54 BIBLIOGRAPHY OF 



JONES, E. J., 1884. 



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



1188. 



Decomposition of a-Methyl-propyl^oxybutyric Acid by Heat. 



This substance, CH 3 CHOHC (CH 3 )(C 3 H 7 ) CO 2 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- a-secondary pentyl ketone, CH 3 COCH (CH 3 ) (C 3 H 7 ), 

 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, 1116. 



Action of Ammonia on Acetoacetic Ester. 



Paramido-acetoacetic ester, C6H XI NO 2 , is formed which may be 

 either CH 3 C (NH 2 ) : CHCO 2 C 2 H 5 or CH 3 C (: NH) CH 2 CO 2 C 2 H 5 . It 

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

 gam changes it into /9-oxy butyric acid. It reacts with acetic acid 

 anhydrid to produce /9-acetamido--crotonic ester, CH 3 C (NHCOCH 3 ): 

 CHCO 2 C 2 H 5 . When heated it condenses to C IO H I3 NO 3 from which 

 the acid Cg H 9 NO 3 , can be produced, which is hydroxylutidin-mono- 

 carboxylic acid, 



