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Electrophilic aromatic substitution
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Topic: Electrophilic aromatic substitution (Read 2941 times)
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kateoik
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Electrophilic aromatic substitution
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on:
March 29, 2017, 12:49:24 PM »
Two deactivates group like CN and CHO in position 1,4 what product will give me in an aromatic sulfonation?
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wildfyr
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Re: Electrophilic aromatic substitution
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Reply #1 on:
March 29, 2017, 10:32:10 PM »
Is this hypothetical? Because such a deactivated ring will probably take some serious cooking in real life to sulfonate, and those functional groups could fall apart under such conditions.
What is your first thought?
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kateoik
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Re: Electrophilic aromatic substitution
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Reply #2 on:
March 30, 2017, 10:54:02 AM »
It's an exercise that my professor gave me. Hai thought that I will have an electrophilic substitution that will go in position metà respect to CHO because CHO it's a little bit more reactive than CN. But I have to proof why it forms this product with the resonance formes. The formes are 4 in bought cases and the positive charge goes in bought groups. I don't know if I did well but I am desperate I can't find nothing similar on the internet
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kateoik
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Re: Electrophilic aromatic substitution
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Reply #3 on:
March 30, 2017, 11:00:53 AM »
Both cases and both groups.... sorry for the English
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wildfyr
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Re: Electrophilic aromatic substitution
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Reply #4 on:
March 30, 2017, 02:52:48 PM »
This should help (Thanks Dan!)
http://pubs.acs.org/doi/abs/10.1021/cr00002a004
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kateoik
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Re: Electrophilic aromatic substitution
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Reply #5 on:
March 30, 2017, 03:32:47 PM »
Thanks
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Electrophilic aromatic substitution