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Chair Conformations

Cyclic Chair Representations

6-membered rings (typically all-carbon rings called cyclohexane) are drawn in two-dimensions as hexagons. However, this is not how they occupy space in three-dimensions! To show how they occpy three-dimensions, we use the chair comformation. The chair conformation minizes steric repulsion. The substituents that point straight up and straight down are in the axial position, the substituents that are in the plane of the ring are in the equitorial position.


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Steric Factors in Cyclohexanes

It is also important to note that if there are any bulky substituents on the ring, they will prefer to be in the equitorial position. This is because there is less steric interactions (called 1,3-diaxial interations) when the large substituents is in the equatorial position.



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Example: Chair Conformations


Draw each of the following molecules in two different chair conformations. Circle the most stable.



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Example: Chair Conformations


Draw the following molecules in two different chair conformations. Circle the most stable.



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Practice: Chair Conformations


Draw the following molecule in two different chair conformations. Circle the most stable.