— 19 — 
soda. The part soluble in the lye amounted to 94 grams, and con- 
sisted of 73 grams eugenol, and 2 1 grams salicylic acid of the melting 
point 156°. The portion of the oil remaining after the treatment 
with soda, after further steam distillation and rectification i7t vacuo, 
amounted to 103 grams. 
Apart from salicylic acid, which in this oil, like in that of Acacia 
famesiana, occurs in any case chiefly as methyl ester of salicylic acid, 
only a small quantiy of a liquid, as yet unknown, acid was detected. 
The eugenol, identified more closely by its benzoyl compound melt- 
ing at 69° to 70°, and also by conversion into methyl eugenol and 
oxidation of the latter into veratric acid, had the following constants: 
Boiling point 253° to 254° at 747 mm; di50= 1,0702 ; nj^^^o = 1,54205. 
Isoeugenol, which we had previously detected in ylang-ylang oil^), 
was not present. The portions of the oil not dissolved in soda liquor, 
distilled at 3 to 4 mm pressure from 20° to over 115°. In the lowest 
boiling fractions there were present hydrocarbons with an odour like 
petroleum ether, which undoubtedly originated from the petroleum 
ether employed for the extraction. Terpenes could not be detected 
in them. On further fractionating the oil was split up into the fol- 
lowing four principal fractions: 
fraction a) 40° to 70° = 3 grams 
b) 70^ to 80^ = 42,5 „ 
c) 75° to 95^ = 16 „ 
d) 95° to 105° = 34 „ 
Fraction a, which had a distinct odour of benzaldehyde, yielded 
on treatment with semicarbazide the benzaldehyde semicarbazone melt- 
ing at 214°. 
Fraction b consisted chiefly of benzyl alcohol, which was separated 
from it by means of the phthalic anhydride method. The benzyl 
alcohol thus obtained showed the following constants: boiling point 
206" to 207^, at 754 mm; d^go = 1,0457; "^m^^ = 1.53723- The 
phenyl urethane produced from it melted at 77°. 
0,1237 g yielded 0,3355 g CO., and 0,0684 g H2O. 
Calculated for Cjl4H^3 02N: Found: 
C = 74,00 per cent. 73)97 P^^ cent. 
H = 5J3 6,14 „ 
The hitherto unknown benzyl phthalic ester acid which is also 
suitable for the identification of benzyl alcohol, melts at 106° to 107°. 
It is readily soluble in chloroform, alcohol, and ether, and crystallises 
from benzene in beautiful prisms. In the portions of fraction b which 
do not react with phthalic anhydride, linalool and decylic aldehyde 
1) Report October 1901, 53. 
2 * 
