1034 MINNESOTA BOTANICAL STUDIES. 



Combustions of the dried substance gave the following: 



I. 0.1933 grms. dried sub. gave 0.4572 CO s and 0.1441 H s O. 



II. 0.2060 " " " " 0.4874 " and 0.1513 



Calculated for Found 



C 32 H 49 N0 9 . I. II. 



C= 64.96 64.8 64.53 



H= 8.29 8.4 8.16 



The purity of the substances was further proved by the 

 properties and the melting point iL the cold double- salt which 

 melts according to Merck and Ahrens at 178° — 180°. The re- 

 crystallized double salt was found to have a melting point 

 (uncorr.) of 178° — 182°. The melting point of the base itself is 

 not given by the above mentioned investigators. A gold de- 

 termination gave the following results: 



.2462 gr. dried salt gave 0.05171 Au. 



Calculated for Found 



C 32 H 49 N0 9 HC1- Au Cl 3 . 



Au= 21.08 21.00 



Methoxyl Determination. 



Wright and Luff 21 in their work on the alkaloids of the 

 sabadilla stated that cevadine (which is undoubtedly iden- 

 tical with the Merck veratrine) contained one hydroxyl group. 

 They verified the assumption by the introduction of a benzoyl 

 group, forming a monobenzoyl veratrine 

 C 32 H 48 (C 7 H 5 0)N0 9 . 



The presence of tigic acid, B methylpropionic acid, was 

 also indicated by its formation when the base was heated with 

 water at 200°. They therefore ascribed to the base the fol- 

 lowing crude formula 



C 2 : H 48 N0 6 ooc _ c (CH3 )_ CH _ C H 3 . 

 It would appear from this formula that the alkaloid contains 

 no methoxyl group, although no record of such a determination 

 has been given. In order to determine definitely the presence 

 or absence of the methoxyl group, several analyses were made 

 by the Zeizel method with the following results: 



I. .2461 grams of dried sub. gave 0.0698 Agl. 



II. .2021 grams of dried sub. gave 0.0636 Agl. 



Calculated for Found 



C 3 iH 46 N0 8 (OCH 3 ), I. II. 

 OCH 3 =4.19 4.16 4.72 



(21) Journal of the Chera. Society. 33: 338. 



