OcTADECYL Iodide

A mixture of 7.8 g. (0.062 gram atom) of iodine and 1 g. of red phosphorus is put in a flask equipped with an air condenser on which is placed a calcium chloride tube to protect the system from atmospheric moisture. The flask is heated in an oil or metal bath to a temperature of 100°, and 15.6 g. (0.058 mole) of n-octadecyl alcohol is added. The bath temperature is then raised to 180° and held there for 1 hour. The cooled reaction mixture is extracted with petroleum ether (b.p. 70-80°), and the resulting solution is boiled with fuller s earth and filtered. The solvent is evaporated from the filtrate, giving 21.5 g. (97.5%) of n-octadecyl iodide melting at 34.5-35°. 

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Octadecyl bromide, b384 Octadecyl iodide, i43 Octadecyl mercaptan, o4... 

Organic Syntheses914 gives detailed directions for preparation of 1,6-diiodohexane for the preparation and purification of octadecyl iodide see Wood.915... 

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