Comments on: Substituted Cyclohexanes – Axial vs Equatorial

By: Ranking The Bulkiness Of Substituents On Cyclohexanes: “A-Values” | Straight A Mindset

Thu, 07 Dec 2023 22:10:43 +0000

[…] the last post we saw that adding a methyl group to cyclohexane results in two chair conformers that are […]

By: Substituted Cyclohexanes – Axial vs Equatorial | Straight A Mindset

Substituted Cyclohexanes – Axial vs Equatorial | Straight A Mindset — Thu, 07 Dec 2023 22:09:16 +0000

[…] Summary: Axial Vs Equatorial Groups […]

By: BJ

BJ — Mon, 13 Jul 2020 00:01:01 +0000

When I look down the 1 to 2 carbon and 5 to 4 carbon for the axial position I am getting exactly the Newman projection you have, however, for the equatorial position Newman when I look down the 1 to 2 carbon and 4 to 5 carbon I am not getting the same Newman projection.I am getting two regular looking Y’s instead(with the methyl group in the northwest of the left Y) while you have upside down Y’s with the methyl group in the southwest of the leftmost Y.

By: Ijaz khan

Ijaz khan — Wed, 27 May 2020 16:56:23 +0000

Thank you It was really amazing to study organic chemistry from your site

By: James Ashenhurst

James Ashenhurst — Tue, 10 Dec 2019 16:41:51 +0000

In reply to Yahi. No, the lone pairs of oxygen do not exert any steric influence. Thank you for the kind words.

By: Yahi

Yahi — Tue, 10 Dec 2019 08:43:36 +0000

In the note shouldn’t we consider the lone pairs of oxygen sir

Thank you sir for such a beautiful website I lost fear of organic just because of you

By: Md Atiur Rahman

Md Atiur Rahman — Sun, 17 Dec 2017 21:41:15 +0000

Dear sir,
I willbe very thankful if you kindly explain me the most stable conformation of the given molecule.

1-hydroxy 4 methyl 3,4 dioxane, Assuming both the methyl and Hydroxy group is faced towards the viewer.

By: Bredt’s Rule (And Summary of Cycloalkanes) — Master Organic Chemistry

Bredt’s Rule (And Summary of Cycloalkanes) — Master Organic Chemistry — Tue, 02 Sep 2014 20:07:19 +0000

[…] Axial substituents lead to greater torsional strain than equatorial substituents, since they experience two additional “gauche” interactions with the hydrogens on the ring carbons located two bonds away. Another way to look at the same phenomenon is to think of the axial group interacting with each of the axial hydrogens (“diaxial” interactions). For methylcyclohexane, the conformation where methyl is axial is 1.70 kcal/mol more unstable than the conformation where the methyl is equatorial, a number referred to as the “A-value” for CH3. A-values have been measured for a large number of mono substituted cyclohexanes. In particular, the A-value for t-butyl is so high (>4.5 kcal/mol) that cyclohexane rings with a t-butyl substituent are essentially “locked” in the position where the t-butyl is equatorial. […]