. Annual report on essential oils, synthetic perfumes, &c. Essences and essential oils; Perfumes. Notes on scientific research. double bonds was proved by the formation of the terpene from verbenol (I), by the value found for the molecular refraction (, calc. for j\ ), and by the behaviour of verbenene towards bromine. The easily-obtainable dibromide was strongly optically active, the rotation being opposite to that of the primary material, and gave rise, on treatment with dilute potash solution, to an unsaturated glycol Ci0H16O2 (IV; m. p. 141°) and to an apparently oxide-like b
. Annual report on essential oils, synthetic perfumes, &c. Essences and essential oils; Perfumes. Notes on scientific research. double bonds was proved by the formation of the terpene from verbenol (I), by the value found for the molecular refraction (, calc. for j\ ), and by the behaviour of verbenene towards bromine. The easily-obtainable dibromide was strongly optically active, the rotation being opposite to that of the primary material, and gave rise, on treatment with dilute potash solution, to an unsaturated glycol Ci0H16O2 (IV; m. p. 141°) and to an apparently oxide-like body which was not examined further. The authors were unsuccessful in trying to replace the bromine atoms by hydrogen. On the other hand, dihydroverbenene (V; b. p. 158 to 159° [726 mm.]) was formed on treating the terpene with sodium and alcohol. (Cf. Semmler, On the reduction of a-phellandrene, Berl. Berichte 36 [1903], 1035 and 1753.) Dihydroverbenene, which may be taken for a <?-pinene, strongly resembled a-pinene in its physical and chemical properties, such as the formation of pinene hydrochloride on introducing dry hydrogen chloride, or of a nitroso body identical with nitrosopinene from the nitrosochloride. Hence the authors believe that «-pinene is primarily formed by the action of acid reagents. CH C COOHCH OHHC. C-CH3 (I) Verbenol. C-OH. Please note that these images are extracted from scanned page images that may have been digitally enhanced for readability - coloration and appearance of these illustrations may not perfectly resemble the original Schimmel & Co. Miltitz bei Leipzig : Schimmel & Co.
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