ART. 12— TOKDHEI KAMETAKA 



Bromine Additive Product. — Fifty grams of the crude acid were, 

 according to Hazura's method (Monatsh., 1887, 8, 148), dissolved in 

 150 c.c. of glacial acetic acid, and to the solution, cooled by means of 

 ice, 21 c.c. of bromine were gradually added with constant shaking ; 

 on thoroughly cooling the mixture, a crystalline precipitate separated 

 out, together with some oily matter. After the precipitate had been 

 repeatedly crystallised from glacial acetic acid and alcohol, its melting- 

 point was found to be 11-1°, which agrees with that of the bromine 

 additive product of linolic acid, C I8 H 32 2 . The bromine was estimated 

 by Carius' method, with the following results : 



I. 0-1830 gave 0-2279 AgBr. Br=53-01. 



IL 0-2702 ., 0-3381 AgBr. Br=53-25. 



C J8 H 32 3 Br 4 requires 53*33; and C 17 H3 O 2 Br 4 , 51-61 per cent. 



On bromination, the pure recrystallised acid also gave a product 

 nicking at 114°, but its quantity was too small for a bromine 

 estimation. 



Oxidation Products. — 30 »Tarns of the crude acid were, again 

 according to Hazura's methad (Monaish., 1888, 9, 198) mixed with 

 36 c.c. of caustic potash solution, sp. gr. 1.27, and the soap thus 

 obtained was dissolved in 2 liters of water. To this solution were 

 added, gradually and with constant shaking, 2 liters of 1.5 % 

 potassium permanganate solution and, after standing for 12 hours, 

 the precipitated manganese dioxide was filtered off. The filtrate, on 

 acidifying with sulphuric acid, gave a white tlocculent precipitate, 

 which was separable into two acids by means of ether. 



(1). A crude acid (about 5.3 % of the product of saponification), 

 which was left behind after repeated extraction with ether and which, 

 after purification by crystallisation, first frg.ni boiling water and then 

 from alcohol, melted at 171 — 172°; determination of its neutralisation 

 number led to the molecular weight 350. 4-(sativie acid, C 18 H 32 (OH) 4 O a 



