The two alternative chair conformations of cis-1-cyano-4-methylcyclohexane differ in their Gibbs free energy. Using the data for ΔG° for monosubstituted cyclohexanes at room temperature (25ºC): Axial → Equatorial Group ΔG° (kJ/mol) Group ΔG° (kJ/mol) C-N triple bond −0.8 NH2 −5.9 Br −2.4 CH3 −7.3 OH −3.9 1,2-gauche +3.8 calculate the absolute value of the difference in the Gibbs free energy between the alternative chair conformations.

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The two alternative chair conformations of cis-1-cyano-4-methylcyclohexane differ in their Gibbs free energy.

Using the data for ΔG° for monosubstituted cyclohexanes at room temperature (25ºC):

Axial → Equatorial
Group ΔG° (kJ/mol) Group ΔG° (kJ/mol)
C-N triple bond −0.8 NH2 −5.9
Br −2.4 CH3 −7.3
OH −3.9 1,2-gauche +3.8

calculate the absolute value of the difference in the Gibbs free energy between the alternative chair conformations.

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