156 PROCEEDINGS OF THE AMERICAN ACADEMY. 



Ethylisocyanchloride or Ethylimidocarbonylchloride, CoH5N=CCl2. 



On passing dry chlorine over a solution of 10 c.cm. ethylisocyanide 

 in 40 c.cm. chloroform, the gas is absorbed instantly, without the 

 slightest trace of hydrochloric acid or of coloration being noticeable. 

 As soon as the solution is colored yellow, or smells of chlorine, it is 

 directly fractionated. It was possible to obtain a small amount of a 

 colorless, very sharp-smelling oil, boiling at 99°-100°. Since, how- 

 ever, the separation from the large amount of chloroform can only be 

 accomplished with much loss of material, the ethylisocyanchloride is 

 better prepared as follows : 5 c.cm. ethylisocyanide, diluted with four 

 times its volume of absolute ether, are cooled to — 15° and 5.5 c.cm. 

 sulphurylchloride are slowly added. An energetic reaction takes 

 place, and the solution becomes colored yellow and smells strongly of 

 sulphurdioxide. After ten minutes' standing, the solution is washed 

 with dilute sodic hydrate, and then dried with calcic chloride. Ou 

 fractionating, a colorless, intensely sharp-smelling oil, boiling at 102°, 

 is obtained. 



0.2994 gram substance gave 0.3183 gram CO2 and 0.1101 gram H^O. 

 0.2450 gram substance gave 0.5536 gram AgCl (Carius). 

 0.1575 gram substance gave 14.5 c.cm. Ng at 8° and 745 mm. 



Hie Action of Acefylchloride on Ethylisocyanide. 



CgHsNiCOH 



Pyruvic-ethylamide-phenylhydrazone, I 



CHsC.NNHCFTs. 



Ethylisocyanide (7.5 c.cm.) and acetylchloride (6.5 com., one 

 molecule) react on each other when mixed together readily at 0°, and 

 the solution becomes colored yellow. After standing for twelve hours 

 at ordinary temperature, a dark brown liquid is obtained, which 

 was divided into two portions, a and b. On fractionating a, it all dis- 

 tilled over between 50° and 60° at 15 mm. pressure, as a yellow oil 

 which, redistilled at ordinary pressure, boils at 100°-130°. In both 

 cases the oil smells of isonitrile, so that a dissociation of the ethylimi- 

 dopyruvylchloride, 



