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Organic Chemistry
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abhilash
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Joined: 24 Oct 2008
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20 Apr 2009 22:22:25 IST
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Phenyl group is a electron withdrawing group by both -I and -R
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20 Apr 2009 23:30:29 IST
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The resonance possibilities for an phenyl(aromatic group) allow it to serve either as an electron donating substituent when the attached atom needs electrons (carbocation) or as an electron withdrawing substituent when the attached atom has an unshared pair to share (oxygen or nitrogen). so u see it can act as both but by inductive effect, phenyl is e- withdrawing due to sp2 carbon ( and also possible is that rs structure of phenyl ring when in resonance with lp are more stable)so its e- withdrawing nature is more dominat.....
21 Apr 2009 17:28:17 IST
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The hydroxyl group, in phenol is directly attached tothe sp2 hybridised carbon of benzene ring which acts as anelectron withdrawing group. Due to this, the charge distributionin phenol molecule, as depicted in its resonance structures,causes the oxygen of ?OH group to be positive.












