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Topic: Friedel-Crafts Acylation: using acetic anydride  (Read 6728 times)

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Offline Winga

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Friedel-Crafts Acylation: using acetic anydride
« on: March 30, 2006, 06:58:32 AM »
2AlCl3 + Acetic Anhydride

I don't know the mechanism of generating the acylium ion from them.
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Offline AWK

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Re:Friedel-Crafts Acylation: using acetic anydride
« Reply #1 on: March 31, 2006, 02:30:39 AM »
Why not to write it by an analogy:
CH3COCl + AlCl3 = (CH3CO+AlCl4-)
(CH3CO)2O + AlCl3 = (CH3CO+AlCl3OCOCH3-)
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Offline Winga

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Re:Friedel-Crafts Acylation: using acetic anydride
« Reply #2 on: March 31, 2006, 05:58:55 AM »
Actually, I had drawn the one like yours, but my demonstrator told me that it was not correct.

He had figured out the mechanism for me, but I forgot to write it down.

Now, I just remember the first step is the figure that I posted, and it is not convenience to ask him about the same question. ;D
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Offline AWK

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Re:Friedel-Crafts Acylation: using acetic anydride
« Reply #3 on: March 31, 2006, 06:41:28 AM »
May be ?
move AlCl3 to the middle oxygen, and break C-O bond with generation of acylium cation.
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Offline Winga

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Re:Friedel-Crafts Acylation: using acetic anydride
« Reply #4 on: March 31, 2006, 11:09:10 AM »
Yes, he showed me something like this, but now I am not sure whether he is correct or not that I have just found the mechanism from a reference book.
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