﻿38 



CLOVER. 



amount of terpinene nitrite, whereas the oil IV.A, purified, which had stood 

 in a bottle for fifteen .months still gave a very rich yield of the nitrite. 



30 



30 



IV.A. purified 



Oil obtained after standing ... 



+4.3 

 + -6 



1. 4766 

 1.4800 



Sp. gr.. 

 (T) 



0.8358 

 .8425 



(2) Sample V was distilled . by heating it to 135°. The terpene oil was 

 purified in the usual manner and boiled completely within about 2°. It was 

 found still to be largely phellandrene although it differed somewhat from V,A, 

 purified, which had been previously isolated from this sample. The refractive 

 index had increased by about 0.0030 and the rotation had fallen from +122°. 6 

 to +81°.2; 



(3) Sample VI was heated to 150° and the terpene oil removed. The purified 



30 

 D" 



= -j-100°.3. 



product was found to be dextro-limonene, practically unchanged, n 



30 

 a D 



: 1.4679. 



According to these results limoiiene is unchanged by reason of the 

 continued standing of the resin containing it, whereas phellandrene and 

 terpinene are both largely altered. For reasons already given it was 

 impossible to remove and purify the high-boiling oils of these samples. 



DESTRUCTIVE DISTILLATION OF THE RESIN. 



When elemi is distilled at ordinary pressure, nearly all of the terpene 

 oil, accompanied by the free water in the resin, first passes over with 

 practically no decomposition in the latter. By increasing the heat, a large 

 amount of the high-boiling oil may be driven off, but at the same time 

 the resin undergoes some decomposition. Finally, by continuing the 

 heating, the residtie may be decomposed and largely converted into volatile 

 products, including water, gases, low-and high-boiling oils ; the final res- 

 idue is a very, viscous, black tar, constituting about 15 per cent of the 

 original resin. The total amount of products which may be condensed, 

 including 5 or 10 per cent of water, is nearly 70 per cent of the weight 

 of the resin. 



A total distillate of 300 grams of oil obtained in one experiment was 

 redistilled and gave the following fractions: (1) To 250°, 155 grams; 

 (2) 250° to 300°, 75 grams; (3) 300° to 360°, 45 gram. The residue 

 was very viscous and dark colored. 



In another experiment the original distillate was separated into 3 

 fractions : ( 1 ) Twelve per cent of the resin, that portion taken until 

 a thermometer placed in the neck of the flask had reached 210° ; (2) 15 

 per cent of the resin, from 210° to 270°; (3) 37 per cent of resin, 

 that part formed by a slow, destructive distillation of the residue; in 



