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Topic: Activating and deactivating groups in aromatic sub reactions  (Read 2581 times)

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Offline harbourfox

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Activating and deactivating groups in aromatic sub reactions
« on: August 22, 2013, 07:52:31 PM »
Does anyone know if benzamide is o,p directing or m directing on substituents adding to a benzene ring?
I think the c=o element makes it like an aldehyde which are m directors, but the NH2 portion of the molecule suggests the opposite. Really confused any advice appreciated!
http://en.wikipedia.org/wiki/File:Benzamide.svg Here's what it looks like!
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Offline Archer

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Re: Activating and deactivating groups in aromatic sub reactions
« Reply #1 on: August 23, 2013, 12:19:09 AM »
Draw the mechanism and see if the carbocation can be stabilised by the benzamide group.

Do the same for benzylamine (not aniline) and see if you get the same stabilisation.
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Offline Sophia7X

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Re: Activating and deactivating groups in aromatic sub reactions
« Reply #2 on: August 26, 2013, 11:32:08 PM »
Benzamide is kind of like benzoic acid! *hint* *hint*
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