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The qumone forms yellow prisms and needles which melt at 198 0 . It sublimes rapidly above ioo°, and, like camphor itself, is quite volatile at room temperature C. Oxidation with Atmospheric Oxygen: Camphoric Acid. CH 8 CH 2 CH CO 2 H CH 8 — C — CH 8 CH 2 C CO a H. Camphorquinone is extremely sensitive to oxidizing agents and yields camphoric acid when merely boiled in alkaline solution in the presence of air e The diketone is boiled during one day with 3-4 molecular equivalents of alcoholic potassium hydroxide The alcohol is then evaporated off, and the residue taken up m water.

ONa O2NC6H OH O O 2 NC e H 4 As — ONa + N 2 + H 2 0 . ONa "Cf. Schmidt, Ann 431, 159 (1920). > OF ORGANIC CHEMISTRY 31 Owing to the fact that sodium arsenite is a reducing agent, the reaction does not proceed quantitatively, some of the diazo compound being reduced with formation of nitrobenzene: ONa O 2 NC 6 H 4 N :N — OH + As — ONa > OH O C a H B NO 2 + N a + As — O N a . ONa Purification. After the evolution of nitrogen ceases the hot mixture is made faintly add with acetic acid, shaken with boneblack to remove the tarry by-products, and filtered.

37, 2483 (1904), and Rosenmund, Ber. 46, 1046 (1913), give 147°. " 7 Many of the modifications of the method have been applied on an enormous scale industrially, as m the hardening of fats with the aid of reduced nickel. 9 40 g. of quinine CHCH:CH2 CH fl O are dissolved in 180 g. of 10 per cent aqueous sulfuric acid, filtered, and treated with 8 to 10 cc. of a 2 per cent solution of palladious chloride 10 prepared by dissolving the salt m a little hot 1: 1 hydrochloric acid, concentrating as far as possible on the water bath, and diluting to volume with water.

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