— 128 — 



The properties of the hydrocarbon which was not converted into the alco- 

 hol by hydration differed from those of the hydrocarbon employed. 



Santalene used Hydrocarbon recovered 



d 20 o 0,9034, a D — 9° 13' d 20 o 0,8973, « D — 1 ° 15\ 



It must be left to future experiments to establish whether santalene 

 is partly inverted in the process of hydration or whether the alcohol 

 which is formed in the course of the hydration is unstable at the con- 

 version-temperature of 90°, and is converted into a new sesquiterpene 

 with elimination of water. 



The results of the examination may be summarised as follows: — 

 The first runnings of sandalwood oil contains fatty aldehydes. The pre- 

 sence of isovaleric aldehyde was established. We proved the occurrence, 

 among new compounds which had not so far been observed in sandal- 

 wood oil, or, in fact, in any essential oil, of a ketone C 9 Hi 4 0, santenone 

 (7r-norcamphor), santenone-alcohol, C 9 Hi 6 0, a hydrocarbon, CnHi 8 , nor-tri- 

 q/c/oeksantalal , CnHi 6 and teresantalol. We confirmed once more the 

 presence of santalone, the ketone already isolated by F. Muller. We 

 further observed the presence of a ketone which may be an isomeride 

 of santalone. We prepared the santalenes in a purer form and converted 

 them by hydration into a tertiary alcohol Ci5H 26 0. As a result of the 

 more accurate fractionation of the santalenes, their relations to the san- 

 talols have also been made clearer. Similarly, the examination has also, 

 for the first time, established in an unequivocal manner the presence of 

 a cyclical ketone and of an alcohol of the norterpene series, as well as 

 of an aldehyde of the homoterpene series. 



From other publications of Semmler on this subject we abstract what 

 follows. 



When eksantalic acid, an oxidation-product of santalol *), is saturated 

 with hydrochloric acid in a solution of methyl-alcohol, the result, as re- 

 cently announced by Semmler 2 ), is hydrochloroeksantalic acid methylester, 

 from which by reduction with sodium and alcohol, dihydro-eksantalic acid 

 C12H20O2 (b. p. 164 to 166°, 10 mm.) is formed. If the alcoholic solution 

 of the methyl ester of this alcohol is allowed to drop on heated sodium, 

 a yield of about 60% of dihydroeksantalol, Ci 2 H 22 0, is obtained, pos- 

 sessing the following constants: b. p. 140 to 142° (10 mm.) (?) 3 ), d 20 o 0,9689, 

 n D 1,48905. 



When santalol is ozonised the result is eksantalic oxide, on which 

 we will report later on, and eksantalal, Ci 2 Hi 8 0; the latter, when purified 

 by means of its bisulphite-compound, possesses the following constants: 



x ) Comp. Report October 1907, 84; November 1908, 182. 



2 ) Berl. Berichte 43 (1910), 1722. 



3 ) The original paper has a b. p. 140 to 132°". 



