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Topic: cyclo hexane confirmation ??  (Read 3459 times)

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Offline smallbird_002

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cyclo hexane confirmation ??
« on: October 02, 2010, 04:52:28 PM »
i want to know which is more used in the chemical reactions and why ???

Trans 1,4 dimethyl cyclohexane "diaxial confirmation "

or

Trans 1,4 dimethyl cyclohexane " diequatorial confirmation " ????????

Offline sergeantpimento

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Re: cyclo hexane confirmation ??
« Reply #1 on: October 02, 2010, 09:03:45 PM »
I can't speak for which is more used in chemical reactions as I'm just now starting Orgo I myself, but I know that the diequatorial conformer is more stable than the diaxial conformation.

Offline james_a

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Re: cyclo hexane confirmation ??
« Reply #2 on: October 03, 2010, 03:17:24 AM »
You can't isolate them at room temperature - they're conformers, meaning they can interconvert through bond rotations. The two conformations are in equilibrium - as sergeantpimento said, the diequatorial will be favored due  to steric interactions.

Offline smallbird_002

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Re: cyclo hexane confirmation ??
« Reply #3 on: October 03, 2010, 11:31:45 AM »
ok why diequatorial is more stable ???

Offline bromidewind

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Re: cyclo hexane confirmation ??
« Reply #4 on: October 03, 2010, 04:59:47 PM »
Draw some Newman projections for both diequatorial and diaxial forms and look at gauche interactions. In the diaxial conformation, you have a considerable amount more, leading to a very high steric strain, which is energetically unfavorable.

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