54 BIBLIOGRAPHY OF 



JONES, E. J., 1884. 

 Ann. Chem. 226, 287-294; J. Chem. Soc. 48, 376; Jsb. Chem. 1884, 



iiJ 



Decomposition of a=Methyl=propyI=^9=oxybutyric Acid by Heat. 



This substance, CH3 CHOHC (CH3)(C3H7) CO^ H, is obtained by 

 the action of sodium amalgam on methyl-propyl-acetoacetic ester. 

 Heated to 170° it decomposes into acetaldehyde and methyl-propyl- 

 acetic acid. When methyl-propyl-acetoacetic ester is saponified it 

 yields methyl-«-secondary pentyl ketone, CH3 COCH (CH.) (C3 H7), 

 which boils at 142° to 147° and methyl-propyl-acetic acid which boils 

 at 193.° 



COLLIE, J. NORMAN, 1884. 



Ann. Chem. 226, 294-322 ; J. Chem. Soc. 48, 373 ; Ber. 18, 25 (C) ; 

 Jsb. Chem. 1884, 11 16. 



Action of Ammonia on Acetoacetic Ester. 



Paramido-acetoacetic ester, CeHuNO^, is formed which may be 

 either CH3 C (NH^) : CHCO2 C^ H5 or CH3 C (: NH) CH, CO^ C^ H5. It 

 is easily decomposed into the substances started with. Sodium amal- 

 gam changes it into ^9-oxybutyric acid. It reacts with acetic acid 

 anhydrid to. produce /9-acetamido-a-crotonic ester, CH3 C (NHCOCH3): 

 CHCO2 C2 H5 . When heated it condenses to Cio H13 NO3 from which 

 the acid Cs Hg NO3 , can be produced, which is hydroxylutidin-mono- 

 carboxylic acid, 



CH3 

 I 



C 

 / \ 

 HC C — CO3H 



HOC CCH3 

 \ / 



N 



