Organic chemistry

1909 Journal of the Chemical Society Abstracts  
Action of Metallic M a g n e s i u m on Acetylene. J. N O V~ (Ber., 1909, 42, 4209--4813).--When magnesium powder is heated i n a stream of pure acetylene, reaction begins t o take place at a temperature of about 450°, carbon being deposited, and a mixture of magnesium acetylide and allylide formed. The product formed reacts violently with water, a mixture of acetylene and allylene being evolved. These two gases were identified by making various derivatives. T. S. P. Aliphatic Compounds of
more » ... c Compounds of Polyvalent Iodine. 111. Derivatives of E t b ylene with Triand Quinqui-valent Iodine. JOHANNES TIIIELE and HERNANN HAAKH (Anncclen" 1909, 360, 131-147. Compare Abstr., 1905, i, 735; this vol., i, 8ig).-Iodochlorides and the corresponding iodoso-derivatives may be readily obtained from a@-di-iodoethylene and a-chloro-P-iodoethylene, t h e compounds derived from the latter being far more stable than those prepared from the former. Iodosochloroethylene when boiled with water yields chloroiodoxyethylene, the first iodoxg-compound in the aliphatic series to be prepared, Attempts to prepare bischlorovinyliodonium hydroxide by the action of silver oxide or alkali oxides on a mixture of iodoso-and iodoxychloroethylene mere unsucoesbful. Willgerodt and his co-workers (Abstr., 1895, i, 635; 1900, i, 338, 432; 1902, i, 17, 18; 1904, i, 483, 657) have shown that aliphatic-aromatic iodonium salts may be prepared by the action of aromatic iodochlvrides on acetylene silver chloride ; for example, phenyl iodochloride is said t o react with acetylene silver chloride, yielding phenyldichloroethyliodonium chloride. It is found, however, that chloroethylene iodochloride reacts with acetylene silver chloride, yielding diclilorovinylchlorovinyliodonium chloride, and not dichloroethylchlorovinyliodonium chloride, as would be expected if the reaction follow the course depicted by Willgerodt. The work of t h i s author was repeated, therefore, with the result that the compounds described by him as dichloroethyliodooium compounds are found to be dichlorovinyl compounds. Experiments which were performed with the object of preparing iodochlorides from acetyl iodide and benzoyl iodide led only to the discovery of a better method of preparing the first-named substance. Benzoyl iodide cannot be prepared in the manner described by Liebig and Wohler; i t is probable that this compound has not yet been prepared. Zocloethy?e)ze iodochloride, C H I :CH*ICl" prepared by passing chlorine into a solution of di-iodoethylene in chloroform cooled in a freezing mixture, crystallises in lemon-yellow needles and decomposes a t about 37O; it is very unstable, and cannot be kept; when treated with a
doi:10.1039/ca9099600865 fatcat:dcco6jvtg5awpfzqr623ldoday