Dien‐Synthesen auf dem Fettgebiet, II.: Die Zusammensetzung des chinesischen Holzöls (Studien auf dem Fettgebiet, XXX. Mitteil.)

Abstract

LJahrg. 69 der durch Umkrystallisieren aus Alkohol 1.5 g der O x o -b e h e n s a u r e vom Schnip. 82-830 gewonnen werden konnen.2. 6 g E r u c a s a u r e -j o d -r h o d a n i d werden in Methylalkohol in gleicher Weise behandelt. Nach Ansauern mit verd. Salzsaure wird der hellbraune Niederschlag abgesaugt (etwa 4 g) und in Methylalkohol gelost. Man versetzt mit 5 ccm konz. Salzsaure, erhitzt etwa 15 Min. auf dem Wasserbade und gibt danach soviel verd. Salzsaure zu, bis sicli der entstandene Ester vollkommen abgeschieden hat. Nach mehrmaligem Umkrystallisieren aus Methylalkohol hatte der 1 4 -O x o -b e h e n s a u r e -m e t h y l e s t e r einen Schmp. von 57-58O. husbeute etwa 3 g.3.120 mg Sbst.: 8.590 mg CO

Polymerization of Drying Oils

“…These observations and also unpublished data from this laboratory indicate that the difference in iodine values can be only partially attributed to the different methods of analysis and that the products of polymerization of pure esters of eleostearic acid and of esters of tung oil acids are not identical. Tung oil may contain some linoleic acid (11) which might affect the physical characteristics of the polymerized product. Also, polymerization at 300°instead of 275°C.…”

The Diels-Alder Diene Synthesis.

“…There is also a possibility that the dienic esters which might be present in the original fat undergo alteration on saponification, for the acids obtained by the saponification of such fats do not show diene numbers. The method is more reliable for dienic glycerides than analysis of fats with iodine or thiocyanogen, for these two methods show other unsaturated acids as well as conjugated dienic acids (258,259).…”

“…The glycerides of (3-eleostearic acid and licanic acid have been shown to add maleic anhydride (258,259). The reaction of /3-eleostearic acid itself ( , ,µoctadecatrienoic acid) has been reported ( 257) to give a product to which structure I has been assigned, although no evidence appears to have been advanced…”

“…Two equivalents of thiosulfate are required per mole of excess anhydride used (257, 260). Diene numbers have been determined for a number of fats and terpinoid bodies (233,257,258,259,260,261,262). These range from zero for synthetic triolein, palm-kernel oil, and cacao butter to 46.0 for bay oil.…”

Composition and Structural Characteristics of Glycerides in Relation to Classification and Environment.

“…Thus blackberry (193), rubber (86, 158), and Stillingia (170) seed fats contain from 20 to 25 per cent of linolenic acid. In related species of these families (Rosaceae and Euphorbiaceae), however, linoleic and linolenic acids are largely replaced by exceptional acids such as licanic acid (oiticica nut, 74 to 80 per cent (176, 209, 216)), eleostearic acid (tung seed, 74 to 95 per cent (176,201,215,217,218,241,263)), or ricinoleic acid (castor oil, 88 to 92 percent (224,244)). Linoleic acid is the predominant acid in the above group of "drying" oils.…”