38 



On the Hydrocarbons of the Series O' [June 20^ 



Amyl 



CH3CH, 



\/ ' 

 CH 



CH 



Butyl. 



r CH3 CH3 



\/ 



CH 

 I 



CH 



Isopropyl. 



CH 



/\ 

 CH,CH, 



Butyl . 



CH 



/\ 

 CH^CH, 



Chlorine converts amyl-isopropyl easily into the chloride CgH^^Cl, a 

 colourless liquid which boils at 165°, and smells faintly of oranges, just as 

 is its isomer, chloride of octyl. Its specific gravity is 



at l0°-5 = 0-8834, 



at 36° =0-8617. 

 ' 0-2480 of this chloride yielded 0-2380 of chloride of silver and 0-0015 

 of metallic silver. 



Calculated for C j^H ^^Cl. Found. 

 23-90 per cent. CI. 23-9 per cent. CI. 



When chlorine acts upon arayl-isopropyl, a mixture of chlorine substitu- 

 tion-products is formed, from which I did not succeed in obtaining definite 

 compounds. On repeated fractional distillation the largest portion passes 

 over between 170° and 180° as a colourless hquid smelling of oranges. 



0-2815 of this substance gave on analysis 0*2772 of chloride of silver, 

 which corresponds to 24*36 per cent, of chlorine. This liquid appears 

 therefore to be a mixture of isomeric chlorides of the formula Cg H^^ CI. 



A solution of chromic acid attacks amyl-isopropyl very slowly ; the only 

 oxidation-products which are formed are carbonic acid and acetic acid, from 

 which latter the sodium-salt was prepared, and this was converted into the 

 silver-salt. 



0*1985 of this silver-salt contained 0*1291 of silver, or 65*0 per cent., 

 whilst acetate of silver contained 64-67 per cent. 



From the commencement of my researches on the hydrocarbons of this 

 series I have tried to obtain definite and characteristic oxidation-products ; 

 but the results of these experiments are as yet but very incomplete. I 

 have chiefly studied the action of oxidizing agents upon hydride of hexyl. 

 This hydrocarbon is acted upon by a concentrated solution of chromic 

 acid in the same manner as the two hydrocarbons described above ; the only 

 products formed are carbonic acid and acetic acid. A mixture of manganic 

 peroxide and sulphuric acid, as well as a solution of permanganic acid, give 

 only carbonic acid. Nitric acid also forms carbonic acid by boiling it or 

 heating it in sealed tubes with hydride of hexyl ; besides, a small quantity of 

 a solid acid, very likely belonging to the oxalic-acid series, is produced. I 



