The Chemistry of the Non Benzenoid Hydrocarbons And Their Simple Derivatives

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), d 2QO 0. 9204, H D 1. 4929. No crystalline hydrochlorides or hydrobromides of cedrene are known.
Tricyclic non-benzenoid hydrocarbons have been made by the catalytic hydrogenation of tricyclic benzenoid hydrocarbons such as anthracene and phenanthrene. By the hydrogenation of phenan- threne at the remarkably high temperatures of 360, under high pres- sure, Ipatiev 66 obtained the completely reduced hydrocarbon C 14 H 24, which he calls perhydroanthracene. It is an oil distilling at 270- 276
...and does not crystallize at 15. It is inert to permanganate solu- tion and bromine in the cold, and also practically unacted upon by sulfuric-nitric acid nitrating mixture.
Anthracene was reduced by Godchot 67 over nickel at 260 to tetrahydroanthracene, the constitution of which is unknown. It crys- tallizes from alcohol in plates melting at 89 and distilling at 309. At a little higher temperature, 200-205 octohydroanthracene, melt- ing-point 71 and distilling at 292-295, is formed, and at 260-270 and under about 125 atmospheres pressure Ipatiev 68 succeeded in reducing it to decahydroanthracene, melting-point 73-74, and finally to the completely reduced hydrocarbon, perhydroanthracene, an oily liquid.


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