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p. 468) found the energy difference between cis- and trans-1,3-di-terth butylcyclohexane to be 5.9 kcal/mol, and...
Semi-empirical calculations indicate that for cis-1,4-di-tert-butylcyclohexane, a twist boat conformation is approximately 1 kcal/mol (4.2 kJ/mol) more stable than the chair conformation. Propose an explanation.
Using the table below, calculate the difference in energy between a) the lowest energy conformations of cis- and trans-1,2-dimethylcyclohexane. b) the highest and lowest energy conformations of methyl cyclohexane, trans-1,2-dimethylcyclohexane and cis-1,3-dimethylcyclohexane Type of Strain Interaction Associated Energy Eclipsing of a pair of H's 4kj/mol Eclipsing of a H and a CH3 group 6kj/mol Eclipsing of a pair of CH3 groups 11kj/mol Gauche (60) Interactin between CH3 Groups 3.8 kj/mol 1,3 CH3 to H Interaction on Cyclohexane Chair 3.8kj/mol 1,3...
9. Draw two different chair conformations of cyclohexanol, showing all hydropen atoms. Identify each position as axial or equatorial 10. Draw the most stable chair conformation of the following molecules, and estimate the amount of strain in each: (a) trans-1-Chloro-3-methylcyclohexane (b) cis-1-Ethyl-2-methylcyclohexane (c) cis-1-Bromo-4-ethylcyclohexane (d) cis-1-tert-Butylcyclohexane 11. Which isomer is more stable, cis-decalin or trans-decalin? Explain. 12. Glucose exists in two forms having a 36:64 ratio at equilibrium. Draw a skeletal structure of each, describe the difference between them and...
Strain Energy Increments Strain Energy for Alkanes Interaction / Compound kJ/mol kcal/mol H: Heclipsing 4.0 1.0 H: CH3 eclipsing 5.8 1.4 CH3 : CHз eclipsing 11.0 2.6 gauche butane 3.8 0.9 cyclopropane 27.5 115 cyclobutane 110 26.3 cyclopentane 26.0 6.2 cycloheptane 26.2 6.3 cyclooctane 40.5 9.7 Ln Axial Strain Energies for Monosubstituted Cyclohexanesa,b This table gives the sum of the values for the 1,3 diaxial interactions of the substituent with two hydrogen atoms. Substituent(solvent) К/mol kcal/mol -CНз 7,3 1,7 -CH-CHз...
Strain Energy Increments Strain Energy for Alkanes Interaction/Compound kJ/mol kcal/ 4.0 H: Heclipsing 1.0 H: CH3 eclipsing 5.8 1.4 CH3 : CH3 eclipsing 11.0 2.6 gauche butane 3.8 0.9 cyclopropane 115 27.5 cyclobutane 110 26.3 cyclopentane 26.0 6.2 6.3 cycloheptane 26.2 cyclooctane 40.5 9.7 Axial Strain Energies for Monosubstituted Cyclohexanesab This table gives the sum of the values for the 1,3 diaxial interactions of the substituent with two hydrogen atoms. kJ/mol kcal/mol Substituent(solvent) -CH3 1.7 7.3 CH2CH3 7.5 1.8 -CH(CH3)2...
the table below shows the relationship between the difference in energy of two conformers of the same compound and the percentages of the more stable (2) The table below shows the relationship between the difference in energy (AG°) of two conformers of the same compound and the percentages of the more stable (A) and the less stable (B) conformers in their equilibrium mixture. OA (kJ/mol) more stable more stable AG oB 50 67 75 50 33 25 1.7 2.7 3.4...