108 Scientific Proceciiinni^. Roijal Dublin Societij. 



Methyl-nitrodiazoamino-p-nitrobcnzcvc C5H3 . NO2 . Me . N : N . NH CcHi . NOj. 



(5) (2) (1) (1) (4) 



■g-Vth mol. of nitrotoluidine dissolved in sulphuric acid and diazotized as, 

 before was added with constant stirring to -g-Vth mol. of j9-nitraniline in 75 c.c. 

 of 107o sulphuric acid, the whole being kept at 0° C. On standing overnight 

 a yellow substance separated, which was filtered off, washed and dried in 

 vacuo. 



It dissolves in wa,rm alcohol, but is insoluble in ether and benzene. It 

 melts with decomposition at 118° C. It is decomposed by boiling witli acids 

 witli evolution of nitrogen, showing it to be a diazo animo compound. 

 Analysis : — 



(i) -1500 gram gave 30-0 c.c. of moist nitrogen at 19"" C. and 762 mm. 

 (ii) -1500 gram gave 29-6 c.c. of moist nitrogen at 17'^ C. and 767 mm. 

 7, nitrogen = 23-23 and 23-27. 

 CjHnlSrsOi requires 2325. 

 Diazo nitrogen : — 



•3000 grams gave 22-4 c.c. moist nitrogen at 18' C. and 764 mm. 



"/^ diazo nitrogen = 8-87. 

 OsHsKOa . Me . N : N . NH . G„H. . NO, requires 9-30. 



3-M6thyl-5-7iitTo-2' : ^' -dilnjdroxyazobenzenc OH:, . NO, . OeHj . No . C5H3 . ( ( )H)2. 



(2) (5) (1,1) (2,4) 



-i-xrrth mol. of nitrotoluidine was diazotized in hydrochloric acid solution 

 as before, and the solution added to a cold solution of resoroinol (xiTrth mol.) 

 in 50 c.c. water. After stirring for a short time a bright red gelatinous precipi- 

 tate separated, which after two or three hours became orange in colour. The 

 precipitate was allowed to stand overnight and was then filtered off, washed, 

 and dried in vacuo. The product is faii'ly soluble in hot alcohol, and separates 

 out on cooling in an amorphous condition. It is only sparingly soluble in 

 benzene and petroleum ether. Melting point, 234° 0. 

 Analysis : — 



■2500 gram gave 31-8 c.c. moist nitrogen at 13" C. and 768 mm. 



7„ nitrogen = 15-29. 

 O13HUN3O4 requires 15-38. 



koyal coli.ege of science, 

 Dublin. 



