Analysis of iodoso and iodoxy compounds

The following procedure is used in the analysis of iodoso and iodoxy compounds. In a 200-cc. iodine flask are placed 100 cc. of water, 10 cc. of 6 N sulfuric acid, 2 g. of iodate-free potassium iodide, 10 cc. of chloroform, and finally the sample, about 0.25 g. The flask is shaken for fifteen minutes (or longer, if the reaction is not complete), and then the mixture is titrated with 0.1 N sodium thiosulfate. If the sample is pure the change of color in the chloroform layer may be taken as the end point, but if impurities are present starch must be used, for the impurities impart a brownish color to the chloroform. This solvent is desirable, as it facilitates the reaction with potassium iodide by dissolving the reaction products. Iodosobenzene may be differentiated from iodoxybenzene, for the former reduces iodide ion in a saturated sodium borate solution, whereas the latter does not.1 The reactions involved are ... 

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