Scharger—Chemistry of American Conifers . 
747 
The Cone Oil of Sugar Pine (Finns lambertiana Dougal.). 1 
The light green oil had the following constants: d 15 o 0.8692; 
n Dl5 ° 1.4771; a D2 o 0 -23.18 0 '; acid No. 0.63; ester No. 3.75; ester 
No. after acetylation 17.04; yield of oil 0.318%. 
Furfural was present in the first fraction along with 1-a-pi- 
nene. The pinene nitrosochloride melted at 98-99°, and the 
nitrolpiperidine at 116°. The 1-rotary fraction b. p. 160-163° 
contained camphene. This terpene was identified by conversion 
into isoborneol melting at 211-212° in a sealed tube. /Lpinene 
was present as usual. For identification the nopinene semicar- 
bazone melting at 188-188.5° was prepared. The small fraction 
b. p. 170-180° gave dipentene dihydrochloride, m. p. 49-50°, 
when treated with hydrochloric acid gas. 
The ester fraction was too small for examination. A yellow oil 
was obtained boiling between 255-290° that may be a sesqui¬ 
terpene. When dissolved in ether and saturated with HC1 gas 
the solution became deep purple. A solid hydrochloride could 
not be obtained. 
The composition of the cone oil is approximately the following: 
furfural, trace; 1-a-pinene 22%; 1-camphene 21%; l-/?-pinene 
39-40%; dipentene 4-5%; ester as bornyl acetate 1.5%; free 
alcohol as 1-bomeol 3.5% ; sesquiterpene (?) 1%. 
The Leaf and Twig Oil of Digger Pine (Finns sabiniana 
Dough) 2 
Three samples of the oil had the following constants: d 15 ° 
0.8517-0.8566; n Dl5 ° 1.4670-1.4708; a D2O -20.93° to -38.36°; acid 
No. 1.47-2.05; ester No. 6.77-11.98; ester No. after acetylation 
25.86-37.16; average yield of oil 0.09%. 
The oil began to distill at 100° and 6% was collected up to 
152°. This fraction was repeatedly treated with concentrated 
sulphuric to remove terpenes. The residual oil amounting to 3% 
consisted of heptane as shown by the following properties: b. p. 
98.5-101°, d 15 ° 0.7013. The twigs present in the distillation ma¬ 
terial without doubt were the source of this small amount of 
heptane, since the oil from the oleoresin obtained from the wood 
of this species consists almost entirely of n-heptane. 
The fraction b. p. 156-157°, d 15 ° 0.8618, and a D20 -26.24° 
1 Jour. Ind. Eng. Chem. 6 (1914) 893. 
2 Jour. Ind. Eng. Chem. 7 (1915) 24. 
