166 PROCEEDINGS OF THE AMERICAN ACADEMY. 



tic potash. The constitution of the substance as formylchloridoxime, 



HON : c;„ , 



3 



is proved by its behavior towards silver nitrate, ammonia, and espe- 

 cially towards aniline. 



Behavior of Formylchloridoxime towards Silver Nitrate. 



Synthesis of Silver Fidminate, C : NOAg. — On treating an aqueous 

 solution of formylchloridoxime with two molecules of silver nitrate, a 

 quantitative interaction takes place, forming silver fulminate and chlo- 

 ride of silver according to the equation : 



HON : C^j + 2 AgNOs = C : NOAg -j- AgCl + 2 HNO3. 



This shows what a great tendency exists in this formic acid derivative 

 to split oiF hydrogen chloride and generate carbyloxime, C : NOH. 

 Some analogous facts to show that this same tendency exists, have 

 already been presented in the previous paper : * whereas the oxime of 

 formylchloride, 



/H 

 HON: C 



^Cl, 



can be isolated, formylchloride itself, 



C: O, 



does not exist even at 0°, l)ut decomposes spontaneously into hydro- 

 gen chloride and into carbon monoxide. 



The separation of the chloride of silver and silver fulminate formed 

 in the above reaction can be accomplished very readily. The precipi- 

 tate, after some standing, and addition of cold dilute nitric acid, is 

 filtered off, well washed, and then boiled out three times with small 

 quantities of aqueous potassic chloride. On cooling, or on concen- 

 trating the filtrates, the double salt, AgONC, KONC, discovered by 

 Liebig.t separates out in long glistening flat needles. This salt, after 

 recrystallizing from water, is dissolved in warm water and poured 

 into an excess of cold dilute nitric acid, whereby regenerated silver 



* Ann. Chem. (Liebig), CCLXX. 307. -308, 822. 

 \ Annales de Chim. et de Phys., XXIV. 315. 



