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This paper describes the separations of C2-C5 olefins from paraffins and linear -olefins from internal and branched olefins of the same carbon number via reversible complexion with a novel solution of cuprous hexafluoroacetylacetonate (diketonate) in a weakly complexing solvent. During the decomplexation of the olefins, the weakly complexing solvent, an olefinic hydrocarbon, complexes with the cuprous diketonate and stabilizes it against disproportionation of the copper® diketonate to the copper®) diketonate and copper metal. Olefin pickup by the Cu(I) solution was found to increase with increasing steric hindrance at the double bond of the solvent. The effect of steric hindrance at the double bond of olefin on the separation of linear -olefins from their internal and branched olefins is discussed. Separation results for ethylene/ethane, propylene/propane, 1-butene/other butenes, and 1-pentene/other pentenes are presented.

Reactions of hexafluorocyclobutene with thiols thio)-1,3,3,4,4-pentafluorocyclobutane and 1,2were complicated by the elimination of hydrogen bis -(butylthio) -3,3,4,4tetrafluorocyclobutene fluoride to produce unsaturated sulfides which were obtained from the reaction of hexafluorocywere capable of further reaction. l-Btitylthio-clobutene and 1-butanethiol. 2,3,3,4,4-pentafluorocyclobutene, 1,2-bis-(butyl-OAK RIDGE, TENN. Secondary AND ROBERTDiethylamine has been treated with aluminum By analogy with previously reported reactions chloride and tetrduoroethylene a t 90' to obtain of chlorotrifluoroethylene with anionic reaan unidentified liquid boiling a t 176-177' and 761 mm.3 Rigby and Schroe-OAK RIDGE, TENN. RECEIVED NOVEMBER 9, 1949