NEF. — BIVALENT CARBON. 185 



tected between them. Furthermore, desoxyfulminuric acid made 

 from mercury fulminate is converted quantitatively into cyanisonitro- 

 soacetic acid and into isonitrosomalouic acid, as is evident from the 

 following experiments. 



3 grams desoxyfulminuric acid were heated on a water bath for one 

 hour with 2.2 grams sodic hydrate and 40 c.cm. water, whereby a 

 copious evolution of ammonia was noticed ; the solution was acidified 

 with dilute sulphuric acid, and extracted with ether. After evaporat- 

 ing the ether, the residual oil (1.6 grams) slowly solidifies. It was 

 twice crystallized from a mixture of ether and benzene, and obtained 

 in colorless needles, melting at 103°. The substance was identical 

 with cyanisonitrosoacetic acid prepared from cyanacetic ether.* 



0.2048 gram substance, dried over H2SO4 in a vacuum, gave 0.2190 



gram CO2 and 0.0495 gram HgO. 

 0.1251 gram substance gave 25.2 c.cm. N2 at 19° and 752 mm. 



Theory for C3H2N4O3, J HjO. Found. 



C 29.27 29.16 



H 2.44 2.68 



N 22.76 22.97 



It is noteworthy that cyanisonitrosoacetic acid, which has now been 

 obtained in four different ways.f always contains half a molecule of 

 crystal water. 



0.8 gram desoxyfulminuric acid, 2.5 grams caustic potash, and 

 5 c.cm. water, were heated for 3 hours on a water bath, and then 

 worked up according to the method of Baeyer t for potassic isonitro- 

 somalonate. The salt was recrystallized twice, and 0.95 gram was 

 obtained. The analysis agrees with theory for anhydrous salt. 



0.2250 gram substance, dried over H2SO4 in a vacuum, gave 0.1844 



gram K2SO4. 

 0.2520 gram substance gave 16 c.cm. N, at 24° and 744 mm. 

 0.3030 gram substance gave 0.1906 gram CO2 and 0.0175 gram H2O. 



Theory for CsHOjKjN Found. 



C 17.22 17.15 



H 0.48 0.64 



N 6.70 6.96 



K 37.32 36.74 



* Annales de Chira. et de Phys., [7.1, I. 604. 

 t Ann. Chem. (Liebig), CXXXI. 295. 



J Wolff and Gans, Ber. d. chem. Ges., XXIV. 1169; Soderbaum, Ber. d. chem. 

 Ges., XXIV. 1231 and 1989 ; Muller, Annales de Chim. et de Phys., [7.], I. 504. 



