Graphs of 109 systems involving a compound of chlorine are presented. Most of these are ternary and show two liquid phases. Several involve chlorides of aluminum, antimony, cuprous copper, hydrogen, or mercury. Others include organic chlorine compounds. A table lists the locations of 121 published graphs of similar chlorine compounds. Mercuric chloride is much more soluble (up to 60% instead of 7%) in several organic compounds than in water. In some the maximum is in anhydrous solvents; in others, at about 90% solvent. These systems were studied extensively in the vain hope of finding some mercury salt or combination which absorbs olefins reversibly. Anhydrous cuprous chloride forms several systems with unusual types of phase diagram, some involving a complex with hydrogen chloride, postulated as CuHCk. Hydrogen chloride forms some aqueous systems having two separate binodal curves. Anhydrous systems are more likely to have island curves. The high reactivity of aluminum chloride results in graphs which are highly unconventional.The chlorides of aluminum, antimony, cuprous copper, hydrogen, and mercury are extremely soluble in certain mixtures of organic compounds, and show novel and perhaps useful miscibility relations. Graphs presented here include systems of several organic chlorine compounds not previously published. Some of the latter are almost equivalent to hydrocarbons in miscibility relations. Aqueous systems of ordinary salts are not listed here because of relatively little interest in solvent treatment of hydrocarbons.
ALUMINUM CHLORIDEThe more refractory Friedel-Crafts reactions-alkylation of isoparaffins with lower olefins (5, 21) and isomerization of normal paraffins (5, 23), especially n-butane-are catalyzed most vigorously by concentrated solutions, up to 75% of aluminum chloride, in certain oxygen-containing solvents (mixed with the hydrocarbons). Ethyl ether is probably the best. Methyl and isopropyl ethers, ethyl acetate and other esters, acetone, sulfur dioxide, Chlorex, and even acetonitrile may be used, although the last contains no oxygen.Four aluminum chloride systems were reported earlier, with sulfur dioxide (8, graphs 20 to 22) and acetonitrile (9, graph 18). The graphs were approximations because