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Topic: Hyperconjugation question  (Read 2817 times)

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Offline nj_bartel

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Hyperconjugation question
« on: September 29, 2008, 04:59:54 PM »
Once a methyl group has a hydrogen that's properly aligned for hyperconjugation with a carbocation's p orbital, does the energy to rotate that methyl group increase and if so, is it substantial?

Thanks.

Offline spirochete

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Re: Hyperconjugation question
« Reply #1 on: October 01, 2008, 09:54:45 PM »
Yes, and I'd guess the energy cost would be equal to the energetic value of the stabilization it provides. Rotation would require a transition state where the orbitals of interest are orthoganol and do not benefit from overlap at all.

The stabilization for a single hyperconjugation interaction in a carbocation should be available in an undergraduate organic chem text, I don't know it off the top of my head.

Offline nj_bartel

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Re: Hyperconjugation question
« Reply #2 on: October 01, 2008, 10:33:32 PM »
Thank you  ;D

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