CHEM 2545 Lecture Notes - Lecture 5: Cyclohexane Conformation, Bromine, Newman Projection
Document Summary
The flipped structure that was drawn in part 1d is more stable compared to the original chair conformation shown below. In the original structure, both hydroxyl groups were in the axial position, which creates unfavorable 1,3- diaxial interactions which occur when substituents are in the same position too close to one another. The flipped chair conformation, however, has both hydroxyl groups in the equatorial position, which increases the stability of the structure because these two groups are significantly further away from each other. Because of this reason, the flipped ring structure from part 1d is more stable because both hydroxyl groups in the structure are in the equatorial position. Fall 2018: rank each group on the chiral carbon for the molecule below, from the highest priority (1) to the lowest priority (4). 1 br is the highest priority because it has the largest atomic mass of any of the groups around the chiral carbon.
