120 PROCEEDINGS OF THE AMERICAN ACADEMY 



C 6 H 5 N=C° H 



Mesoxanilide, . CO. 



C 6 H 5 N=C 



OH 



This substance is formed by long heating of mesoxanilidehydrate, 

 or alcoholate, first at 100°, then at 108°-116°, whereby the alcohol 

 or the water respectively goes off very slowly as is seen by the fol- 

 lowing figures : — 



0.9470 gram alcoholate lost, after heating 3| hours at 100°, 0.0634 



gram. 

 0.9470 gram alcoholate lost, after heating 4 hours at 108°-113°, 



0.1240 gram. 

 0.9470 gram alcoholate lost, after heating 3 hours at 113°-115°, 



0.1322 gram. 

 0.9470 gram alcoholate lost, after heating 3 hours at 116°, 0.1350 



gram. 

 0.9470 gram alcoholate lost, after heating 2\ hours at 109°, 0.1352 



gram. 



Heated altogether 16 hours, until constant weight was obtained. 



Theory for Loss of 1 Molecule Alcohol. Found. 



14.65 14.28 



The analysis of the yellow powder thus obtained gave the fol- 

 lowing results : — 



0.1546 gram substance gave 0.3841 gram C0 2 and 0.0661 gram H 2 0. 

 0.2086 gram substance gave 19.5 c.c. moist nitrogen at 17° and 

 743 mm. 



Theory for C 15 H 12 N 2 3 . Found. 



C 67.28 67.75 



H 4.48 4.75 



N 10.45 10.60 



Mesoxanilide is soluble without change only in such solvents 

 as contain no alcohol or water; on pouring water or alcohol 

 over it and warming gently, it becomes colorless, forming tbe 

 alcoholate or the hydrate. The substance, in fact, shows a great 

 resemblance to chloral, which also contains a very reactive carbonyl 

 group. 



On treating an anhydrous benzine solution of mesoxanilide with 

 phenylhydrazine, it becomes colorless at first, and then a volumi- 



