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Topic: Mechanism: Oxidation of Iodobenzoic acid to IBX using Oxone  (Read 3636 times)

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Offline fenni

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Mechanism: Oxidation of Iodobenzoic acid to IBX using Oxone
« on: February 06, 2015, 04:39:27 AM »
Hi everyone,

I synthesised IBX from iodobenzoic acid and potassium peroxymonosulfate (Oxone) and I can't really figure out the detailed mechanism of this oxidation. I tried finding it online, but wasn't successful. I know that the iodine is hypervalent, but I just don't know how it would get the 3 oxygens from Oxone.

I would appreciate if someone could help me out with this, as it is rather urgent.  ::)

Offline fenni

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Re: Mechanism: Oxidation of Iodobenzoic acid to IBX using Oxone
« Reply #1 on: February 10, 2015, 09:26:32 AM »
can no-one help me with this? :/

Offline sjb

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Re: Mechanism: Oxidation of Iodobenzoic acid to IBX using Oxone
« Reply #2 on: February 10, 2015, 10:53:17 AM »
can no-one help me with this? :/

Consider tautomeric forms of IBX

Offline Nescafe

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Re: Mechanism: Oxidation of Iodobenzoic acid to IBX using Oxone
« Reply #3 on: February 10, 2015, 05:46:19 PM »
This topic reminds me.

Does anyone here have experience using SIBX? or stabilized IBX that is commercially available? I used to make IBX and use it but then I purchased SIBX and it does not oxidize the same substrate after 4hrs that IBX oxidized in 1hr. So I am not sure if I am just being impatient or I should just reflux it.

Anyone had experience with this?

Nescafe.

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