36 Report of Schimmel $ Co. 1922. 



Cryptal from the oil of E. polybractea : — d 20 o 0.9443, « D — 49.7°, n D20O 1.4849; semi- 

 carbazone, m. p. 180°; oxime and hydrazone were liquid. 



Attempts to separate aromadendral C 10 Hi 4 O from the other aldehydes present in 

 the oil in the pure state, were hitherto without success, cuminal being mostly present. 



Oil of the Bark of Eucalyptus Macarthuri.-^- From the ground bark of E. Macarthuri. 

 Deane et Maiden, a species cultivated on a p large scale near Emerald, Victoria, Baker 

 and Smith 1 ) obtained by steam-distillation 0.12 per cent, oil of a light amber colour 

 and a distinct odour of geranyl acetate. Three different samples of this oil showed 

 the following constants: — d 15 o 0.9099 to 0.9218, « D + 1.2 to + 1.4°, n D20O 1.4648 to 1.4718, 

 soluble in 1.2 vols, of 70 percent, alcohol, ester v. 169.5 to 195, equal to 59.2 to 68.2 percent, 

 geranyl acetate; ester v. after acet. 198.8 to 224, equal to 69.6 to 78.4 per cent, ester. 



The optical rotation of the oil is ascribed to the presence of a small quantity of 

 r^-pinene. Eudesmol, a constant constituent of the leaf oil from Eucalyptus Macarthuri, 

 does not appear to be present in the bark oil. Apart from this, the constants of both 

 oils appear to be fairly identical. 



Fennel Oil. — Our industry has not seen much of the good yield of last fennel 

 crop, as the largest share by far was sent abroad, where higher prices were obtainable. 

 Even the factories situated in the vicinity of Ltitzen fennel districts did not succeed in 

 buying fair quantities. It would have been better if the Government had taken the 

 suggested measures for stopping the export, or at least restrict it, so that the work 

 connected with the distiilation of the fennel seeds remained in the country. It is to 

 be hoped that something will be done with regard to the next crop, as otherwise the 

 distillation of fennel oil will pass entirely out of the hands of the German industry. 



C. E. Sage 2 ) examined two fennel oils of Spanish origin and known to have been 

 prepared from the entire plant of Fceniculum vulgare. The following constants, found 

 by him, seem to indicate that the products in question were at least partly composed 

 of bitter fennel oil: — d 15 . 5 o 0.9203, and. 0.9340, « D +46° and +24°, n D250 1.4945 and 1.4980, 

 soluble in 1 vol. of 90 per cent, alcohol, congealing point ... no indication at — 15°, 



Frankincense Oil. — By fractionated distillation of 1 kilo of terpeneless oil of 

 frankincense 3 ) in a vacuuifr, E. Fromm and R. Klein 4 ) obtained a body Ci Hi 6 O, b.p. 117 

 to 119° (22 mm.), 210 to 211° (ordinary pressure), d 18 o 0.9504. This compound, called 

 «-olibanol by the authors, was not identical with the olibanol prepared by Fromm and 

 Autin 5 ), also from oil of frankincense, as it did not yield any pinonic acid on oxidation 

 with potassium permanganate. The olibanol that yielded pinonic acid could be obtained, 

 however, if the oil of frankincense or the product of the distillation were distilled under 

 ordinary pressure. There are in consequence two olibanols; viz., a-olibanol, as found 

 in the natural oil of frankincense, and ^-olibanol, formed through a re-arrangement of 

 the molecules on heating the former above its boiling point. As a-olibanol does not 

 yield any pinonic acid, it is neither identical with verbenol, nor with dihydroverbenone: 

 On reducing a-olibanol with sodium and alcohol, dihydro-olibanol is formed, Ci H 18 O 

 (b.p. 100 to 102° [25 mm.], o-nitrobenzoate, m. p. 135 to 137°), which is not identical 

 with dihydro-verbenol. 



x ) A Research on the Eucalypts and Their Essential Oils, 2 nd edition 1920, p. 318. — 2 ) Perfum. Record 

 12 (1921), 46. — 3 ) Cf. page 142 of this Report. — *) Liebigs Annalen 425 (1921), 213. — 5 ) Cf. Report 

 April 1914, 63. 



