. Annual report on essential oils, synthetic perfumes, &c. Essences and essential oils; Perfumes. 142 Report of Schimmel § Co. 1922. p. 238 to 239° [corr.], on slow heating) resulted as by-product, the isocyanate formed in the main reaction acting with some of the unattacked amide: — C9H13N : C : O + H2N • CO • C9H13 = C9H13 •NH•CO•NH•CO• C9H13. Careful saponification, performed by fusing with solid caustic potash, yielded apo- tricyclylamine C9Hi3NH2, m. p. 104° (unsharp), besides camphenilone and camphenilol. With the object to characterise the unstable apotricylylamine, the authors brou
. Annual report on essential oils, synthetic perfumes, &c. Essences and essential oils; Perfumes. 142 Report of Schimmel § Co. 1922. p. 238 to 239° [corr.], on slow heating) resulted as by-product, the isocyanate formed in the main reaction acting with some of the unattacked amide: — C9H13N : C : O + H2N • CO • C9H13 = C9H13 •NH•CO•NH•CO• C9H13. Careful saponification, performed by fusing with solid caustic potash, yielded apo- tricyclylamine C9Hi3NH2, m. p. 104° (unsharp), besides camphenilone and camphenilol. With the object to characterise the unstable apotricylylamine, the authors brought toe body in reaction with, inter alia, phosgene, obtaining thereby as primary reaction- product a liquid compound, probably apotricyclyl isocyanate. The latter was transformed by aniline into apotricyclyl-phenyl-urea, partly also into symm. di-apotricyclyl-urea: — C9H13 • NH >CO C6H5 • NH Apotricyclylphenylurea. C9H13N:CO Apotricyclyl isocyanate. C9H1SNH >CO C9H13- NH Di-apotricyclylurea. On diazotising the hydrochloride of apotricyclylamine with sodium nitrite, apo- tricyclol resulted, the reaction passing off fairly well; intermediarily, a comparatively stable nitrite was formed. The alcohol apotricyclol (m. p. 75 to 80° [unsharp], b. p. 82 to 86° at mm.; phenylurethane, m. p. to 122° [corr.]), on exposure to the air, deliquesces in the course of a few hours forming a viscid oil. When boiled with a dilute mineral acid, equally when heated (without water, by ketisation) in a current of dry hydrogen, opotricyclol yields quantitatively camphenilone. With phos- phorus pentachloride, apotricyclol passes over into camphenilone dichloride (IV), m. p. 168 to 169°. Ethereal solutions of the alcohol, on treatment with metallic sodium, yielded, without evolution of hydrogen, the sodium compound of camphenilone pinakone (V) from which the methyl ether was obtained, dimethyl sulphate reacting quantitatively, and methyl iodide only partly.
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