PHILIPPINE TERPENES AND ESSENTIAL OILS, III. 



97 



oils. For purposes of further purification tlie terpenes were now united 

 into five classes : 



1. Laboratory number B-3. — Lower boiling pliellandrenes. Seventeen samples 

 numbered 109, 76, 78, 73, 117, 110, 77, 99, 108, 111, 118, 74, 63, 71, 113, 85, 59. 



2. Laboratory number 5-^. — High boiling phellandrenes. Five samples num- 

 bered 94, 46, 102, 87, 101. 



3. Laboratory number B-5. — Middle boiling phellandrenes. Thirty samples 

 numbered 88, 106, 86, 82, 122, 83, 116, 100, 13, 121, 105, 98, 97, 75, 70, 81, 

 120, 84, 95,1 112, 103, 119, 115, 89, 4, 93, 61, 66, 58, 60. 



4. Laboratory number B-ff.— Phellandrenes with a negative optical rotation. 

 Six samples numbered 80, 70, 114, 92, 72, 91. 



5. Laboratory number B-7. — Limonenes numbered 90, 96. 



Before discussing the above terpenes I desire to present nine speci- 

 mens of very carefully purified terpenes from elemi resin obtained in 

 Gumaca^ Tayabas Province : 



Table II. — Manila elemis from Gumaca, Tayabas. 



No. 



Ter- 

 pene. 



Kf 



Boiling 

 point. 



Specific 

 gravity, 



30° 



1^ 



.30° 

 •* D 









Degrees. 







1 



L 



1.4674 



175 -177 



0.8360 



116.8 



2 



P^ 



1.4658 



»165 -169 



0.8350 



92.2 



3 



. L 



1.4673 



175.5-178 



0.8360 



117.8 



4 



L 



1.4672 



175 -178 



0.8359 



111.8 



5 



Pa 



1.46S0 



173 -175 



0.8365 



107.6 



6 



L 



1.4670 



'■175 -178 



0.8358 



117.9 



7 



L 



1.4670 



175 -178 



0.8363 



117.6 



8 



P/3 



1. 4660 



166 -169 



0. 8355 



90.7 



9 



L 



1.4670 



176 -177 



0.8364 



115,6 



'Boiling point 63° to 64° at 15 millimeters, 

 i" Boiling point 60° to 65° at 9 millimeters. 



It will be noted that of this last series, six terpenes are limonene, two 

 are /3 phellandrene, and one a phellandrene. It is interesting to note 

 that almost all of the elemi collected by me in the neighborhood of 

 Calaoag contained phellandrene, while that collected near Gumaca showed 

 that six of the nine samples contained limonene. Clover ' found a large 

 per cent of the elemis which he examined to contain limonene. Of all the 

 elemis from various sources which I have examined, over 90 per cent 

 contained phellandrene. 



Two phellandrenes a and /8 have been distinguished by chemists. 

 These phellandrenes have been differentiated not only by their physical 

 properties, but principally by their nitrites. Wallach * ascribes a melting 

 point of 113° to 114° to the a modification of the nitrite of a phellan- 

 drene, the /8 modification of the nitrite of this terpene having a melting 



^ Loc. eit. 



^Ann. d. Chem., (Liebig) (1904), 336, 9. 



