METHYL QUINOLIN. 453 



S 



mi 



!.COOH 



o-Methyl Quihouh. Kyndbenio Acid, or 



y ozY p QumoMN Cabbonic Acid. 



The latter by splitting off the carboxyl group yields kynurin, the 

 homologue of indoxyl. The methyl quinolin may be compared with 

 skatol or j8-methyl indol. The proteid molecule is unquestionably 

 the source of the quinolin as well as of the indol derivatives. The 

 existence of pyrrolidin carbonic acid among the cleavage products of 

 proteids has been noted on p. 448. 



The base is a highly refractive, colorless oil possessing a faint 

 quinolin odor which is very pronounced on warming. It is readily 

 volatile with steam and fumes when hydrochloric acid is held 

 near it. It is readily soluble in ether, chloroform, alcohol and in 

 mineral acids ; insoluble in alkalis and sparingly soluble in both hot 

 and cold water. It forms addition products with methyl iodid and 

 with bromin. With phthalic anhydrid it yields quinaldin yellow. 



The platinochlorid, (Cj|,HgN.HCl)2PtCl^ , forms characteristic 

 yellow needles which melt at 226°— 230°. It is sparingly soluble in 

 cold water and on heating in a test-tube it decomposes, giving 

 rise to a volatile oil which on cooling yields transparent colorless 

 needles. 



The aurochlorid is precipitated as fine slender yellow needles 

 which melt at 153°. It is more soluble than the preceding com- 

 pound. The silver nitrate compound forms colorless needles. 



The bichromate, {C^^^\IS.^Tfi^ , is extremely characteristic 

 and is precipitated as a yellowish red oil which promptly crystallizes, 

 forming needles which in form and color resemble those of the 

 platinum salt. It melts with decomposition at 130-140°. A 

 ferrocyanid can also be prepared. 



The picrate forms yellow crystals which on rapid heating melt at 

 177°. 



The zinc chlorid compound, (Cj„HgN.IICl)2.ZnClj , according to 

 Aldrich and Jones is especially useful for the separation and purifi- 

 cation of the base. It is readily soluble in hot, insoluble in cold 

 water. It forms gypsum-like crystals which melt at 230°— 240.° 



According to Cohn^ the injection of this base into dogs gives 

 rise to an intense icterus which soon passes away. Rabbits are more 

 susceptible and large doses cause pronounced hemoglobinuria and 

 eventually death. In neither animal does quinolin appear in the 

 urine showing that the group is apparently destroyed in the body. 



1 Zeits. phygiol. Chem., 20, 210, 1894. 



