— 79 — 



0,1393 g. subst.: 0,3166 g. C0 2 , 0,1205 g- H 2°- 



Found : Calculated for C n H 21 N 3 O : 



C 6i )9 8o/ 62,56 o/ 



H 9>75% 9.95% 



These values point to a ketone of the formula C 10 H 18 O. The 

 oil also contained traces of a base, a phenol, and an alcohol reacting 

 with phthalic anhydride. 



Finally, we have established that the oleic acid aldehyde, 

 which according to Tiemann and Kr tiger's statements, should be 

 present in orris oil obtained by extraction, does not form a constituent 

 of the distilled oil. The aldehyde produced by us for comparison, 

 by distillation of a mixture of equal parts calcium oleate and formiate, 

 and purified through the bisulphite compound, had the following 

 constants: b. p. 168 to 169 (3 to 4 mm. pressure), diso 0,8513, 

 n D20° 1,4557 1. The oleic acid aldehyde C 18 H 34 was up to the 

 present unknown in chemical literature. Its odour is rather faint, and 

 resembles that of the higher fatty aldehydes. When cooled, the al- 

 dehyde congeals to a wax-like mass. Its semicarbazone melts at 87 

 to 89 . The analysis of the aldehyde, its oxidation to oleic acid, 

 and the analysis of its silver salt, showed that it was here actually 

 a question of oleic aldehyde. 



Aldehyde: 0,2076 g. subst.: 0,6152 g. C0 2 , 0,2430 g. H 2 0. 



Found: Calculated for C 18 H 34 0: 



C 80,82% 81,20% 



H 13,01% 12,78% 



Silver salt of the acid: 0,2243 g. subst: 0,0621 g. Ag. 



Found: Calculated for C 18 H 33 Ag0 2 : 



Ag 27,6-9% 27,76% 



The acid regenerated from the silver salt boiled at 198 to 199 

 (3 to 4 mm. pressure) and was solid at a low temperature. The oleic 

 acid obtained from almond oil had the same boiling point. 



After this result we tested the highest boiling portions of orris 

 oil for oleic aldehyde, and used for this purpose a fraction boiling 

 between 140 and 180 (3 to 4 mm. pressure). In view of the facility 

 with which oleic aldehyde combines with sodium bisulphite, a solid double 

 compound ought to have been obtained from this fraction in case 

 the body had been present. In spite of long -continued treatment 

 with bisulphite liquor no solid separation could be observed. Oleic 

 aldehyde is consequently no constituent of distilled orris oil. 



Patchouli Oil. During the last few months there has been a 

 brisk demand for our own distillate, the superiority of which over 



