Schorger—Chemistry of American Conifers. 
753 
and then repeatedly crystallized from acetone and methyl alco¬ 
hol melted at 131° and had the specific rotation [a] D -95.82°. 
When a portion of the same crystals were crystallized from 
methyl alcohol containing hydrochloric acid triangular crystals 
melting at 158-159° resulted. The molecular rearrangement 
produced by hydrochloric acid in the case of resin acids is very 
marked. The silver salt contained 26.44% Ag showing that the 
resin acid had the formula C 20 H 30 O 2 . 
It is shown that in accordance with the observations of pre¬ 
vious investigators the volatile consists largely of n-heptane. 
Resin acids having the formula C 20 H 30 O 2 were isolated from the 
crude oleoresin and from the colophony distilled under reduced 
pressure. The colophony could not be made to crystallize in 
its original state. 
The Oleoresin of Sugar Pine (Pinus lamhertiana Dougl.) 1 2 
The oleoresin contained 16.4% volatile oil, 75.3% rosin, and 
8.3% water and foreign matter. 
The oil had the following constants: d 15 ° 1.4727-1.4728; 
[a] D +10.42°. The oil consisted largely of d-a-pinene, the nitro- 
sochloride of which melted at 103°. The small fraction distill¬ 
ing between^ 160-168° contained some /3 -pinene since a small 
amount of nopinic acid melting at 125° was obtained on oxida¬ 
tion. By repeated fractionation about 10 cc. of oil having the 
specific gravity 0.8550 was collected between 169-174.5°. Bro¬ 
mine did not give a solid derivative but a copious precipitate 
was obtained with nitrous acid. The crystals when filtered off 
with a force pump suddenly decomposed into an amorphous mass 
that could not be obtained again in a srystalline state. It is 
probable that a small amount of phellandrene or terpinene is 
present. 
A fraction boiling between 110 and 130° at 25 mm. contained 
an aliphatic hydrocarbon. After repeated treatment with con¬ 
centrated sulphuric acid, it had the constants: b. p. 194 to 201° 
at 742.7 mm.; d 15 ° 0.7549; n Dl5 ° 1.4249. It is possible that the 
container in which the oleoresin had been shipped contained a 
small amount of a petroleum hydrocarbon. 
1 Forest Service Bulletin 119, p. 22. 
2 Jour, and Proc. Roy. Soc. 1ST. S. W. 25 (1901) 124. 
48—S. A. L. 
