Hofmann on the Blue Derivatives of the Tertiary Monamines. 235 



Here, again, I have had an opportunity of proving the presence 

 in the crystals of a small quantity of the homologous chinoline com- 

 pound ; for on submitting, after separating the iodide of amyle, the 

 hydrochlorate of the volatilized base to distillation with potassa, 

 and collecting apart the first quantity of the basic liquid which came 

 over with the vapour of water, this substance proved by the plati- 

 num determination to be chiefly chinoline, while the portion of the 

 base distilling last proved by the same mode of analysis to be pure 

 lepidine. 



The results obtained in these experiments furnish new illustrations 

 of the tendency to molecular accumulation by which the ammonias 

 and their derivatives are distinguished. Only a few weeks ago I 

 had the honour of submitting to the Royal Society a short ac- 

 count of this class, which is obtained as a secondary product in the 

 manufacture of aniline. The coloured derivatives of the bases of the 

 chinoline series present in their composition considerable analogy 

 with paraniline. 





Aniline series. 





C 6 H 7 N 



Aniline. 



C 6 H 7 N,HC1 



Chloride. 





C 6 H 7 N 

 6 H 7 N 

 Paraniline. 



C 6 H 7 N 1 T Tn 

 Monacid chloride. 

 Lepidine series. 



C 6 H 7 N\HC1 

 C 6 H 7 NJ HC1 



Diacid chloride. 



C„H„NH,0 



Hydrated oxide of amyl- 

 lepidyl-ammonium. 



C 15 H 19 N,HC1 



Chloride. 





C 15 H„NH 2 0| 



Free blue base. 



? C i5 H i9 N 1 -rrpi 



• C 15 H 19 NJ HU 



Green iodide, monacid. 



C M H 19 N|HC1 

 C 15 H 19 N/HC1 



Yellow iodide, diacid. 



I have written the formulae of the coloured compounds so as to 

 bring out their analogy with the paraniline salts — in fact, so as*to 

 characterize them as para-compounds of the amyl-lepidyl-ammonium 

 salts, but I am far from attributing to these formulae any other 

 value. In fact the molecular construction of this new class of 

 compounds remains to be established by further experiments. 



The theory which (in 1852) satisfactorily represented the consti- 

 tution of the nitrogen bases then examined, requires an expansion to 

 include the tinctorial ammonias added to our knowledge during the 

 last decade. The time for the enunciation of this amplified theory 

 has not yet arrived. 



Here only a few experiments may still be mentioned, which were 

 made with the oxide corresponding with the salts described. 



The action of oxide of silver upon the iodide dissolved in alcohol 

 liberates the base, which, on evaporation of the alcohol, separates as 

 an indistinctly crystalline deep-blue mass, moderately soluble in water, 

 less soluble in anhydrous ether, easily soluble in alcohol. Ether 

 precipitates the base from its alcoholic solution; I have not exa- 

 mine d it. 



