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Old 07-08-2009   #2 (permalink)
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Re: Iodination Help

Water, resorcinol, an equivalent of iodine as triodide, progressively add base (sodium carbonate, slowly). Acidify, extract. Seems like that ought to do it - certainly worth a half gram-scale diddle. Phase transfer of iodine from toluene into water with resorcinol and base next. Keep oxygen out in all cases. HOI ought to iodinate resorcinol and especially its anion. I2 ought to do its anion. The 2-iodo isomer should be disinclined by steric hindrance plus statistics.


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