•- 



( 469 ) 



after some lime deposited in the form of beautiful, thick needles. 

 This substance is decomposed at a higher temperature and also on 

 melting. Placed in the hath at J 92'. it melts at 194°. By collecting 

 the hydrogen cyanide liberated on heating in aqueous potassium 

 hydroxide and then titrating with silver nitrate I determined the 

 nitrogen content. 



Found: I II 111 IV V VI VII calc. for C 33 H 4 „ ON 



C 82.63 82.70 82.86 



il Jl. 20 11.2b copper oxide lead chromate titrated 10. bo 



X ^92 3*94 "US)"" 2.87 2*70 3.03 



One mol. of cyanohydrin gave, with one mol. of ethyl alcohol 

 and one mol. of hydrogen chloride, a substance, which, when placed 

 in the bath at 230°, melted at 235°; as shown by a combustion, 

 this was not, however, the expected ethyl ester of the corresponding- 

 acid. This substance has not been investigated further. 



Lupeol benzoate treated in the same manner as lupeol with the 

 Kiliani mixture was not affected. Lupeon dissolved in benzene and 

 stirred with the mixture for four hours at 40 D also remained unaltered. 



By the action of chromic anhydride on lupeon at a higher tem- 

 perature, acid products were formed, which could not be obtained 

 in a crystalline state. 



The neutral oxidation product of lupeol with potassium perman- 

 ganate and sulphuric acid consisted of a mixture, which could be 

 separated only with extreme difficulty. Excepting lupeon no well- 

 defined substance could be isolated from it. As Senkowski l ) had 

 obtained phthalic acid from cholic acid by oxidation with alkaline 

 permanganate, I treated 23 grams of lupeol in the same manner, 

 but it suffered complete destruction. This fact does, therefore, not 

 favour the idea of a benzene nucleus in lupeol. 



By the oxidation of an acetic acid solution of lupeol acetate with 

 chromic acid, I obtained a product which, on analysis, gave figures 

 which agree satisfactorilv with the calculated values for C.. H.« . 



Placed in the bath at 285° it melted at 295° to a dark brown mass. 



In alcoholic solution this substance did not turn blue litmus red, 

 not even on diluting with water, but still it could be titrated very 

 readily with alcoholic potassium hydroxide, phenolphtalein being used as 

 an indicator. Assuming that one mol. consumes one mol. of KOH the 

 titrations pointed to a molecular weight of 521 and 524, the formula 

 ^'38 H 53 t) 4 representing 512,5. 



Found: C 77.59 77.23 76.87 77.24 calculat. for C„ H 52 4 77.28 

 H 10.75 10.49 10.09 10.79 10.23 



!) Monatsh. f. Ghem. 17. 1 (1896). 



