NEF. — BIVALENT CARBON. 153 



a white voluminous precipitate separates out in flukes, which, after 

 being well washed with ether, dried on a clay plate and a short time 

 over sulphuric acid in a vacuum, was directly analyzed. 



0.20.56 gram substance gave 0.5037 gram CO., and 0.1202 gram II^O. 

 0.1551 gram substance gave 20.5 c.cm. Ng at 6° and 745 mm. 



Theory for CijUnNsO, Found. 



C 66.42 66.77 



H 6.27 649 



N 15.50 15.78 



Phenylhydrazine has thus simply added itself to the carbonyl group 

 present in benzoylformicmethylamide, giving rise to a hydi'azonehy- 

 drate. It is insoluble in water, and is not split into its components by 

 cold sodic hydrate, but possesses a great tendency to lose water, 

 becoming thereby yellow and sticky. 



In this connection I would like again to point out that the product 

 which W. Wislicenus * has obtained from oxalacetic ether and phenyl- 

 hydrazine cannot possibly be a hydrazonehydrate, 



ROsC-Cria. 



because it possesses entirely different properties from the hydrazone- 

 hydrates obtained by myself,t which under no condition can be split 

 into their components by means of alkalies. The substance obtained 

 by W. Wislicenus shows a totally different behavior; it is, just as 

 phenylhydrazine hydrochloride, a salt-like compound, and is therefore 

 split immediately by alkalies into its components. 



Benzoylformic-'phenylhydrazone from henzoylforinic-methylamide. 



That the compounds just described are derivatives of phenyjglyoxy- 

 lic acid is very probable. The pooof of this is furnished as follows • 3 

 grams benzoylformic-methylamide-phenylhydrazonehydrate are warmed 

 on a water bath for half an hour with 80 c.cm. dilute ten per cent sodic 

 hydrate (the hydrazonehydrate dissolves readily on gentle warming). 

 A strong smell of methylamine is noticed, and on adding dilute hydro- 

 chloric acid a yellow flaky precipitate (1.4 grams) comes down, which 

 is dissolved again in soda and reprecipitated by acids. The method of 



* Ber. d. chem Ges., XXIV. 3007 



t Ann. Chem. (Liebig), CCLXX. 292, 300, 319, 333. 



