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Author: Subject: How to make an iodonium salt
jonco
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[*] posted on 7-11-2010 at 07:28
How to make an iodonium salt


Does anyone know how to make an iodonium salt using common chemicals?
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Jor
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[*] posted on 7-11-2010 at 08:57


I have recently made bis(pyridine)iodonium(I) nitrate.

I used dry chemicals. dichloromethane (DCM) was dried over phosphorus pentoxide and ether was dried over sodium. Maybe this is overkill and magnesium sulfate would have been enough. Silver nitrate was dried at 100C.
0,70g of iodine was dissolved in 10-12mL DCM (warming speeds the dissolving considerably).
0,40g silver nitrate was dissolved in 1mL of pyridine.

The iodine solution was slowly added to the silver nitrate solution in pyridine. The iodine color immediately dissappears and a yellow precitpate of AgI is formed. After all iodine solution was added there should be a iodine color, indicating excess iodine. I didn;t have that color, but a yellow color of the liquid, and didn't have time to make more iodine solution, so I accepted a very small contamination of AgNO3.
The reaction mixture was filtrered, 12mL of dry ether was added. A suspension formed. It was cooled with an ice bath for 10 minutes and filtered, washed 3 times with 1-2mL of ether and dried at 40-50C. I obtained light brown powder.


rxn:
I2 + 2 py + AgNO3 --> I(py)2NO3 + AgI (py=pyridine)

References:

http://webpub.allegheny.edu/employee/j/ ... O3_S07.doc
http://users.ox.ac.uk/~dplb0149/publication/pub136.pdf
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jonco
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[*] posted on 21-11-2010 at 15:23


That's really interesting.

What I am trying to do is create a cationic photoinitiator for epoxy. Will I be able to use bis(pyridine)iodonium(I) nitrate?

Thanks
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