— 125 — 



this attempt was unsuccessful. As the fractions had an objectionable 

 odour, partly reminding of bases, we endeavoured to remove any basic 

 constituents which might be present by extracting them with sulphuric 

 acid, but without result. In addition to santalone the fractions contained 

 alcoholic constituents which we isolated in the form of phthalic ester- 

 acids by heating with phthalic acid anhydride. The examination is not 

 yet completed and we hope to return to the subject on a future occasion. 



We isolated the santalone with semicarbazide. The semicarbazone 

 mixture consisted of one portion which was readily, and a second which 

 was sparingly, soluble in alcohol. The former semicarbazone melted at 

 174 to 176°, and the ketone, liberated by phthalic acid anhydride, boiled 

 at 213 to 216°. The constants of this ketone were as follows: di 5 o 0,9909, 

 « D — 41°32', n D20O 1,50021. 



With excess of hydroxylamine the oxime was obtained very readily. 

 It crystallises in long needles and melts at 74 to 75°. 



The semicarbazone which was formed conjointly with the readily soluble 

 santalone semicarbazone melted after repeated recrystallisation at 208 to 

 209°; the oxime, prepared with excess of hydroxylamine, at 97 to 99°. 

 It is possible that the semicarbazone proceeds from a ketone which is 

 isomeric with santalone, because the properties of the oxime agree closely 

 with those of the isomeric oxime, melting at about 100°, which was obtained 

 by F. Muller from santalone. In view of the small quantity available, ho- 

 wever, no closer examination was possible. 



Santalone, therefore, also occurs in the fractions boiling between 

 200 and 230° of the sandalwood oil examined by us, although it is present 

 much in smaller quantities than was indicated by F. Muller. 



Teresantalol. The fractions containing santalone (b. p. 210 to 220°) 

 were heated with phthalic anhydride to 140°, when a new alcohol which 

 has not previously been discovered in essential oils, was separated out 

 by means of the acid phthalic ester. The latter was solid, but was found 

 difficult to purify, for which reason the alcohol was obtained direct from 

 the crude ester-acid by saponification. The alcohol which was recrystallised 

 from light petroleum (and which was remarkable for its extraordinary 

 power of crystallisation, the crystals forming well-defined prisms about 

 1 cm. long), melted at 111 to 112°, while the alcohol obtained by sublim- 

 ation (long thin needles), melted at 112 to 114°. 



0,1274 g. subst.: 0,3671 g. C0 2 , 0,1228 g H 2 0. 

 Found Calc. for 



CioHi 6 CioHi 8 



C 78,59°/ 78,94°/o 77,92°/o 



H 10,71 °/o 10,52°/o ll,68°/o 



The alcohol, therefore, possesses the formula Ci Hi 6 O. In every 

 respect its behaviour, to which we propose to refer in more detail in our 



