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Topic: Oxidation of I2 to I+ with HNO3  (Read 5438 times)

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Offline zeoblade

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Oxidation of I2 to I+ with HNO3
« on: May 20, 2011, 10:13:26 PM »
I2 + HNO3 --> I+

Where can you find the mechanism to oxidise I2 to I+ with HNO3?

Offline Schrödinger

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Re: Oxidation of I2 to I+ with HNO3
« Reply #1 on: May 21, 2011, 02:29:15 AM »
I know that HNO3 oxidizes I- to I2 and I2 to I5+.. But I've never heard of this one. Does this reaction actually happen or is it a theoretical question?

Well, if the reaction really does occur, please forgive me for my ignorance.
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Offline zeoblade

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Re: Oxidation of I2 to I+ with HNO3
« Reply #2 on: May 21, 2011, 02:34:59 AM »
It says in a textbook that if you want to electrophilically substitute benzene with I, it has to be an electrophile.

To be an electrophile I2 should be I+ so maybe I5+ is the electrophile.

The textbook says that I2 with an oxidant such as HNO3 can make I+

I'll go look in Vogel after the weekend, appreciate your direction

Offline Honclbrif

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Re: Oxidation of I2 to I+ with HNO3
« Reply #3 on: May 21, 2011, 11:58:49 AM »
I believe ICl can act as a source of I+. Don't know if it will modify benzene though. I'd recommend a Sandmeyer with KI for that.
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Offline nox

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Re: Oxidation of I2 to I+ with HNO3
« Reply #4 on: May 22, 2011, 02:51:13 AM »
I think "I+" is really an idealized formalism to indicate an electrophilic iodine species. I do not believe an actual I+ species exist, it probably exists as some sort of charged complex, much in the same vein H+.

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