but on the addition of alcohol a brown 

 solution is formed, the action however seems to be incomplete ; aque- 

 ous sodic hydrate turns the crystals dark and brown, the solution be- 

 coming yellow, the addition of alcohol seems to convert the substance 

 completely into the sodium salt ; aqueous ammonic hydrate gives a 

 barely perceptible yellow color, which is not increased by the addition 

 of a little alcohol, but a large amount gives a dark brown solution. 



