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Topic: bromination with AlCl3?  (Read 7455 times)

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pixie

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bromination with AlCl3?
« on: October 17, 2005, 04:06:30 PM »
On looking at the mechanism of bromination of benzene I was wondering if it was possible to brominate using AlCl3 instead of AlBr3 as catalyst. What do you think? Is it possible?

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Re:bromination with AlCl3?
« Reply #1 on: October 17, 2005, 08:39:00 PM »
There is the risk of chlorinating benzene instead of brominating when you use AlCl3.  In reality, however, I think it still works out pretty well.  Another, possibly more common, Lewis acid for aromatic bromination is FeBr3.  You can also use acetic acid sometimes.

pixie

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Re:bromination with AlCl3?
« Reply #2 on: October 18, 2005, 12:54:42 PM »
How is it possible to chlorinate? Isnt it that the delta positive Br  attacked by benzene and the delta negative Br goes to the ALCl3?

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Re:bromination with AlCl3?
« Reply #3 on: October 18, 2005, 06:20:23 PM »
Yeah, you're right.  It is possible that there are chlorides floating around that could swap in as well though.  

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