Part FV.] Simonsen : Constituents of Indian Essential Oils. 
9 
Fraction 1. This fraction on distillation over sodium boiled very 
constantly at 153-8-154°/708mm. and had the following constants : — 
0-8551, 1-4612, [a]^°+43-32°. It consisted of very pure 
d-a-pinene and the presence of this hydrocarbon was confirmed by the 
preparation of the nitrosochloride and the nitrolbenzylamine 
derivative. Fractions II. III. and IV. These three fractions 
were foimd to consist essentially of d-a-pinene ; no trace of (3-tjinene 
could be detected, since on oxidation with potassium permanganate in 
the usual manner nopinic acid was not formed. 
Isolation of n-U ndecane C11H24. 
A preliminary examination of the fractions of the oil which boiled 
above 1117200mm. indicated the presence of a hydrocarbon which 
had a very low density. As this hydrocarbon was only present in very 
small quantity, several gallons of the turpentine were systematically 
fractionated under diminished pressure (200ram.) using a Young still 
head. The bulk of the oil passed over below 1117200mm. in the first 
fractionations and evidently consisted of d-a-pinene since it had the 
following constants : — D|jI 0-8533, 1-412, [a]^ -)-35'75°. 
The progress of the separation was followed by the determination 
of the physical constants of each fraction and in the three following 
tables are given the results of the three final fractionations ; — 
Table II. 
No. 
B. P. (200mm.) 
©30° 
® 30° 
1 
1 
0 
wh 
12; 
r ^30° 
[a]^ 
I 
below 100° 
0-8525 
1-461 
-P36-5° 
II 
100-106° 
0-8511 
1-459 
-J- 35-11° 
III 
106-112° 
0-8515 
1-460 
-f 33-92° 
IV 
112-118° 
0-8487 
1-46 
-f31-35° 
V 
118-130° 
0-8343 
1-454 
-f21-75° 
VI 
130-140’ 
0-8175 
1-4476 
-f 14-65° 
VII 
140-150° 
0-8083 
1-4429 
-f 10-6° 
VIII 
150-160° 
0-821 
1-4482 
+ 11-08° 
IX 
160-170° 
0-8702 
1-4690 
+20-23° 
[ 119 ] 
