Experiment 3:. STEREOCHEMISTRY AND MOLECULAR MODELING OF CYCLOALKANES. OBJECTIVES. To learn how to construct various cyclohexane conformers using handheld molecular models and the HyperChem molecular modeling program.
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STEREOCHEMISTRY AND MOLECULAR MODELING OF CYCLOALKANES
This conformer has more diaxial interactions, therefore is higher in energy!
Cis or Trans?
Most stable conformation?
1,2-dimethylcyclohexane, both groups axial
No: ring flips to more stable eq/eq conformer
1,2-dimethylcyclohexane, both groups equatorial
1,2-dimethylcyclohexane, one axial, one equatorial
1,3-dimethylcyclohexane, both groups axial
1,3-dimethylcyclohexane, both groups equatorial
1,3-dimethylcyclohexane, one axial, one equatorial
1,4-dimethylcyclohexane, both groups axial
1,4-dimethylcyclohexane, both groups equatorial
1,4-dimethylcyclohexane, one axial, one equatorialTable 3.1
Remember to include methyl substituents in the proper place and all of hydrogen atoms!
HyperChem refers to this as “dihedral” strain