Chair Conformation Stability
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The diaxial conformer would be higher in energy.
Chair conformation stability. The chair conformation drawing is more favored than the boat because of the energy the steric hindrance and a new strain called the transannular strain. Because large groups prefer to be equatorial the most stable conformer for cis 1 3 dimethylcyclohexane is the diequatorial conformer shown here. Draw the second chair conformation ring flip check this post if not sure.
The boat conformation is not the favored conformation because it is less stable and has a steric repulsion between the two h s shown with the pink curve. Cyclohexane chair conformation video tutorial as part of the video series by leah4sci learn about chair conformations including axial and equatorial interactions and stability with this step by step organic chemistry tutorial video. The chair conformation the stability data in table 7 1 require that the bond angles in cyclohexane must be essentially the same as the bond angles in an alkane窶牌ery close to the ideal 109 5ﾂｰ tetrahedral angle.
This video walks you through the ring flip and boat conformations both with a model kit as well as how to draw the ring flip and boat on paper. For each chair conformer add the energy of all the groups on axial position. In a chair conformation fig 1 all of the carbon carbon bond angles are 109 5o and are thereby free of angle strain.
2 there is no angle or torsional strain in the chair form of cyclohexane. Cyclohexanes are most stable in the chair conformation. Putting large groups in the equatorial position to eliminate 1 3 diaxial strain is energetically favorable.
And now the stabilities. This requires a ring flip to interconvert between the 2 chair conformations with some funky boat intermediates. If the bond angles were signi antly distorted from tetrahedral we would expect to see a greater heat of formation.
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. 2 2 2 2 4 4 kj.
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