( 663 ) 

 l)iil OJi tlic other Iiaiid il coiilaiiis hoiizciie nie(iUiilro{lnori(k' : 



a. 5.208 gram uf tlie nitration product = 86.U milliniols. were heated 

 with the equivalent quantity, namely 78.5 c.c, of jz/a-ia sodium methoxide 

 for one hour in the boiling waterbath. After being poured into water, the liquid 

 was titrated back with 1.5 c.c. n acid; this after correction corresponds 

 with 0.2170 gram of meta compound or 4 2 7o- 



b. 5.817 gram of the nitration product = 41.3 millimols were treated in 

 the same manner with the equivalent quantity, namely 79.7 cc. of «/i-gs 

 sodium methoxide. The liquid was titrated back with 1.55 c.c. n acid; 

 which after correction for the attacked meta compound (2.6 %) corresponds 

 with 0.2243 gram, or 3.9% meta comi»ound. The mean of the two determi- 

 nations is, therefore, 4,1 "/q. 



hi this determination of the quantity of nicta com pound it has 

 been assumed (and such is very ju'obalily ilie case) thai I lie benzene 

 oi'tlioiiitrofhioride present in the nitration jn'oducl also j-eacts (pianti- 

 tatively with sodium methoxide. 



By renewed treatment of the nitration pro<hict with concentrated 

 nitric acid in the maimer descril)ed, its solidifyinu point does not 

 perceptibly alter, for it was found to be at 18°. 8. This had already 

 been noticed by Dr. Beekman. Still, the t\vice nitrated product now 

 contains benzene dinitrotlnoride: 



a. 1.0015 gram of twice nitrated product was left in contact for 5 minutes 



at 15"^ with 8.45 cc. of nj^.c^^ sodium methoxide. The liquid was titrated 



8 45 

 back with 3.9 cc. n acid. Therefore, alkali absorbed -^ — — 3.9 = 0.5 cc. 



1.91 



n alkali =0.093 gram dinitro compound, or 9.3 "/q. 



h. 2.264 grams were treated in an analogous manner with 10.15 cc. of 



M/i-yi sodium methocide. The liquid was titrated back with 4.25 cc. J^acid. 



10.15 

 Alkali consumed, therefore — -— — 4.25 = 1.06 cc. corresponding with 0.197 



gram, or 8-7 % dinitro compound. The mean of the two determinations is, 

 therefore, 9.0 ^o- 



Now Ave have seen tliat by treating pure benzene p-nitrofhioride 

 with strong' nitric acid for one hour 'J.2"/„ undergo further nitration. 

 In the twice nitrated mixture there is present 97o of dinitro- and 

 47o of meta compound'), tiierefore 877„ of para; 1.27„ of thi;? 

 represents J"/„ of the whole. This quantity of V/^ must, therefore, 

 be deducted from the amount of benzene dinitrotlnoride found, in 

 order to obtain the (piaiitity which owes its existence solely to the 



1) 9.0"/o dinitro — 6.4% raonomlro. By subsequent nitration, 100 parts of the 

 once-nitrated product increase to 100 + (9.0—6.4) or 102.6 parts wliicli contain 

 4.1 parts of meta, or 4";o. 



