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Topic: Friedel-Crafts Alkylation of Aniline  (Read 7584 times)

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Offline sbromage

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Friedel-Crafts Alkylation of Aniline
« on: August 23, 2010, 05:27:45 PM »
This is straight out of my final exam solutions:



Is this a mistake? Why wouldn't aniline undergo Friedel-Crafts alkylation? Isn't NH2 a great O/P director?
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Offline Doc Oc

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Re: Friedel-Crafts Alkylation of Aniline
« Reply #1 on: August 23, 2010, 07:32:44 PM »
The answer is correct.  You are also correct, amines are very good ortho/para directors.  But what is the role of the AlCl3?  Why would this particular substrate be a problem?
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