306 PKOCEEDINGS OF THE AMERICAN ACADEMY 



XXIV. 



CONTRIBUTIONS FROM THE CHEMICAL LABORATORY OF 



HARVARD COLLEGE. 



GENERAL CONSIDERATIONS IN REGARD TO CER- 

 TAIN COMPOUNDS PREPARED FROM 

 BROMNITROBENZOLS. 



By C. Loring Jackson. 



Presented May 28, 1889. 



Several compounds derived from various bromnitrobenzols have 

 been described recently by me in conjunction with other chemists in 

 a number of papers* from this laboratory, but in the course of the 

 work certain general observations were made in regard to them which 

 could not conveniently be introduced in the separate papers, and are 

 therefore collected here. 



. The Action of Sodium Malonic {or Acetacetic) Ester on certain 



Bromnitrobenzols. 



The actions studied were the following : — 



Sodium Malonic Ester on 



Tribromtrinitrobenzol, C 6 Br 3 (N0 2 ) 3 , melting point 285°. 



Tribromdinitrobenzol, C 6 HBr.,(N0 2 ) 2 , melting point 192°. 



Tetrabromdinitrobenzol, C ti Br 4 (N0 2 ) 2 , melting point 227°. 

 Sodium Acetacetic Ester on 



Tribromdinitrobenzol, C 6 HBr 3 (N0 2 ) 2 , melting point 192°. 



In all these cases the action was essentially the same, and may be 

 represented by the following reactions for tribromtrinitrobenzol : — 



I. C 6 Br 8 (N0. 2 ) 8 + CHNa(COOC 2 H 5 ) 2 = 



NaBr+ C G Br 2 (N0 2 ) 3 CH(COOC 2 H 5 ) 2 . 

 II. C 6 Br 2 (NO,),CH(COOC.,H.) 2 + CHNa(COOC 2 EL),= 



C 6 Br 2 (N0 2 ) 3 CNa(CObC 2 II 5 ) 2 + CH 2 (COOC 2 H 5 ) 2 - 

 III. C Br 2 (NO 2 ) 3 CNa(COOC 2 H 5 ) 2 + CH 2 (COOC 2 H 5 ) 2 = 



C,HBr(N0 2 ) 3 CNa(COOC 2 H 5 ) 2 + CHBr(COOC 2 H 5 ) 2 . 



* These Proceedings, xxiii. 138; xxiv. 1, 105, 234, 256, 271, 288. 



