Organic Chemistry
Improve your experience by picking them
When a substituent moves from the equatorial to the axial position in a chair-chair interconversion, its A value on a cyclohexane ring corresponds to its ∆G° value. A values are always positive numbers because most substituents prefer to be in the equatorial position. Calculate ∆G° and Keq for the chair-chair interconversions shown using the given A values.
(i) Calculate the steric strain in each of the chair conformers of 1,1,4-trimethylcyclohexane if a CH3−H and a CH3−CH3 1,3-diaxial interactions are 0.87 and 3.7 kcal/mol, respectively.(ii) Which conformer predominates at equilibrium?
The conversion of the hydroxyl substituent in cyclohexanol from the axial to the equatorial position at 25°C has a ΔG° value of –1.0 kcal/mol. Determine the percentage of equatorial cyclohexanol molecules that exist at equilibrium.
Explain the following statement: "Compared to methylcyclohexane, tert-butylcyclohexane has a higher percentage of molecules with its substituent in an equatorial position."
The ∆G° for a substituent moving from the equatorial to the axial position in a chair–chair interconversion is the A value of a substituent on a cyclohexane ring. A value is a positive number because most substituents prefer to be in the equatorial position. Calculate the ∆G° and Keq for the following chair–chair interconversions using the given A values.
Determine the percentage of molecules of cyclohexyl bromide that have the −Br group in an axial position at 25℃ using the information given below.