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Topic: Iodine added to an acid rearrangement  (Read 6110 times)

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Micks

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Iodine added to an acid rearrangement
« on: October 02, 2005, 03:35:56 PM »
I was wondering why a small iodine crystal would be added to an acid catalysed rearrangement reaction.  I know the mechanism of the reaction (a rearrangement from benzopinacol to benzopinacolone) but i'm not sure why iodine was added.  Could anyone help me out?!
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Re:Iodine added to an acid rearrangement
« Reply #1 on: October 02, 2005, 04:50:52 PM »
It may be to form some of the iodohydrin (Ph2C(I)C(OH)Ph2) via an SN1 reaction.  Iodohydrins are also competent substrates under pinacol rearrangement conditions.  I'm not sure if they would react faster or anything though.
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