The Vespiary
The Hive => Newbee Forum => Topic started by: Mikael_Bakunin on January 03, 2004, 03:24:00 PM
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Searching turned up:
Post 439768 (missing)
(Lego: "P2Ps from benzenes by Friedel-Crafts reaction", Methods Discourse)
In this reference the authors alkylate benzene with an substituted monochloroacetone derivate. They use SnCl4 for this purpose and tell the activity of catalysts, Lewis-acids usable in this synthesis is:
AlCl3 = SnCl4 > TiCl4 > ZnCl2
This baffled me as up to now I thought the activity is more like:
AlCl3 > FeCl3 > SnCl4 = ZnCl2
At least this is what most literature I read on this reaction said also there was no real consens - only SnCl4 was widely regarded as being not very active.
If SnCl4 is usable for a chloroacetone - benzene coupling I hope this might help to avoid excessive polymerization/polyalkylation.
Has somebody experiences or otherwise knowledge on Friedel-Crafts alkylations with other Lewis acids than AlCl3, preferable with benzene as aromatic compound?
btw. my question is on Lewis acids, not on the dangers of chloroacetone - this compound seems to trigger rather hysteric outbreaks it seems.
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See
Post 255616 (missing)
(PolytheneSam: "Re: Substituted P2P's: Would this work?", Novel Discourse)
Post 255661 (missing)
(PolytheneSam: "Re: Substituted P2P's: Would this work?", Novel Discourse)
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Thats quite a lot to read - I will go over it and ask again so need is.
Hydrated ferric chloride - this to work on a unsubstituted benzene ring would be the hit of course.
Reading time again.