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cyclo hexane confirmation ??
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Topic: cyclo hexane confirmation ?? (Read 3547 times)
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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 "
??
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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.
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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.
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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
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bromidewind
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Re: cyclo hexane confirmation ??
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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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cyclo hexane confirmation ??