Chair Conformation Stability Rules
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The first thing you need to know before drawing the ring flip of a chair cyclohexane is the correct conformation of the carbon chain and the orientation of each axial and equatorial group.
Chair conformation stability rules. If the bond angles were signiﬁcantly distorted from tetrahedral we would expect to see a greater. By drawing cyclohexane in a chair conformation we can see how the h s are positioned. The chair conformation is the most stable due to the following reasons.
Chair conformations with high stability low energy need as many of the largest highest priority groups to be placed in the equatorial position. As a general rule the most stable chair conformation of a six membered ring will be that in which the bulkiest groups are in the equatorial position. However if there are more groups on the cyclohexane we need to take into consideration the 1 3 diaxial interaction of all.
You just need to find the energy value for the axial group. So choosing the more stable chair conformation is straightforward when there is only one group on the cyclohexane. For instance tert butylcyclohexane can be arranged with the substituent in the equatorial bond or the axial bond.
Chair conformations are generally more stable than other possibilities so that s all we ll consider. The boat conformation can sometimes be more stable than it is usually by a slight rotation in the c c bonds and is called the skew boat conformation. The carbons in cyclohexane have sp3 hybridization and hence they tend to have an angle of 109 5 degrees.
For cyclohexane chair conformations stability will depend on what type of bonds axial or equatorial the larger groups are placed. The chair conformation allows it to have the closest possible angle which would be 110 9 degrees due to this the strain reduces and results in a lowered energy. In summary this is what you need to do.
There are different ways of drawing a chair conformation and you are free to choose the one. Nevertheless the chair conformation is the most stable cyclohexane form. Like the chair conformation the boat conformation is free of angle strain.
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