Comments on: Fused Rings – Cis-Decalin and Trans-Decalin

By: Apurva

Apurva — Fri, 03 May 2024 13:53:24 +0000

For instability of cis-decalin, you have mentioned that there are two gauche interactions. How many gauche interactions are there in trans-decalin? When I drew the Newman projections, there are 3 gauche interactions in cis and 2 are in trans. But I may be wrong.

By: Naming Bicyclic Compounds – Fused, Bridged, and Spiro | Straight A Mindset

Naming Bicyclic Compounds – Fused, Bridged, and Spiro | Straight A Mindset — Thu, 07 Dec 2023 22:13:41 +0000

[…] the previous post we started our discussion of structures with more than one ring, using decalin as our key […]

By: Fused Rings – Cis-Decalin and Trans-Decalin | Straight A Mindset

Fused Rings – Cis-Decalin and Trans-Decalin | Straight A Mindset — Thu, 07 Dec 2023 22:12:45 +0000

[…] cis-Decalin and trans-Decalin […]

By: James Ashenhurst

James Ashenhurst — Mon, 02 Mar 2020 17:59:28 +0000

In reply to cizo.

I’m not sure which trans decalin alkene you’re referring to, but to answer your second question, opening of epoxides happens in a very specific way – it occurs so that both substituents will end up axial so the half-chair can relax into a boat. It’s called the Furst-Plattner rule. https://en.wikipedia.org/wiki/F%C3%BCrst-Plattner_Rule

By: cizo

cizo — Sun, 01 Mar 2020 20:01:15 +0000

What shape would a trans decalin be that had a double bond opposite where the rings fuse? And would this have an impact on epoxide formation (using a peroxide) and subsequent reduction of the epoxide to an alcohol?

By: James Ashenhurst

James Ashenhurst — Thu, 31 Oct 2019 20:54:50 +0000

In reply to Alisha. Remember that when two adjacent substituents on a ring are "cis", one is axial and the other is equatorial. Takes some time to get used to, but they are on the same side!

By: Alisha

Alisha — Thu, 31 Oct 2019 05:05:08 +0000

I have the same modeling kit.

How did you connect the middle carbons ( the carbons that create the bridge) in a cis confirmation?

By: James Ashenhurst

James Ashenhurst — Tue, 29 Oct 2019 18:25:03 +0000

In reply to Komal. Glad to hear, thank you for stopping by, Komal.

By: Komal

Komal — Mon, 28 Oct 2019 19:17:34 +0000

It’s completely explained topic in best way. Thanks

By: James Ashenhurst

James Ashenhurst — Tue, 11 Jun 2019 14:14:06 +0000

In reply to Nish. I'm assuming you're talking about the isomer of dimethyl decalin where there are methyl groups on the ring junctions. Yes, with cis decalin those methyl groups would have a dihedral angle of 60 degrees to each other (staggered) whereas in trans decalin they would be staggered.