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![[Post New]](/templates/default/images/icon_minipost_new.gif) 15 Mar 2008 00:23:34 IST
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Q4) Which of these is/are aromatic: Pyrrole, Protonated Pyrrole. Give reasons to support our answer ?
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![[Post New]](/templates/default/images/icon_minipost_new.gif) 15 Mar 2008 00:33:41 IST
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pyrrole is aromatic because the lp on N is involved in resonance with the ring making it a 6 en system (4n+2) Huckel rule protonated pyrrole isnt aromatic bcos there is no lp on N hence its a 4 en systen n is hence antiaromatic
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![[Post New]](/templates/default/images/icon_minipost_new.gif) 15 Mar 2008 00:50:31 IST
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thats right pyrole is aromatic and its pronated species is not
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![[Post New]](/templates/default/images/icon_minipost_new.gif) 15 Mar 2008 00:51:06 IST
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4n+2 huckel rule as rohit says moreover the abs of lone pair in protonated species
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![[Post New]](/templates/default/images/icon_minipost_new.gif) 15 Mar 2008 00:53:17 IST
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my name is sandeep ramesh Huh? Who are you? A known friend?
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![[Post New]](/templates/default/images/icon_minipost_new.gif) 15 Mar 2008 00:54:59 IST
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orp
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![[Post New]](/templates/default/images/icon_minipost_new.gif) 15 Mar 2008 00:56:27 IST
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are you sure?
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![[Post New]](/templates/default/images/icon_minipost_new.gif) 15 Mar 2008 01:04:47 IST
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check ur nudgebook
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![[Post New]](/templates/default/images/icon_minipost_new.gif) 15 Mar 2008 01:48:26 IST
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rightly said....pyrrole is aromatic as N -lone pair of electrons are present in unhybridised orbital.so contribute towards aromaticity.n= 1 while protonated is not...
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![[Post New]](/templates/default/images/icon_minipost_new.gif) 15 Mar 2008 03:34:55 IST
Accepted Answer [?]
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Pyrrole is aromatic.
The pyrrole N atom is sp2 hybridised and its unhybridised p-orbital overlaps with the p-orbitals of the C atoms to form a continuous ring.
Whereas in protonated pyrrole, this N lone pair is now involved in bonding with H and not available for overlapping.
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![[Post New]](/templates/default/images/icon_minipost_new.gif) 17 Mar 2008 13:50:54 IST
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good!!
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![[Post New]](/templates/default/images/icon_minipost_new.gif) 17 Mar 2008 13:55:27 IST
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But pyrolle doesn't get protonated easily for info. But still hypothetically that's right protonated version is non-arromatic.
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![[Post New]](/templates/default/images/icon_minipost_new.gif) 17 Mar 2008 14:10:35 IST
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![[Post New]](/templates/default/images/icon_minipost_new.gif) 17 Mar 2008 14:15:30 IST
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isnt protonated pyrrole anti-aromatic?? cuz layman says non-aromatic.. it makes a diff if im not wrong..
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by the left!!!
forward march!!!
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![[Post New]](/templates/default/images/icon_minipost_new.gif) 17 Mar 2008 14:19:14 IST
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No it is also not antiarromatic because for anti arromatic shifts to take place(HOMO-LUMO and LUMO-HOMO) it should pass thro the Nitrogen which is not possible. So its just conjugated.
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