23,4 West and Cruz: Cashew-nut Oil 341 



mine addition products were prepared by dissolving the un- 

 saturated acids and unsaponifiable matter in ether ; the ethereal 

 solution was cooled to a temperature of — 10° and bromine 

 added slowly, after which the solution was allowed to stand 

 about three hours at — 10°. No crystals of linolenic hexa- 

 bromide, which is insoluble in ether, were obtained. This in- 

 dicated that cashew-nut oil contained no linolenic glyceride. 

 The ethereal solution was then treated with 10 per cent sodium 

 thiosulphate solution to remove the excess of bromine. This 

 treatment was repeated to remove the last traces of bromine, 

 after which the separated ethereal solution was dehydrated with 

 anhydrous sodium sulphate, filtered, and distilled to eliminate 

 the ether. The residue was then treated with petroleum ether 

 (boiling point, 35° to 55°) and heated (reflux) for about a half 

 hour. The petroleum ether solution was then cooled and al- 

 lowed to stand several hours. No crystals of linolic tetrabro- 

 mide were obtained. The solution was concentrated by distill- 

 ing to a volume of about 200 cubic centimeters, cooled, and 

 allowed to stand several hours but, still, the tetrabromide did 

 not crystallize. This indicated that, if the oil contained linolic 

 glyceride, the percentage was probably small. The petroleum 

 ether solution was concentrated to a volume of about 100 cubic 

 centimeters, transferred to a small distilling flask and the petro- 

 leum ether eliminated by distilling under diminished pressure. 

 The impure residue (2.0841 grams) consisted of brominated un- 

 saturated acids and brominated unsaponifiable matter. The 

 bromine content (36.70 per cent) of the impure residue was 

 determined by boiling 0.5368 gram with about 0.5 gram of solid 

 silver nitrate and 30 cubic centimeters of pure concentrated 

 nitric acid. The precipitated silver bromide (0.4630 gram) was 

 then collected on a Gooch filter. 



The iodine value of the unsaponifiable matter in the oil was 

 94.55. This is equivalent to a bromine value of 59.56 and 

 corresponds to 0.0086 gram of bromine in the unsaponifiable 

 matter contained in the sample of impure residue used for the 

 bromide analysis. The pure brominated unsaturated acids 

 (2.0282 grams) in the total impure residue (2.0841 grams) 

 obtained from the preparation of bromo-derivatives had a cal- 

 culated bromine content of 36.06 per cent. The bromine con- 

 tent of oleic dibromide is 36.18 per cent. Since the calculated 

 percentage of bromine in the brominated unsaturated acids was 

 36.06, the unsaturated acids consist of oleic acid only. 



