/ 



\ 



\_ 



/ 





\ 





NO 



Ryan axd O'Rtordan — On a-, /3-, and y-Trinitrotoluenes. 187 



XI. Action of Anil in? on ^-Trinitrotoluene. 



/3-Trinitrotoluene (2 grams') was shaken with a solution of 2 c.c. of aniline 

 in 50 c.c. of alcohol. From the solution, which had at first a dark colour, red 

 crystals slowly separated. After two days the crystals were separated, washed, 

 and recrystallised from alcohol. The substance thus got consisted of prismatic 

 crystals which melted at 11-4-115° C, and gave on analysis the following 

 results : — 



- 1506 grams substance gave 20 - 2 c.c. nitrogen at 20" C. and 



O O f? 



752 m.m.p. 



Corresponding to X 15 - 22. 



C 13 HnX 3 0i requires X 15 - 3. 



CijHuN^Oe requires X 17'5. 



The substance is therefore a dinitrotolylphenylamine, and probably has 



the formula : — 



CH 3 NOs 



\ / 



" NH — <_> 



This substance was previously prepared by Hepp, but he did not publish 

 an analysis of it. 



XII. Action of p-Toluidine on /3- Trinitrotoluene. 

 A solution of 2 grams of p-toluidine in 10 c.c. of alcohol was added to 

 2 grams of /3-trinitrotoluene in 40 c.c. of alcohol. A yellow colour was 

 developed, and on shaking the trinitrotoluene apparently dissolved with 

 simultaneous separation of a red solid. After shaking for a quarter of an hour 

 the red solid was filtered, washed, and recrystallised from alcohol. It consisted 

 of red prismatic crystals which melted at 131 c C, and gave on analysis the 

 following results : — 



- 10S2 grams substance gave 13 - 7 c.c. nitrogen at 17° C. and 

 771 m.m.p. 



corresponding to X 14 - 9. 

 CHuNA requires X 14-63. 

 'CuHnX 4 6 requires X 16*76. 

 Hence this substance is a dinitro-ditolylamine, and probably has the 

 formula : — 



• NH / \— CHj 



The constitutional formulae assigned to this and the preceding compound 



CH 3 



NO: 



\ 



/ 



/ 



\ 



\ 



/ 





\ 





NO : 



