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Gas Phase Chromatography of Metal Chelates 693 osmium are increased in contradiction to Pauling's principle. This indicates unequivocally the importance of the -character of Ir-Cl and Os-Cl bonds.Although the present discussion is open to criticism as to the adequacy of the assumed extent of s character of sp hybridized orbitals, the extent of -character of Os-Cl bonds in a hexachloroosmate(IV) ion, etc., the present authors believe that at least an interpretation is presented which is consistent with the experimental data obtained and assumptions made and can throw light upon some phases of the problem of the nature of metal-halogen bonds in complexes.

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Communications to the Editor Vol. 7S with the recorded melting point of 220°for 6-chloro-3(2H )benzofurunone semicarbazone.7Proof of Structure of IV by Conversion to 2-Chloro-4methoxybenzoic Acid.-Two grams (0.01 mole) of IV was dissolved in 50 ml. of water containing 2 g. of XaOH and heated to the refluxing temperature. Methyl sulfate (2.ñ g., 0.02 mole) was added slowly and the refluxing continued for 2 hours. At the end of this time, a solution of 8 g. of KMiiO( in 100 ml. of water was added slowly and the refluxing continued for an additional hour. The manganese dioxide was then filtered off with suction, washed with water, and the combined filtrates made strongly acidic with coned. HC1. After cooling overnight in the refrigerator, the light yellow solid was filtered off with suction and recrystallizcd from dilute ethanol to yield 0.8 g. (42%) of short colorless needles, m.p. 204-205°with sublimation. The recorded melting point of 2-chloro-4-methoxybenzoic acid is 208°w ith sublimation.8

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