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Solution: Identify the more stable stereoisomer in each of the followi...

Question

Identify the more stable stereoisomer in each of the following pairs, and give the reason for your choice: 

(a) cis- or trans-1-Isopropyl-2-methylcyclohexane  

Video Transcript

So, now let's go ahead and figure out which is more stable, cis 1-isopropyl 2-methylcyclohexane or trans 1-isopropyl 2-methylcyclohexane, so we know that we're going to have cis, right? We know we're going to have a both on the same wedge or dash and if we're going to have trans one is going to be on the wedge and the other is going to be on the dash, so I'm just going to keep our isopropyl in the wedge and our methyl is now on the dash, so let's go ahead and figure out our chair conformation because that's how we're going to figure out which one is more stable, okay? So let's say our one position is over here. So, let's give this, right? It's on the wedge, so it's going to be up, so there's our one isopropyl and then our methyl is right here, right? So now guys actually I can tell right now, we've only got one isopropyl we got one axial and one equatorial, right? Which ideally we would have, this isopropyl in the equatorial position, right? But we can do even better, right? Because here if we have, this is our one position and we did this our trans, right? We said this is up, right? This is our isopropyl coming up then trans our 2 methyl would be coming down right here in the axial position as well and that tells me that we can actually convert this into on both equatorial, right? So I can get the chair like this, where now we have our isopropyl group here, in the equatorial position and then in number two we can have this in the equatorial position, which would make this much more stable, meaning that our trans is more stable. Alright guys, so let me know if you have any questions, if not let's move on.

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