ACETO ACETIC ESTER 121 



DITTRICH, E., 1890. 



Ber. 23, 2720-2725 ; J. Chetn. Soc. 58, 1418. 

 Action of Picric Chlorid on Sodacetoacetic Ester. 



By the action of picric chlorid, Ce H 2 (NO 2 ) 3 Cl, on sodacetoacetic 

 ester the mono- or di- trinitrophenyl-acetoacetic ester is formed, 

 according to the proportion of picric chlorid used. Trinitrophenyl- 

 acetoacetic ester, CH 3 COCH [C 6 H 2 (NO 2 ) 3 ] CO 2 C 2 H 5 , melts at 98, 

 dissolves in alkalis from which solution weak acids precipitate it. 

 Di- (trinitrophenyl) acetoacetic ester, CH 3 COC[C 6 H 2 (NO 2 ) 3 ] 2 CO 2 C 2 H 5 , 

 melts at 205 with decomposition ; alcoholic potash dissolves it and 

 acids precipitate not the same but trinitrophenyl-acetoacetic ester. 

 When trinitrophenyl-acetoacetic ester is boiled with sulfuric acid trini- 

 trophenyl acetone, CH 3 COCH 2 [C 6 H 2 (NO 2 ) 3 ], is formed which melts 

 at 89 This condenses with phenylhydrazin to Ci 5 H I3 N 5 O& , which 

 melts with decomposition at 125 



ANSCHUTZ, R., P. BENDIX AND W. KERP, 1890. 



Ann. Chem. 259, 148-186; J. Chem. Soc. 60, 172 ; Ber 23, 734 (C). 



Mesitene Lactone and Isodehydracetic Acid, 



Much of the work done by Hantzsch on the condensation products 

 of acetoacetic ester has been repeated by the authors. They corroborate 

 his formulae for mesitene lactone and isodehydracetic acid, (Cg H 8 O 4 ), 

 but find that the first condensation product is a mixture of isodehydra- 

 cetic acid and its ethyl ester. Isodehydracetic methyl ester melts at 

 67 and boils at 167 under 14 m.m. pressure, it can be obtained by 

 treating the potassium salt with methyl iodid or by condensing aceto- 

 acetic methyl ester. Unsuccessful attempts were made to prepare 

 Hantzsch 's homomesaconic acid ; by treating isodehydracetic ester with 

 potash two acids were obtained ; (i) C IO H I2 O 4 which melts with decom- 

 position at 221. is almost insoluble in ether, benzene, chloroform and cold 

 water and but moderately soluble in boiling water. Its potassium, 

 barium and copper salts and methyl ester were described. The second 



