Q8 Conformational Analysis of CycloalkanesIn this question you will look at the conformations of the following molecule:CH3CВ FCH3D-EAH3CFIIIEnergy Costs for Interactions in Alkane Conformers:Computed Energy Cost (kJ/mol)*3.8InteractionH+H eclipsedH+CH3 eclipsedCH3+CH3 eclipsedCH3+CH3 gaucheH»CH(CH3)2 gaucheH CH(CH:)2 eclipsedCH3+CH(CH3)2 gaucheCH3+CH(CH3)2 eclipsedHeC(CH:)3 eclipsedCH3+C(CH3)3 gaucheCH3+C(CH:)3 eclipsedH+I eclipsedI+CH3 gaucheI+CH3 eclipsed"Values computed with Gaussian09 using B3LYP/6-31G(d) for structure optimization andB3LYP/6-311+G(2df,3p) for the conformation energy. The calculations were performed inthe 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!4.812.63.7(0.0)3.13.617.32.813.618.76.71.215.5Steric Strain in Monosubstituted Cyclohexanes:1,3-Diaxial strainY(kJ/mol)(kcal/mol)F0.50.12CI, BrонCH3CH2CH3CH(CH3)2C(CH3)3CSHSCO2HCN1.00.252.10.50.90.951.12.71.50.70.13.84.04.611.46.32.90.4 Q8.1 StructureCH3CH3BВЕAH3CA FIIIWhat substituent is positioned at A on Structure I?O -HO -CH3Q8.2 StructureCH3CH3ВBEH3C"IIIWhat substituent is positioned at D on Structure I?O HO -CH3Q8.3 StructureCH3CH3BBEADH3CA ,IIIWhat substituent is positioned at F on Structure I?O -HO -CH3

The given change of a cyclohexane ring to a chair conformation is represented as follows:

CH3 „CH3 B В Е A -E H3C" A I II What substituent is positioned at A on Structure l? O -H O -CH3 Q8.2 Structure CH3 CH3 B B В Е A- H;C A I II What substituent is positioned at D on Structure l? O -H O -CH3 Q8.3 Structure CH3 „CH3 B C A H3C A I II What substituent is positioned at F on Structure I? O -H O -CH3

CH3 „CH3 B В Е A -E H3C" A I II What substituent is positioned at A on Structure l? O -H O -CH3 Q8.2 Structure CH3 CH3 B B В Е A- H;C A I II What substituent is positioned at D on Structure l? O -H O -CH3 Q8.3 Structure CH3 „CH3 B C A H3C A I II What substituent is positioned at F on Structure I? O -H O -CH3

Chemistry

10th Edition

ISBN:9781305957404

Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Chapter1: Chemical Foundations

Section: Chapter Questions

Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...

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