374 



yellow substance melliiig at 'J 72°. It is, liowever, remarkable that 

 this salt should form even when the piperidine used has been dried 

 for a long time over potassium hydroxyde and when the nitramine 

 is dissolved in toluene, which has been rendered quite anhydrous by 

 means of phosphorus pentoxyde. An evolution of' gas could not be 

 observed in the reaction, but an odour resembling that of nitroso- 

 piperidine was noticed. 



Interaction of pyridine. In this reaction one of us fv. R.) had 

 obtained many years ago a compound melting at 145°, the analysis 

 of which gave results pointing to the formation of a pyridine salt 

 of trinitromethylnitraminophenol. On repeating the reaction under 

 very varying conditions and carefully excluding even traces of 

 moisture the same compound was always obtained (not always 

 especially pure, however). In this case, however, an evolution of 

 gas takes place. If, for instance, to 2 grams of nitramine dissolved 

 in 60 grams of absolutely dry toluene were added drop by drop 

 5 grams of dry pyridine and the whole heated at 100° 24.1 c.c. of 

 nitrogen and 43.3 c.c. of nitric oxyde (reduced to 0° and 760 mm.) 

 were collected. The course of the reaction has not as yet been 

 elucidated. 



Interaction of chinoline. This takes place analogous to that of 

 pyridine. The chinoline salt of the phenol formed, exhibited no sharp 

 melting point (173° — 190°). Here also an evolution of gas takes 

 place. The gas evolved is a mixture of nitrogen and nitric oxide. 



2.4.6. Trinitro-methylnitraminophenol. 



x\s is well known, the nitramine passes on boiling with water 

 into this phenol with formation of Jiitrous acid. This conversion 

 proceeds very perceptibly even at the ordinary temperature. After 

 0.286 gram of nitramine had been shaken with 1080 grams of water 

 at 11° for 24 hours, 0.197 gram appeared to have been converted. 



This phenol is a powerful acid as has been shown by the meas- 

 urements carried out by Mr. J. Smit in the van 't HoFF-Laboratory 

 where the velocity of decomposition of vliazoacetic ester') by means 

 of iV/„oo nitric acid was compared with that of a AVisoo solution 

 of trinitromethylnitraminophenol. 



1) Bredig, Curlius-Festschrift 1907, 1. 

 B. 40, 4015 (1907). 



W. Fraenkel, Z. f. Ph. Gh. 60, 202 (1907). 

 MuMM, Z. f. Ph. Gh. 62, 589 (1908). 

 Lacks, Z. f Ph. Gh. 73, 291 (1910). 



