oeg0 As = S =REPORT. OF ScHIMMEL & 
. §) See Report October 1918, 57. — sy jolla: Royal Soc. of N.S. W. 48 (1914), 518; Piston Record 6 (19 
coated Ser ena EN ei Ae eae ae 
At the same time a cineole content of 60 Deron ‘resorein 101 sige C 
(phosphoric acid method) should be insisted upon. 
characteristic peculiar to Californian oils, for in the course of more than a ye A 
ourselves have examined a large number of Globulus oils of Australian, French, Spanish, — 
and Algerian origin, the raw material for which had consisted exclusively of the leaves — 
of Hucalyptus Globulus. Nevertheless we found, almost without exception, that the oils — oa 
were soluble in 2 to 3 vol. and more of 70 per cent. alcohol; only in a few isolated — 
cases up to 7 vol. of the solvent were necessary. Even the above-mentioned com- ~ 
munication by Baker to Tompkins does not alter the case, for nothing is. ee = 
solubility, only the cineole content being mentioned which, however, is not at all — 
greater in oil of Eucalyptus polybractea than with Globulus oils, for in their exhaustive”: 
monograph on Eucalyptus oils!) Baker and Smith state that a distillate produced 4 4 
themselves from the leaves of Hucalyptus polybractea contained 57 per cent. of cineole, 
which is not an extravagantly large percentage. The solubility of this oil was exactly a 
the same as with a Globulus oil obtained by the same workers themselves (mono- 
graph, page 96). It follows that in his argument Tompkins can hardly base himself on 
the testimony of Baker. It is not improbable that the indifferent solubility of the 
Californian oils is due to the particular method of distillation. 
According to H.G. Smith’) butyl! butyrate belongs to the list of constituents of a — 
certain class of eucalyptus oils, although in most cases it occurs in very small amount. 
The ester is possibly formed from two molecules of butaldehyde which occurs in 
most eucalyptus oils and is responsible for the unpleasant odour noticeable in crude 
oils. n-Butyric acid has been identified in many eucalyptus oils, the acid is probably — 
derived from the hydrolysis of the ester, because a corresponding change does take 
place when oil of Hucalyptus Perriniana®) has been stored along time. The abnormally 
low refractive index (1.4538) of the low-boiling fractions led to the detection of the — 
ester. The saponification number of the crude oil was 52.6, representing 13.52 per cent. 
of an ester having a molecular weight of 144. The saponification number of the fraction — 
distilling below 190° (75 per cent. of the oil) was 57.2, representing 14.7 per cent. of 
the esters in this fraction. Thus the greater proportion of the total esters:in the oil — 
of H. Perriniana consists of butyl butyrate. s 
The manner in which this ester was: identified is not given in the parastapi ie 
mentioned. aa 
Another constituent of some eucalyptus oil is a phenol, hitherto unknown, which == 
Smith‘) calls tasmanol, because it occurs in the oils of some species of eucalyptus ~ 
(f.i. E. linearis and E. Risdoni)®) which are considered endemic in Tasmania. The ~~ 
phenol was recovered from the crude oil by shaking with aqueous solution of sodium ~~ 
hydrate, washing the aqueous solution with ether and acidifying and extracting with ether. = 
The residue, which contained small amounts of acetic and butyric acids, was washed “= 
with sodium carbonate solution and the phenol distilled. B.p. 268 to 273° (not corrected); a 
des0 1.077; a +09; np»01.5269. Besides being soluble in alkalies, the phenol is soluble 
in ammonia and partly soluble in sodium carbonate solution, but not in sodium ~ 
bicarbonate. The reaction with ferric chloride in alcoholic solution is characteristic, 
‘ - ; ' : yok 4 cg ae Fok ye 
Se Ree na NT TIE pe, Seer ML an ee gp ae ET DY iAP eS ab oe Sie acta rt 
Ay epic ASAE GR nat a Ps i hd tag were Tatas 
1) A research on the cuRalep ts; Sati! in tegard to their essential. oils. ee 1902. — *) ae 
347. — Journ. Chem. Soc. 108 (1915), I. 978. — 5) See Report Oktober 1918, 57. 
