Macmillan Learni Loudon | Parise SEVENTH EDITION For trans-1-ethyl-4-isopropylcyclohexane, which structures represent the possible boat conformations? The correct structures are: A C H H H H U B D H H presented by Macmillan Learning H H

4. Draw the Newman projection of the conformer below as it is drawn looking down the indicated C-C bond. Then draw the most stable conformer and the least stable conformer as Newman projections. PH. CH3 H H CI Newman of Drawn Newman of Most Newman of Least Conformer Stable Conformer Stable Conformer

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Given cyclohexane in a chair conformation, draw the most stable isomer and conformation of 1,3-dibromocyclohexane by adding in the missing atoms. H H txt H H- H Answer Bank Br

Q8 Conformational Analysis of Cycloalkanes In this question you will look at the conformations of the following molecule: CH3 C В F CH3 D -E A H3C F I II Energy Costs for Interactions in Alkane Conformers: Computed Energy Cost (kJ/mol)* 3.8 Interaction H+H eclipsed H+CH3 eclipsed CH3+CH3 eclipsed CH3+CH3 gauche H»CH(CH3)2 gauche H CH(CH:)2 eclipsed CH3+CH(CH3)2 gauche CH3+CH(CH3)2 eclipsed HeC(CH:)3 eclipsed CH3+C(CH3)3 gauche CH3+C(CH:)3 eclipsed H+I eclipsed I+CH3 gauche I+CH3 eclipsed "Values computed with Gaussian09 using B3LYP/6-31G(d) for structure optimization and B3LYP/6-311+G(2df,3p) for the conformation energy. The calculations were performed in the gas phase (no solvent). *This result for t-butyl is a bit peculiar given that the value is less than that for isopropyl, but there is an explanation that I can tell you about in office hours! 4.8 12.6 3.7 (0.0) 3.1 3.6 17.3 2.8 13.6 18.7 6.7 1.2 15.5 Steric Strain in Monosubstituted Cyclohexanes: 1,3-Diaxial strain Y (kJ/mol)…

Which one of the structures below is the most stable / lowest energy confor of the cis disubstituted-cyclohexane? %3D II IV OII O IV

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3-44 Draw the two chair conformations of each compound and label the substituents as axial and equatorial. In each case, deter- mine which conformation is more stable. (a) cis-1-ethyl-2-isopropylcyclohexane (c) cis-1-ethyl-3-methylcyclohexane (e) cis-1-ethyl-4-methylcyclohexane (d) (b) trans-1-ethyl-2-isopropylcyclohexane trans-1-ethyl-3-methylcyclohexane trans-1-ethyl-4-methylcyclohexane (f)

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