CHM242H5 Lecture Notes - Lecture 4: Stereochemistry, Cyclohexanol, Cyclohexane
Document Summary
Somewhat more stable than a pure boat conformation. Each c has 1 axial & 1 equatorial hydrogen. Each face of the ring has 3 axial and 3 equatorial alternating hs. 4 of the cyclohexane cs on the same plane. Draw a triangle to the right, and connect the bonds. Draw another triangle to the left; connect the bonds. Bonds to the bottommost carbon atom are parallel with the bonds to the topmost carbon. Drawing axial and equatorial bonds in chair cyclohexane. Axial bonds: 1 per c. parallel and alt. to e/o. 3 sets of parallel lines (each set parallel to ring bonds) Ring flip: interconversion => exchange of axial & equatorial positions. Percentages of two isomers at equilibrium vs. the e diff b/w them. Ring flips b/w chair conformations at room temp. Stability: equatorial conformer of methylcyclohexane > axial by 7. 6 kj/mol.
