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Topic: Why no resonance in this molecule?  (Read 3830 times)

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Offline spirochete

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Why no resonance in this molecule?
« on: March 24, 2008, 06:29:57 PM »
I've attatched a picture of a simple cation with a paticular orientation.  I was told this molecule doesn't have resonance because the P orbitals don't line up.  But couldn't the sigma bond rotate, allowing for overlap?  Am I missing something more complicated here?

Offline macman104

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Re: Why no resonance in this molecule?
« Reply #1 on: March 24, 2008, 06:34:11 PM »
I agree.  I'd think the sigma bond could rotate to allow for proper overlap and resonance.  I guess you could say in that *exact* particular conformation resonance may not be possible...

Offline FeLiXe

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Re: Why no resonance in this molecule?
« Reply #2 on: March 25, 2008, 05:12:44 AM »
maybe there is some steric hindrance in the planar structure and the relaxed structure would remain slightly bent.
Math and alcohol don't mix, so... please, don't drink and derive!

Offline AWK

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Re: Why no resonance in this molecule?
« Reply #3 on: March 25, 2008, 05:37:19 AM »
Question concerns this conformation, not that after rotation.
Of course, real allil cation can be stabilized by resonance.
AWK

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