— 33 — 



With regard to the constants of the oil we would refer to the 

 data given on page 23 of our Report of October 1906. We already 

 called attention there to the fact that the oil has a feeble fluorescence, 

 and consequently probably contains methyl ester of anthranilic 

 acid, but the available quantity of the oil was insufficient for the 

 exact demonstration of the presence of this compound. 



When fractionating 300 g. oil at reduced pressure (8 mm.) the 

 distillation commenced already below 35 °, but the bulk distilled 

 between 68 and 83 °. This fraction consisted of linalool. By 

 repeated fractionating, about 60% pure linalool were obtained from 

 the oil, which showed the following properties: b. p. 69 to 70 at 

 3 mm. pressure, 198 to 199 at 749 mm. pressure; diso 0,870; 

 a D — I 5°39^ n Di9° l A74 2 °- The phenyl urethane produced from 

 it melted at 65 at 66°. 



From the higher-boiling fractions (70 to 1 55° at 5 mm. pressure), 

 which had a particularly pleasant odour, ketones or aldehydes could 

 not be isolated, but by treatment with phthalic acid anhydride a 

 small quantity of geraniol could be abstracted, which was further 

 identified both by oxidation into citral, and by conversion into the 

 diphenyl urethane melting at 80 to 8i°. The presence of eugenol 

 methyl ether was shown to be probable, for a fraction boiling at 

 248 to 255 which had the odour of this compound, yielded on oxid- 

 ation with potassium permanganate veratric acid melting at 179 to 180 . 



Its silver salt was analysed. 



0,2424 g. substance: 0,0902 g. Ag. 

 Found: Calculated for C 9 H 9 4 Ag: 



Ag 37,21% 37,37% 



Of the known terpenes, none could be determined with sufficient 

 certainty. The fraction (b. p. about 180 ) distilled over sodium, which 

 came under consideration for terpenes, was very small. Its specific 

 gravity was di 5 o 0,8516; «d — 7°4-0 / . Bromination yielded no 

 solid product. 



The lowest-boiling portions of champaca oil, also unimportant in 

 quantity, are characterised by a fruity odour, and consist of esters 

 of methyl ethyl acetic acid. This acid could be obtained in the 

 greatest quantity by saponification with alcoholic potash of the fraction 

 of the oil boiling about 130 . The acid boils at 176 to 1 77 and 

 is optically active, «d — i6°4o'. In the odour it reminds of tiglic 

 acid. The silver salt recrystallised from hot water was analysed. 

 > I0 37 g. subst.: 0,0845 g, Ag. 

 Found: Calculated for C 5 H () O t> Ag: 



Ag 51162% 5i>6 3 o/ 



3 



