754 Wisconsin Academy of Sciences, Arts , and Letters. 
The hydrocarbon in the highest boiling fractions resembled 
the sesquiterpene, aromadendrene, described by Smith. 2 It had 
the following properties: b. p. 144-148° at 30 mm. (250-255° 
at 739.9mm.) ; d 15 ° 0.9238; n Dl5 ° 1.5006; [a] D +37.88°. No solid 
derivatiyes were obtained. 
Attempt to crystallize the original colophony as well as the 
product obtained by distilling it under reduced pressure were 
unsuccessful. 
The volatile oil had approximately the following composition: 
70-75% d-a-pinene; 5% /3- pinene; 2 to 3% of a terpene possibly 
phellandrene; 2 to 3% of an aliphatic hydrocarbon probably an 
impurity; and 10 to 12% of a sesquiterpene. 
The Oleoresin of Western Pine (Pinus ponderosa Laws.) 1 
The six samples of oleoresin examined from California con¬ 
tained an average of 17.8% of oil, having the following proper¬ 
ties: d 15 o 0.8625 - 0.8688; n D15 l 1.4772 - 1.4793: a D21 o - 12.41 
to - 26.52°. 
a-pinene was identified by conversion into the nitrosochloride, 
m. p. 103°, and the nitrolpiperidine, m. p. 118°. The oil con¬ 
sisted largely of (3- pinene. After repeated fractionation 40% 
of the oil distilled between 166.6° and 167.6°; it had the con¬ 
stants; d 15 o 0.8670; n Dl5 o 1.4762; [a] D -15.33°. On oxidation 
about 22% of sodium nopinate was obtained. The nopinic acid 
melted at 126°. It is a curious fact that in spite of the wide 
distribution of /Lpinene in the conifer oils the 1-rotatory form 
has so far been met with. Limonene was found in the oil boil¬ 
ing at about 175°. The tetrabromide melted at 104° and the 
dihydrochloride at 50°. 
The first sample examined contained about 7% of oil boil¬ 
ing above 180° that appeared to be mainly polymerization pro¬ 
ducts; it had a rotation of -0.86°. Later an oil was found 
containing about 13% distilling above 200°. This residue dis¬ 
tilled mainly between 250-280°, and had the constants: d 15 o 
0.9276; a D20 o+17.68°. When the etheal solution was saturated 
with HC1 gas a crystalline dihydrochloride could not be ob¬ 
tained from the residue left after evaporation of the solvent. 
The behavior when inoculated with crystalline hydrochlorides 
was interesting. When a crystal of dipentene dihydrochloride, 
m. p. 49-50°, was added, a small amount of crystals was ob- 
1 Forest ServJ. £ Bulletin 119, p. 11; Proc. Soc. Am. For. 11 (1916) 36. 
