why is equatorial methylcyclohexane more stable

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Is methylcyclohexane stable at room temperature?

Because this process is rapid at room temperature, methylcyclohexane is a mixture of two conformational diastere- omers (Sec. 6.10A). Because diastereomers have different energies, one form is more stable than the other. Equatorial methylcyclohexane is more stable than axial methylcyclohexane.

Is cis-1-t-butyl-4-methylcyclohexane equatorial or axial?

If you have a cis-1-t-butyl-4-methylcyclohexane in the chair conformation, the larger group (tert-butyl) will be equatorial because of steric reasons: the larger group would clash more with the hydrogens on the cyclohexane ring. When the smaller group (methyl) is axial, the space above the cyclohexane ring is less crowded...

Which conformation is more stable axial or equatorial?

A conformation in which both substituents are equatorial will always be more stable than a conformation with both groups axial. When one substituent is axial and the other is equatorial, the most stable conformation will be the one with the bulkiest substituent in the equatorial position. Which Cyclohexane conformation is more stable?

Why is the cyclohexane ring conformation axial?

When the smaller group (methyl) is axial, the space above the cyclohexane ring is less crowded and so this conformation is energetically more favourable.

Why is Equatorial chair more stable?

In the previous section, it was stated that the chair conformation in which the methyl group is equatorial is more stable because it minimizes steric repulsion, and thus the equilibrium favors the more stable conformer. This is true for all monosubstituted cyclohexanes.

Which conformation of methylcyclohexane is more stable?

equatorialThe most stable conformation of methylcyclohexane is the chair conformation in which the methyl group is equatorial. The alternative chair conformation, in which the methyl group is axial, is 7.3 kJ/mol higher in energy.

Is equatorial or axial more favorable?

For methylcyclohexane at room temperature (298 K) the 95:5 ratio of equatorial to axial conformers translates to an energy difference of 1.70 kcal/mol. In other words, the equatorial conformer is more stable by 1.70 kcal/mol.

Which is more stable of the axial and equatorial bonds?

What do axial and equatorial refer to? Axial and equatorial are types of bonds found in the 'chair' conformation of cyclohexane. The chair conformation of cyclohexane has to lowest totally energy and is, therefore, the most stable.

Is equatorial or axial more stable methylcyclohexane?

Equatorial methylcyclohexane is more stable than axial methylcyclohexane. In fact, it is usually the case that the equatorial conformation of a substituted cyclohexane is more stable than the axial conformation.

What is the most stable chair conformation?

The most stable conformation of cyclohexane is the chair form shown to the right. The C-C-C bonds are very close to 109.5o, so it is almost free of angle strain. It is also a fully staggered conformation and so is free of torsional strain.

Is equatorial position more stable?

Consequently, substituted cyclohexanes will preferentially adopt conformations in which the larger substituents are in the equatorial orientation. When the methyl group is in the equatorial position this strain is not present which makes the equatorial conformer more stable and favored in the ring flip equilibrium.

Why is axial conformer less stable?

Both chair conformations have one axial substituent and one equatorial substituent. According to the guideline, the conformer with the larger substituent in equatorial is more stable because if the large group is axial, a stronger steric strain will be generated and it is less stable.

What determines the preference for axial or equatorial position?

The equatorial preference has to do with the fact that one of the two positions, remember that there's the axial position and there's the equatorial position, one of them is going to be much more crowded or what we call torsionally strained than the other.

What is difference between equatorial and axial bonds?

The carbon bond to the non-ring atoms can be either axial or equatorial. Axial bonds are the bonds that form an 90∘ angle with the ring plane whereas equatorial bonds are the bonds that only make a small angle with the plane.

What's the difference between axial and equatorial position?

The key difference between axial and equatorial position is that axial bonds are vertical while equatorial bonds are horizontal. The terms axial and equatorial are important in showing the actual 3D positioning of the chemical bonds in a chair conformation cyclohexane molecule.

What is the difference between axial line and equatorial line?

Axial line is the line which is passing through the positive and negative charges and the point lies on that line is called the axial point. Equatorial line is the perpendicular line to the line passing through the positive and negative charges and the point lies on that line is known as the equatorial point.

Which is the most stable structure of isopropyl 4 methylcyclohexane?

The most stable structure of 1-isopropyl-4-methyl cyclohexane is trans-1-isopropyl-4-methyl cyclohexane.

Which is the most stable conformation of 1 chloro 4 methylcyclohexane?

Here, in case of 1-chloro-4-methylcyclohexane, CH3 and Cl are when placed at equatorial position in chair form of cyclohexane, is most stable.

Is methylcyclohexane more stable than t butyl cyclohexane?

Solving for the equilibrium constant K shows that the equatorial is preferred about 460:1 over axial. This means that 1-tert-butyl-1-methylcyclohexane will spend the majority of its time in the more stable conformation, with the tert-butyl group in the equatorial position.

Which of the following is the most stable conformation of 1 ethyl 2 methylcyclohexane?

1 Answer. The more stable of the two will be trans-1-ethyl-2-methylcyclohexane, and here's why that would be.

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I'm sorry for making mistake in my question. What I thought was tertiary butyl. I got the appropriate answer. Thank you for correcting my mistake.

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I'm assuming that by tertiary you mean a tert-butyl group. If you have a cis-1-t-butyl-4-methylcyclohexane in the chair conformation, the larger group (tert-butyl) will be equatorial because of steric reasons: the larger group would clash more with the hydrogens on the cyclohexane ring.