On rectification i pei cent, distilled below 17; • (corr.). The odoui oi 

 valeraldehyde was pronounced in this portion Between 17.; 194 , 67 per rent. 

 distilled; between mi 245, 8 pei cent, came over, and between 245 278 . eg 

 per cent, distilled, rhese fractions gave the following resurl 



Firsl fraction, sp. gr. a1 15 < . 0-9078; rotation a 0-3 refractive 



index at 20 [-46 [6 

 Second .. .. ,, = 0-9154; rotation a + 0-3 ; refractive 



index a1 20 1 • 17117. 

 Third .. ,, ,, = 0-9396; rotation a B + u-| ; refractive 



index at 20 = 1-5000. 

 I'll.' cineol was determined by the resorcinol method in the &rs1 fraction; 

 when calculated for the crude oil the result was 51 per cent. By the phosphoric 

 acid method it was |.o pei cent, when calculated for the runic oil. 



The firs'l frai tion had a yellowish tint, due to the influence of the phenols, 

 and was rich in cineol. The saponification number was only _'■;;, so thai low- 

 boiling esters were practically absent. 



A portion of the oil boiling above 190 was acetylated, the saponification 

 number for this was 74 - b. This high number was due to the eudesmol, which 

 was present in the liquid form. 



Determination of the higher boiling portion, too cc. of the oil boiling above 

 190 C. were again distilled. 3 per cent, came over below 183 C. Between 

 183-20S , 19 per cent, distilled : between 220-265°, [9 per < ent. came over, and 

 between 265-290 , 50 per cent, distilled These fraction- gave the following 

 1 esults : — 



First fraction, sp. gr. at 15° C. = 0-9179; rotation a B + 1-4° J refractive 



index at 20 L- (.684. 

 Second „ ,, „ = 0-9337; rotation a D + 3-6°; refractive 



index at 20° — 1-4874. 

 Third ,, ,, ,, = 0-9523; rotation a D + 18 ; refractive 



index at 20° = 1-4983. 

 The first fraction contained a good quantity of cineol. It is possible, that 

 terpineol was present in the second fra< lion, as the indications were for that 

 alcohol. The third fraction consisted largely of the liquid form of eudesmol and 

 the sesquiterpene. 



Both the second and third fractions wire acetylated with the following 

 results : - 



Second fraction, saponification number before ; 4-8; after = 96-8. 

 Third „ „ „ .. = 2-8; after = 91-8. 



'This result indicates that about 35 per cent, oi eudesmol was present in 

 the third fraction. 



One hundred cubic centimetres of the crude oil were distilled under redui ei I 

 pressure, and the lower boiling portion removed. The oil distilling between 

 138-148° C. under 7 millimetres pressure was again distilled and separated into 

 two fractions; one distilling between 130-134° C, under 7 milium tres, the other 

 between [40 C46 < . under 5 millimetre pressure The two lra.cti.m- gave the 

 following results : — 



First fraction, .sp. gr. at 15° C. = 0-9640 rotation a, + S-6° ; refractive 



index at 20° = 1-5023. 

 Second ,, ,, ,. 0-9697; rotation a, + [5-4°; refractive 



index at jo° = 1-5058. 

 A portion of the second fraction was boiled with water under a reflex for 

 four days, but the en lalline form of eudesmol was not obtained. A portion 

 seeded with eudesmol had no1 crystallised after fourteen days, although the 



50068— o 



