746 Wisconsin Academy of Sciences, Arts, and Letters. 
159-164°, a D25 0 -25.33° contained a-pinene; m. p. of nitroso- 
chloride 103°. (3 -pinene was shown to be present by obtaining 
nopinic acid melting at 126-7°. The fraction b. p. 170-173° was 
examined for phellandrene with negative results, while the frac¬ 
tion b. p. 173-176° gave a good yield of dipentene dihydm- 
chloride, m. p. 50°. 
The ester fraction was too small for further examination. 
“Green oil” was present in the higher fraction. 
The composition of the oil is the following: furfural, trace; 
1-a-pinene 6.0%; l-/?-pinene 60%; dipentene 12-13%; ester as 
bornyl acetate 2.5%; free alcohol as borneol 4%; “green oil” 
3-4%. 
The Leaf and Twig Oil of Sugar Pine (Pinus Lambertiana 
Dough) 1 
The seven oils examined had the following range of prop¬ 
erties: d 15 ° 0.8676-0.8738; n Dl5 ° 1.4777-1.4795; a D2O °-11.07 to 
-16.50°; acid No. 0.68-2.38; ester No. 2.22-5.91; ester No. after 
acetylation 23.25-32.04; average yield of oil 0.090%. 
The fraction b. p. 156-160° contained furfural and 1-a-pinene, 
the pinene nitrolpiperidine melting at 119°. The greater por¬ 
tion of the oil distilled between 164-167° and contained 1-/1-pi¬ 
nene. The oil when oxidized in the customary manner gave 
nopinic acid, m. p. 126°, and nopinone, the semicarbazone melt¬ 
ing at 188.5°. Dipentene was present in the fractions b. p. 
170-178°, the tetrabromide melting at 124°. The dihydrochlo¬ 
ride was also prepared. Since this compound melted at 50°, 
sylvestrene was evidently absent. 
Borneol was present as shown by oxidation to 1-camphor melt¬ 
ing at 167-170°. The silver salts prepared from the acids ob¬ 
tained from the ester fraction contained 64.86%, 40.80%, and 
35.27% Ag respectively. Acetic acid was accordingly present 
along with higher acids. “Green oil” was again present in the 
higher fractions. 
The composition of the oil is the following: furfural, trace; 
1-a-pinene 21% ; l-/3-pinene 51% ; dipentene 12% ; bornyl acetate 
1.5%; free 1-borneol 8%; “green oil” 1%. 
J Jour. Ind. Eng. Chem. 6 (1914) 893. 
