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Topic: Pinacol Rearrangement w/ Iodine - Searched but no answer found  (Read 2808 times)

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Offline santospineda1

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Pinacol Rearrangement w/ Iodine - Searched but no answer found
« on: March 15, 2012, 01:15:16 AM »
In the pinacol rearrangement, in my case specifically benzopinacol Ph2-C(OH)-C(OH)-Ph2
 a trace amount of I2 is added. I know I2 is a weak Lewis Acid and that this property comes into action. Where during the mechanism would iodine be able to accept electrons from something?
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Offline orgopete

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Re: Pinacol Rearrangement w/ Iodine - Searched but no answer found
« Reply #1 on: March 16, 2012, 03:54:24 PM »
I too had wondered about this. Perhaps we should think of this equilibrium.

pyridinium bromide + Br2  ::equil:: pyridinium tribromide

What might I2 do?
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