PRODUCED BY DISTILLATION OF CINCHONINE. 317 



The following analyses of the platinum salts of lutidine relate to the mean 

 results of Dr Anderson from Dippel's oil, and to a salt obtained by me from 

 shale naphtha ; the latter contained, however, a little picoline, which lowered the 

 carbon. 





(Dr Anderson 



from 



(G 



rev. Williams from 





Dippel.) 







Shale Naphtha.) 



Carbon, 



26-35 







26-14 



Hydrogen, 



3-23 







316 



Platinum, 



31-50 







31-76 



Although the results detailed leave no doubt as to the identity of this base, it 

 was, nevertheless, determined to place the fact beyond dispute, by obtaining a 

 methyl compound. When the base is mixed with twice its bulk of iodide of methyl, 

 it becomes heated, boils, and almost immediately solidifies into a mass of crystals 

 of hydriodate of methyl-lutidine-ammonium. This substance, as obtained from 

 the chinoline bases, is excessively soluble in water and alcohol, but insoluble, or 

 nearly so, in ether. On evaporating the spirituous solution of the hydriodate to a 

 syrupy consistence, it retains that state for a considerable time, if not disturbed ; 

 but immediately it is touched, long and beautiful needles shoot quite across the 

 vessel, and finally the whole becomes a mass of crystals. 



As some difficulty presented itself in purifying the crystals from a brown pro- 

 duct which contaminates it, in common with analogous salts from almost all 

 volatile oily bases subjected to the same treatment, it was converted into a plati- 

 num salt. To effect this the crystals were dissolved in water, the iodine preci- 

 pitated by nitrate of silver, excess of hydrochloric acid was then added, and the 

 solution filtered ; the filtrate, after addition of chloride of platinum, yielded a 

 crop of fine crystals. 



4-490 grains of platinum salt of methyl-lutidine gave 

 1-360 ... platinum. 



Experiment. Theory. 



30-29 30-16 



On treating the iodide of methyl-lutidine with potash, no odour of a volatile 

 base is evolved, showing it to agree in constitution with Hofmann's fourth class, 

 and serving also as corroborative evidence of the identity of it with the bone-oil 

 alkaloid. 



Collidine. — It now became desirable to ascertain if the next base of the picoline 

 series was present, and the following experiments leave no doubt that collidine 

 exists among the products of the distillation of cinchonine with potash. 



Collidine is one of the bases discovered by Dr Anderson in Dippel's oil,* and 

 found a few weeks subsequently by me in shale naphtha. At the time I exa- 

 mined the latter I was unacquainted with Dr Anderson's experiments ; but when 

 I became his assistant, abundant opportunities were afforded me of comparing 



* Trans. Royal Soc. Edin., vol. xxi., part i. 

 VOL. XXI. PART II. 4 Q 



