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Topic: Are these resonance structures correct?  (Read 1795 times)

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Offline Ter

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Are these resonance structures correct?
« on: January 06, 2013, 12:00:36 AM »
I was to draw the resonance of the first structure. Pleas help me, I'm quite worried about the second one.


Thank you!

Offline sjb

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Re: Are these resonance structures correct?
« Reply #1 on: January 06, 2013, 05:14:22 AM »
The third is OK, perhaps not the best. For the second you have five bonds to the central carbon, something isn't quite right there.

Offline Ter

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Re: Are these resonance structures correct?
« Reply #2 on: January 06, 2013, 09:38:04 AM »
5 bonds to a central carbon, that's why it has a negative charge. But I'm not sure if I'm allowed to do so..please advise!

Your help is greatly appreciated!

Offline curiouscat

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Re: Are these resonance structures correct?
« Reply #3 on: January 06, 2013, 09:44:41 AM »
5 bonds to a central carbon, that's why it has a negative charge. But I'm not sure if I'm allowed to do so..please advise!

I don't think that's allowed. You'd have to rationalize an expanded octet violation and that too for Carbon. Don't think that'd be easy.

Offline XGen

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Re: Are these resonance structures correct?
« Reply #4 on: January 06, 2013, 08:20:17 PM »
Negative formal charges are most stable on the most electronegative element. How can you use that to draw an improved structure for #2?

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