What is stool conformation

Difference between chair and boat conformation

The Main difference between Chair and boat conformation is that The chair conformation has low energy while the boat conformation has high energy.

The terms chair conformation and boat conformation fall under organic chemistry and apply mainly to cyclohexane. These are two different structures in which the cyclohexane molecule can exist, but which have different stabilities depending on the energy of their structure.

1. Overview and main difference
2. What is stool conformation?
3. What is boat conformation?
4. Side by side comparison - conformation of chair and boat in tabular form
5. Summary

What is stool conformation?

The stool conformation is the most stable structure of cyclohexane. This is because it has little energy. Normally all cyclohexane molecules appear in stool conformation at room temperature (around 25 ° C). When a mixture of different structures of the same compound is present at this temperature, about 99.99% of the molecules convert to stool conformation. If we look at the symmetry of this molecule, we can call it D.3d. Here all carbon centers are equivalent.

There are six hydrogen atoms that appear in an axial position. The other six hydrogen atoms are almost perpendicular to the axis of symmetry, the equatorial position. If we look at the carbon atoms, each of them contains two hydrogen atoms: one hydrogen atom “above” and the other “below”. The torsional stress is low because the CH bonds are staggered.

What is boat conformation?

The boat conformation is a less stable structure of cyclohexane because this structure has a high energy. There is significant steric loading in this structure due to the interaction between two flag mole hydrogen atoms, and there is also significant torsional loading. These stresses also cause the unstable nature of the boat conformation. The symmetry of this structure is called C.2v.

In addition, the boat conformation tends to spontaneously transform into the boat twist conformation. Its symmetry is D.2. This structure appears as a slight twist in the boat conformation. By rapidly cooling the cyclohexane, the boat conformation is converted into a boat twist conformation, which changes to a stool conformation when heated.

What is the difference between chair and boat conformations?

The terms chair conformation and boat conformation mainly apply to cyclohexane. The main difference between the stool and boat conformations is that a stool conformation has low energy, while a boat conformation has high energy. Because of this, the chair conformation is more stable than the boat conformation. Usually the stool conformation is the most stable conformation, and at room temperature about 99.99% cyclohexane exists in this conformation in a mixture of different conformations.

In addition, the symmetry of the chair conformation is D.3d while the boat symmetry has symmetry C.2v. In addition, the boat conformation tends to spontaneously transform into the boat twist conformation. However, these two structures tend to convert to the stool conformation when heated. Another difference between the stool and boat conformations is that the torsional load and steric hindrance of the stool conformation are low compared to the boat conformation.

Summary - chair versus boat conformation

The terms chair conformation and boat conformation mainly apply to cyclohexane. The main difference between the stool and boat conformations is that a stool conformation has low energy, while a boat conformation has high energy. Therefore, the stool conformation is more stable than the boat conformation at room temperature. In general, the stool conformation is the most stable structure of cyclohexane at room temperature.