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posted by  georgie on 5/14/2008 8:44:21 AM  |  status: Closed  

nucleophilic substitutuion 7-7

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posted by crazi89er on 5/14/2008 8:59:48 AM  |  status: Live
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"thanks"
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i think the answers b
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posted by The VC on 5/14/2008 11:41:25 AM  |  status: Live
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"thanks yet again!"
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I hope that helps you out!  Please let me know if you have any other questions!
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posted by Saito on 5/16/2008 5:51:33 AM  |  status: Live
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"thanks for additional information"
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Continuing on from The VC's answer, i just wanted to add.

Benzene rings do not readily undergo Sn2 substitution.  SN2 mechanisms require an attack from behind onto the carbon atom.  In the benzene ring it is very difficult for this to occur, this is mainly due to the fact that a benzene ring is not hollow as is suggested by the depiction:

 

Rather if you present it as a space filling model you can see that the inside of the ring is blocked by the electron density of the carbon atoms, hindering the access of the nucleophile.

 Therefore only answer (a) can be correct as it is the only species that will undergo nucleophilic substitution via an SN2 mechanism.
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posted by brownkid on 5/28/2008 11:29:38 AM  |  status: Live
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a
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