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Topic: How're tertiary radicals more stable than allyl radicals?  (Read 1863 times)

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Offline VITA

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How're tertiary radicals more stable than allyl radicals?
« on: November 10, 2012, 02:30:00 AM »
Hello, I'm a pharmacy student having an organic chemistry course and I don't quite understand why tertiary Carbon radicals are more stable than allyl radicals? Does it have to do with hyperconjugation or resonance?

Please, explain. Thank you!

Offline orgopete

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Re: How're tertiary radicals more stable than allyl radicals?
« Reply #1 on: November 10, 2012, 04:45:57 PM »
I  would be careful here. Relative stability is data, which I am presuming to be correct for this problem. Hyperconjugation is an attempt to rationalize the stability order. The rationalization is not necessarily TRUE. It may be true, it may be partly true. So, if you do not understand it, the explanation may be more empirical than based upon physics. I suggest you simply recognize how hyperconjugation is applied.

If s, p, d, and f correspond with emission spectra, then where do sp3 bands occur? If they do not exist, then are there hybridized orbitals? As an organic chemist, I rather like hybridized orbitals. It seems to make sense. Can I explain them? I can understand how it was derived, but I cannot explain them.
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