Original Oils Research Articles

Studies of the optically active compounds of Anacardiaceae exudates. V. Further investigation of the exudate from Campnosperma auriculata Hook. F

Distillation of the hydrogenated oil from Campnosperma auriculata Hook. f. yields n-pentacosane-2,6-dione (IV), which is formed from (+)-3-hydroxy-3-nonadecylcyclohexanone (II) by a retro-aldol reaction. In alcoholic alkali, IV is recyclized to 3-nona-decylcyclohex-2-enone (III), and on Wolff-Kishner reduction the disemicarbazone of IV yields n-pentacosane. Oxidation of 3-nonadecylcyclohex-2-enone (III) yields 5-ketotetracosanoic acid, which has been synthesized by an improved method. The synthesis of III and of 3-heptadecylcyclohex-2-enone is described and a convenient method is given for the preparation of 3-methylcyclohex-2-enone. Examination of the mixture of phenols obtained by the action of alkali on C. auriculata oil has shown the presence of 3-nonadecyl phenol and a mixture composed predominantly of cis-monoethylenic C,, alkyl phenols. The phenols are admixed with a small amount of certain long-chain quinols which are also present in the original oils. Nonadecylquinol, one component, has been characterized by conversion into nonadecyl-benzoquinone. The exudate from Campnosperma macrophylla Hook. f. (also Malayan) is unlike that from C. auriculata and contains little oil.

Molecular weight distribution of thermally polymerized triglyceride oils. I. Application of flory's polycondensation theory

AbstractIt is shown that Flory's polycondensation theory can be applied to polymerized oils if in the original oils the different acids are esterified at random with the alcohol groups of glycerol. This is approximately the case. Departures from this random state are smoothed out by ester interchange when the oil is heated at 300°C. for long periods, as is the case in polymerized oils manufacture. The amount of monomeric triglycerides in polymerized oils is calculated and compared with the experimental result. The amounts of some other species are also calculated.

鯨肝油の分子蒸溜に関する研究-I

The preparation of vitamin A concentrate by molecular distillation was tested on some whale liver oils. The yield of each distillates and its vitamin A potency were tabulated in Tab. 1-6 and the absorption curves of each fraction were shown in Fig. 1-9. The potency of vitamin A was corrected according to Oser's method. In the experiments, the following results were noticable. 1. The total amount of recovered vitamin A in distillate and residue was higher than that of original oils except one case, showing the presence of kitol. The largest increase was observed in the case of sperm whale liver oil and the potency became 141.9% of original oil. 2. The absorption spectrum of distillates showed the typical curve of vitamin A. This may mean the absence or little contamination of allied substances. 3. From 5 to 18 times concentration of vitamin A was attained in the most concentrated fractions. 4. The factor of distillates became remarkably higher and their ratio became lower than those of the original oils.

On the Production of Seborrhea in Rat by Feeding with whale Oil. Part I

1. When rats were fed on sperm head oil as well as on arctic sperm oil (oils of skin, muscle and bone), adding 10_??_15% in the diet, an oily substance diffused out from the skin and the animals show such an appearance as if they were dipped in oil. Besides, the above oils are very noxious, retarding the growth and finally causing the death of animals in a few weeks. 2. The above symptom produced by the whale oil cannot be prevented by adding 15% yeast in the diet, though the toxicity seems to be somewhat reduced, but rather the addition of yeast favor the development of more conspicuous symptom. 3. Saponification products of whale oil, namely, fatty acids and unsapo-nifiable matter, produced no such symptom as the original oils, but the toxicity was stronger than the latter. Moreover, it is not decided whether or not the substance which causes seborrhea is identical with that which prevents the growth of the animal. 4. The severe symptom appeared on these animals which grew relatively well with good food intake. 5. The oleic acid ester of oleyl alcohol synthetically prepared by the author exerted the same effect as whale oil, but oleyl palmitate or cetyl oleate gave no such phenomena. In conclusion, the author wishes to express his sincere thanks to Prof. U. Suzuki for his kind guidance. Thanks are also due to the Tokai Fishery Company and to Mr. K. Tashima for their kindness in supplying the materials.