﻿THE TERPENE OILS OF MANILA ELEMI. 13 



all obtained within a radius of a mile or two near the town of Gumaca, 

 Tayabas. 



Sample VIII was taken from at tree a little over 2 feet in diameter. 

 The tree contained no fruit. The resin had evidently collected for some 

 time, there being a large amount of it, yellowish and somewhat incrusted, 

 on the tree. The purified terpene oil boiled completely from 95°. 3 to 

 96°. 5, at a pressure of 60.5 millimeters, and at ordinary pressure from 



176° to 176°. 7. a 5J =+100°. 8. It is evidently pure limonene. Other 



data concerning the product (VIII,A, purified) will be inserted under 

 the heading of limonene. 



The high-boiling oil removed at 225° was redistilled two or three times 

 and less than one-half of it obtained as a product boiling completely from 



158° to 162° at 20 millimeters (VIII, B, purified). Sp. gr. , 3 4 °= 0.9559. 



a™= — 2°. 4. » 5=1.4985.- 



Sample IX was obtained from a tree laden with nuts, of about the same 

 size as that from which Sample VIII was taken and standing close to the 

 latter tree. The sample was a large one and somewhat dried out. The 



purified terpene oil boiled from 176°. 5 to 177°. 5. a^=+100°.3 

 (IX, A, purified). It is evidently pure dextro-limonene but the boiling 

 point is slightly higher than that of the last sample. 



This sample of resin was harder than any other which I worked with, the 

 result being that it was impossible to distill off much of the high-boiling oil. 

 As was stated in the introduction, it is difficult so to separate the high-boiling 

 oil from resin which has become somewhat hardened, and almost impossible 

 to isolate a constant-boiling product from the distillate so obtained. 



Sample X was taken from a medium-sized tree containing fruit. The 

 resin was fresh and soft. The terpene oil, after the usual purification, 

 boiled completely from 89°. 5 to 94°. 5 at 65 millimeters, so that, accord- 

 ingly, the distillation began about 5° below the boiling point of 



phellandrene, ap = -r-69°.3. It gave a heavy precipitate of phellan- 



drene nitrite. It was redistilled at ordinary pressure and the distillate 

 divided into two equal portions: (1) 166°. 5 to 168°.o; (2) 168°.5 to 



171°. 5. The first fraction showed sp. gr. ; 3 4 °=0.8356; a : g= +70°. 4; 



n g= 1.4663, while the second gave sp. gr., 3 4 °=0.8374; ag= + 64°. 6; 



n ^ = 1.4680. The first fraction was redistilled and there was very 



little lowering of the initial boiling point. The phellandrene nitrite 

 obtained from the oil was recrystallized twice from hot acetic ester 

 and it then melted at 114° to 115°. In its odor and boiling point 

 this oil is very much like that obtained from Sample VII ; however, 

 in the case of the present sample, there seems to be much more of the 

 lower-boiling terpene present. It appears from the data just given 



