[ 554 ] 

 LXXI. Intelligence and Miscellaneous Articles. 



ON SOME NEW COLOURING MATTERS. 

 BY ARTHUR H. CHURCH AND WILLIAM H. PERKIN. 



NASCENT hydrogen, acting upon an alcoholic solution of dinitro- 

 benzole or of nitraniline, produces a crimson coloration, due 

 to the formation of a new substance, to which we have given the 

 name nitrosophenyline . • 



This new body presents some remarkable properties. It fuses 

 below 100° C. ; is uucrystallizable, and not volatile without decom- 

 position ; it dissolves in alcohol with an orange-red tint, and an '" 

 alcoholic solution containing only • 2 per cent., although perfectly 

 transparent to transmitted light, presents a flame-coloured luminous 

 opacity in reflected light. Nitrosophenyline dissolves in hydro- |^^ 

 chloric acid, producing an intense crimson colour, which is changed 

 to a yellowish-brown by alkalies and is restored by acids. at-- 



The analysis of nitrosophenyline has led us to the formula 



CioHgNsO.,, ■■ " r^^ 



'-.V-T^a- ' H Mh■\o^aoli 



wmcB may be written thus : — C,.,>^t^^ N, and so may be vietWd «i* 



. . . ^-^(J<i _ _ 6;lfA 



aniline, in which 1 equiv. of hydrogen is replaced by 1 equiv. oiiaA 

 binoxide of nitrogen : the following equation sufficiently explains the'nA 

 formation of nitrosophenyline : — '"' 



C„H4 2N04+8H=Ci2H«N2 0,-h6HO. ''^^ 



We have produced from all the dinitro-compounds we have y6t 

 experimented upon, colouring matters similar to nitrosophenyline' T^^ 

 the following is a list of such dinitro-compounds : — ,-,ir,o 



1 . Dinitrobenzole Cj., H^ 2NO4. : j 



:! 2. Dinitrotoluole Cjj Hg 2NO4. riA 



;^ 3. Dinitroxylole Cjg Hg 2NO4. i 



.-,, 4. Dinitroxylole Cig \\^ 2NO4. -'^A 



5. Dinitrocymole C.,^ Hjy2N04. ■ 



6. Dinitronaphthahne . . Cjo Hg 2NO4. , ,i 

 We have examined minutely the colouring substance produced in 



the case of dinitronaphthaline. It proves to be perfectly analogous ,;j 

 in composition with nitrosophenyline ; in properties also it is similar ; 

 and from its alcoholic solution it may be obtained in crystals, havingn.tJ! 

 a lustre somewhat similar to that of murexide : its formula, asi 

 deduced from our analysis, is ' 



C^oHgN^O^. -f 



which we may arrange thus ; — CgQ,^/^? N, and so view it as naphthyli ' 



amine in which 1 equiv. of hydrogen has been replaced by 1 equiv*-) 

 of binoxide of nitrogen. This substance we term nitrosonaphthy-'Jsy^ 

 line. It may likewise be obtained by the action of nitrous acid on' 

 naphthylainine, or of nitrite of potassium upon the hydrochlorate of „ 

 naphthylamine : the following equations represent the three prO"",-' 

 cesses for its formation : — \^^^^^ 



1. C„,Hg2N04+ni=C.,oHgN,0.,-|-GIIO. ' .,.,a 



. ,^^2. C;^ Hg N + NO,^C2o Hfi ^'2 OC+'HO. 



"* :'^"3. C20 H,o N, Cl-f;KN04=C2o HgN,^ Oj-f 21104 KCl. 

 — From the Proceedings of the Boyal Sociehj for Feb. 21, 18.t6. 



