Author Topic: Using cupric chloride vs cuprous chloride  (Read 455 times)

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gabd

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Using cupric chloride vs cuprous chloride
« on: December 16, 2002, 09:42:00 PM »
I dont know if thats been discussed before and I'M not going to use the FSE as its not a question but just something I read.
A lot of work by Jiro Tsuji has been done on palladium chloride.
He states and I quote
"Usually, cupric chloride is used as reoxidant, but we found that cuprous chloride is preferable because cupric chloride tends to chlorinate ketones"

end of quotation. I think it goes in the sense of some reading I have done lately where you want to have as less chloride ions as possible

Tetrahedron letters, 34, 2975-2976, 1976

SPISSHAK

  • Guest
That's true
« Reply #1 on: December 16, 2002, 09:56:00 PM »
CuCl2 will chlorinate ketones and the chloride ions also intefere with PdCl2 complexing to alkene slowing it down a bit.
Now, the reason why CuCl2 is used is because it dissolves in common solvents, CuCl however is not you have to use more exotic solvents like Dimethylformamide.
Hope that clears things up a little.