330 MESSES, E. FEANKLAJSTD AND B, F. DUPPA'S 



amylic hydride and amylene are given off. The mixture finally assumes a viscous or 

 semisolid condition, and when treated vpith water produces a further quantity of amylic 

 hydride, which distils off at a gentle heat. On the subsequent application of a higher 

 temperature, water accompanied by amylic alcohol, amylic iodide, and an ethereal liquid 

 distil over, the three latter forming a mixture the separation of which into its com- 

 ponent parts presents rather formidable difficulties. After drying with calcic chloride, 

 the oily mixture begins to boil at about 132° C. ; the product first passing over consists 

 principally of amylic alcohol mixed with amylic iodide. Afterwards the thermometer 

 rapidly rises to 200° C, between which temperature and 205° C. a considerable section 

 of the remaining liquid, which we will call A, passes over. There then occurs a further 

 rapid rise of temperature until the thermometer remains stationary between 222° and 

 226° C. The section collected between these points we wUl call B. Finally, the 

 temperature rises to 260° to 264°, between which points the remaining liquid (C) passes 

 over. By repeated fractional distillation, the larger portion of the section A was 

 obtained at the nearly fixed boiling-point of 203° C. This liquid was submitted to 

 analysis, and yielded the following numbers : — 



I. -2090 grm. gave -4727 grm. carbonic anhydride and '1990 grm. water. 

 II. -2828 grm. gave -6425 grm. carbonic anhydride and -2682 grm. water. 



These numbers coincide nearly with the formula 

 which, interpreted by further results detailed below, resolves itself into 



H 



o 



Hi8 



3 



The ethereal body with the lowest boiling-point produced in this reaction is therefore 

 ethylic amylhydroxalate, or ethylic oxalate in which one atom of oxygen is replaced by 

 one atom of amyl and one of hydrogen. This body also stands in very close relation to 

 ethylic lactate ; for if the atom of methyl in ethylic lactate were replaced by amyl, ethylic 

 amylhydroxalate would be produced, 



rCMeHHo rCAyHHo 



ICOEto * ICOEto 



Ethylic lactate. Ethylic amylhydroxalate. 



