(Figure in Thread) Most stable chair conformation of cis-1-tert-isopropyl-4-methylcyclohexane

[Young741]

Why? Doesn't choice A exhibit 1,3-diaxial interaction in both conformational isomers?

(cred to Sterling Test Prep)

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[moesman777]

Choice D is more stable than choice A, but the question stem specifically states the compound is cis, while choice D is trans. I forget the technical explanation, but the way I do it is that every alternating carbon should be in the same position for cis. So for C-1 (isopropyl) is in the equatorial position, then cis side groups on C-3 and C-5 should be also equatorial and C-2,4,6 should be axial for them to be considered cis. methyl is on C-4 so the cis position is shown in A

 

[Young741]

Choice D is more stable than choice A, but the question stem specifically states the compound is cis, while choice D is trans. I forget the technical explanation, but the way I do it is that every alternating carbon should be in the same position for cis. So for C-1 (isopropyl) is in the equatorial position, then cis side groups on C-3 and C-5 should be also equatorial and C-2,4,6 should be axial for them to be considered cis. methyl is on C-4 so the cis position is shown in A

I'm such an idiot. HA! It said cis in the question stem. Ugh this is a big problem for me....

But Thank you so much for your quick reply )))