tags
iodinealcoholethyl iodidesodium bisulfitealuminium iodidealuminiumaluminium hydroxideethanol
video tutorial Ethyl iodide using iodine and aluminium foil
- Unconventional synthesis of ethyl iodide from iodine and aluminum metal in ethanol (alternative to iodine and red phosphorus).
- Starting materials: 30 g iodine, 5 g aluminum foil, 25 mL ethanol in a 250 mL flask with a reflux condenser; ethanol used in excess (theoretical ~14 mL, about 25 mL added).
- Aluminium reacts with iodine to form aluminium iodide; reaction is highly exothermic and side reactions with ethanol occur.
- After ~30 minutes, strong reflux develops; aluminium dissolves to a dark brown sludge; stirring continues and a bit more ethanol (10 mL) is added.
- Reaction continues for nearly two hours of reflux; eventually the mixture cools and the contents are distilled.
- Initial distillate appears to be excess ethanol; later, tiny pale yellow droplets indicative of ethyl iodide are observed; distillation lasts several hours.
- Post-reaction workup: quench, distill all liquid, wash with strong brine, separate organic layer, second wash with sodium bisulfite to decolorize, dry with calcium chloride, yielding a clear liquid with a yellow tint.
- Crude product: 24 g of ethyl iodide (approx. 65% yield from starting iodine); not as pure as the red phosphorus route or the ethanol/potassium iodide/phosphoric acid route.
- Notes: the reaction is lengthy and very exothermic; scaling up requires caution.
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