ball & stick - + labels Name the above compound, identify each substitutent as axial or equatorial, and tell whether the

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Ball Stick Labels Name The Above Compound Identify Each Substitutent As Axial Or Equatorial And Tell Whether The 1 (78.12 KiB) Viewed 39 times

ball & stick - + labels Name the above compound, identify each substitutent as axial or equatorial, and tell whether the conformation shown is the more stable or less stable form. • Omit customary italics from your name. • Substitutents R1 and R2 are designated in the order they appear in the IUPAC name. Axial/equatorial strain energy increments are available in the table below. 1. The IUPAC name is 2. Position of R1 Position of R2 3. The conformation shown is the

Axial Strain Energies for Monosubstituted Cyclohexanesa, b Substituent (solvent) kJ/mol kcal/mol Substituent (solvent) kJ/mol kcal/mol 7.3 -CH3 1.7 -CO2CH2CH3 5.0 1.2 -CH2₂CH3 7.5 1.8 -CI 2.5 0.6 -CH(CH3)2 9.2 2.2 -Br 2.5 0.6 -C(CH3)3 20 4.8 -CN, cyano 0.8 0.2 11.7 phenyl 2.8 -OH (cyclohexane) 2.5 0.6 9.2 cyclohexyl 2.2 -OH (isopropanol) 4.0 1.0 -CH=CH₂ 6.2 1.5 -OCH 3 2.5 0.6 2.1 -CCH, ethynyl 0.5 -NH₂ (toluene) 5.2 1.2 -CHO 3.0 0.7 -NH2 (CH3OCH2CH2OH/H2O) 7.1 1.7 -COCH 3 5.1 1.2 -NO₂ 4.8 1.1 -CO₂H 5.9 1.4 a. Energy difference between axial and equatorial conformers. b. Solvent specified when the increment is solvent dependent. Data from Stereochemistry of Organic Compounds, E. L. Eliel and S. H. Wilen, John Wiley, New York, NY, 1994.