﻿THE TERPENS OILS OF MANILA ELEMI. 1 1 



The tree bore no nuts and a native familiar with it declared that it had 

 never produced any. 



The first distillate (VLA), obtained at 125° from 1,085 grams of 

 resin, amounted to 140 grams, neglecting a few grams of water; the 

 second (YI,B) was taken to 225° and was 150 grams, and a small ad- 

 ditional quantity, 20 grams, was obtained at 245°. The total torpcne oil 

 amounted to 183 grams or 16.9 per cent; high-boiling oil, 127 grams or 

 11.7 per cent. 



YI,A was separated from a little water and redistilled twice at 55 

 millimeters pressure. It passed over completely from 93° to 91° on 

 the second distillation (VI, A, purified). The product possessed the same 

 characteristic odor as that obtained from the previous samples of li- 

 monene which had been isolated and its boiling point is also the same. 



on 



a" D = -|-99 .9. In rotation, its agreement is seen to be remarkable. 



Pure limonene tetrabroniide was obtained from it and it was also tested 

 thoroughly, just as the oils from Samples I and II had been, and it 

 showed exactly the same behavior. By comparing the terpene oils ob- 

 tained from Samples I, II, III, and TI, especially as to rotation, it ap- 

 pears that when dextro-limonene is encountered in the resin from a single 

 tree, it is found in a pure condition. 



VLB was redistilled once and, after the terpene oil had passed over, the 

 remainder was found to be almost constant boiling, leaving as usual a small 

 amount of a viscous residue. After standing for nearly a year it was redistilled 

 at reduced pressure and most of it obtained as a product showing a nearly 



constant boiling point (VI,B, purified). Sp. gr., 3 |=0.9621, v ^ =1.4995. 



Sample VII was obtained near Atimonan, Tayabas, from a tree about 

 2 feet in diameter, laden with unripe nuts. The sample was a little 

 hardened, but only on the outside. 



Nine hundred and sixty grams were distilled, first at 125° yielding 57 

 grams of distillate, excluding 3 or 4 grams of water (VILA). A second 

 portion, 128 grams, was taken to 210° (VII,B), and a third, 73 grams, 

 to 250° (VII,C). The total distillate, 258 grams, consisted of about 

 equal parts of terpene oil and heavy oil, or 13.4 per cent of each. 



A 7 II,A was redistilled three times at 39 millimeters and on the third 



on 

 distillation passed over from 76°. 5 to 79° (VII, A, purified), a D = 



+114°. 7. The product had the odor of phellandrene, but it also pos- 

 sessed another peculiar odor not noticeable in any of the other terpene 

 products. Its initial boiling point will be noted to be a few degrees lower 

 than that of the sample of presumably pure phellandrene already isolated. 

 The oil gave a precipitate of phellandrene nitrite in good quantity, but 

 many attempts to isolate any other crystalline derivative from it by any 

 of the methods ordinarily employed were unsuccessful. The product was 

 then distilled at ordinary pressure and 2 fractions of equal size were 



