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Topic: is this aromatic?  (Read 5908 times)

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Offline Ak

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is this aromatic?
« on: July 16, 2008, 07:19:52 PM »
the ring part is aromatic (at least i think it is), but does the rest of the structure matter?  Thanks
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Offline Mitch

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Re: is this aromatic?
« Reply #1 on: July 16, 2008, 07:47:48 PM »
The ring is aromatic. One of the rules of aromaticity is that it requires a cyclic structure.
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Offline azmanam

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Re: is this aromatic?
« Reply #2 on: July 17, 2008, 11:24:45 AM »
The rest of the molecule is conjugated, which is part of aromaticity.  But, as Mitch said, a ring structure is necessarily for aromaticity.
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Offline RBF

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Re: is this aromatic?
« Reply #3 on: July 17, 2008, 06:05:26 PM »
The structure is oddly drawn, with the geometry at the carbocation apparently tetrahedral.  Is it implying that the carbon is sp3 hybridized?  If so, there is no cyclic pi system there.  If the carbon is sp2, then the structure is really a carbonyl and resembles cyclopropenone.  Is cyclopropenone aromatic?
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Offline macman104

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Re: is this aromatic?
« Reply #4 on: July 17, 2008, 06:28:02 PM »
Quote from: RBF on July 17, 2008, 06:05:26 PM
The structure is oddly drawn, with the geometry at the carbocation apparently tetrahedral.
Why do you think the carbocation is tetrahedral?
Quote
Is it implying that the carbon is sp3 hybridized?  If so, there is no cyclic pi system there.  If the carbon is sp2, then the structure is really a carbonyl and resembles cyclopropenone.
Right, that's exactly what it is.  A cyclopropenone that in it's charge separated form...
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