Cis - up vs. down

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Melissa Papuc 2J
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Cis - up vs. down

Postby Melissa Papuc 2J » Fri Mar 11, 2016 4:56 pm

For the most stable conformation of cis-1-isopropyl-2-methylcyclohexane, I know that the isopropyl is in the equatorial position because it is the larger substituent, and I know that since the molecule is cis, both the isopropyl and methyl are both either up or down (equatorial up and axial up or equatorial down and axial down). The answer has both in the down position. Is the up position less stable, or do they have equal energies?

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Re: Cis - up vs. down

Postby Chem_Mod » Fri Mar 11, 2016 6:01 pm

Your reasoning is correct--they have the same energies. It just depends on how they drew the chair (they might have had a mirrored image of what you drew).
So yeah, both up or both down are correct, as long as the isopropyl is in the equatorial position.

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