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Author: Subject: Benzene reagents
Julie
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[*] posted on 4-4-2006 at 19:37
Benzene reagents


Will benzene react with Cl2 or FeCl3 when heat is applied? Or does it react with Br2 and CCl4? Thanks xoxo
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BromicAcid
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[*] posted on 4-4-2006 at 20:35


I notice that you ask if it will react with Cl<sub>2</sub> <i>or</i> FeCl<sub>3</sub> and to be honest I'm not sure to what extent benzene will react with chlorine just under the influence of heat without ferric chloride. I don't think anhydrous ferric chloride will react with benzene on its own either. For the second half, I don't know about that, is the CCl<sub>4</sub>/Br<sub>2</sub> system some known organic system for preforming halogenation reactions? I'm not trying to be sarcastic here, I just don't know about these things and strange things can happen in chemistry, it seems to me there would be no reaction in this case but I could be wrong. Anyway, just trying to answer your questions exactly as they were asked, feel free to revise your question if you didn't get the answer you were expecting.



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blazter
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[*] posted on 5-4-2006 at 04:49


In order to chlorinate benzene, you would need both Cl2 and FeCl3. Just as with a bromination, the halide forms a complex with the FeX3, making in this case [FeCl3]-Cl which is stronly electrophilic. This complex is then electrophilic enough to add onto the benzene ring, displacing a hydrogen. Just about any organic textbook worth anything should explain this, and show the intermediate steps.
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DrP
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[*] posted on 5-4-2006 at 05:29


Quote:

is the CCl4/Br2 system some known organic system for preforming halogenation reactions?


I've used CCl4 and heat to chlorinate polymers - these were styrene / methyl styrene types so a benzene ring is involved. Sorry though - i'm not sure about plain benzene.

[Edited on 6-4-2006 by DrP]
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