— 121 — 



To prepare santenyl methyl ether we boiled 40 g santenol from 

 santene with 80 g methyl alcohol and 20 g sulphuric acid on the water 

 bath for 2 hours. The resulting santenyl methyl ether forms a clear 

 liquid of a camphoraceous odour, and possesses the following constants: 

 b. p. 177 to 179°, d 15 o 0,9251, n D20 o 1,45841, mol. refr. found 45,63, calc. for 

 C 9 H 18 45,60. 



The methoxyl determination according to Zeisel's method gave the 



following results: — 



0,2143 g. subst: 0,3143 g. Agl. 

 Found Calc. for OCH 3 from Ci H 18 O 



OCH 3 19,36°/o 20,12°/o 



Our reason for discussing in such detail the behaviour of santenol 

 and of its isomeric alcohol (obtained by the reduction of santenone, or 

 occurring in sandalwood oil), is that we are unable to agree altogether 

 with the denomination adopted by several investigators. We gave the 

 name of isoborneol to the alcohol, the isomer of borneol, which was first 

 prepared in our laboratory by Bertram and Walbaum 1 ) by hydration 

 of camphene, and this name has acquired general currency. Santenol, 

 prepared from santene in a manner similar to that in which isobomGol 

 is prepared, is closely akin to the latter, w"hereas the alcohol obtained 

 by the reduction of santenone, as well as that which occurs in sandalwood 

 oil, more nearly resemble borneol. Semmler has also expressed this fact 

 by adopting the terms nor-borneol and nor-isoborneol. We would therefore 

 regard it as more correct if the alcohol obtained by hydration were called 

 isosantenol , and the one obtained by reduction, santenol. These terms 

 would certainly answer more accurately to the behaviour of the alcohols 

 than do those now in use. 



Hydrocarbon CnHi 8 . In the first runnings of the santenone fraction, 

 and partly also in the fraction itself, there was present a hydrocarbon 

 which could not be identified on account of its scarceness. After repeated 

 distillation over sodium we succeeded in obtaining it in the pure state. 

 The principal portion of it boiled between 182 and 185°. A fraction which 

 boiled at 183° showed the following properties: d 15 o 0,9133, d 20 o 0,9092, 

 « D — 23° 55', n D20O 1,47860, mol. refr. found 46,74, calc. for CnH 18 46,40, 

 for CuH 18 /f 48,11. 



0,1345 g. subst: 0,4328 g. C0 2 , 0,1468 g. H 2 0. 

 Found Calculated for 



C10H16 CnHi8 



C 87,77 °/o 88,23 °/o 88,00 °/o 



H 12,13°/o ll,77°/o 12,00%. 



The hydrocarbon appears from the above to posses the formula CnHi 8 

 and to belong to the homoterpene series, but no final opinion can be 



x ) Journ. f. prakt. Chem. II. 49 (1894), 1. 



