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Give the position, axial or equatorial, of each of the three groups shown when the ring is in the most stable chair conformation
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- calculate the amount of steric strain in each of the chair conformers of 1,1,3-trimethylcyclohexane. Which conformer predominates at equilibrium?Draw the most stable conformation of the molecule while taking into account the approximate values of the energies of the following skew interactions:The highest energy conformation of ethane has 12 kJ/mol of strain. The two highest conformations of butane have 16 and 19 kJ/mol of strain, respectively. How much strain does the highest energy conformation of 2,3-dimethylbutane have?
- For the 1,2-dichlorocyclohexane stereoisomers, which conformation of the trans stereoisomer has the lower energy, the diaxial or the diequatorial conformer? Which isomer and conformation of the three you built has the lowest energy? E of all the isomers of 1,2-dichlorocyclohexane. Explain the differences in energy, i.e., identify the sources of strain in the conformations you built. Show the sources of strain in a drawing.Which conformation of cyclohexane has the greater steric strainConsider 1-bromopropane, CH3CH2CH2Br. (a) Which of these is the lowest energy conformation?
- Cyclohexane derivatives exist primarily in the most stable of the available chair conformations. Give the position, axial or equatorial, of each of the three groups shown when the ring is in the most stable chair conformation. If a group divides its time equally between axial and equatorial positions, indicate this with ax/eq.Between the cis and trans configuration of 1-chloro-4-methylcyclohexane, which is the most stable stereoisomer and configuration? To prove your argument, draw a model or use a modeling software to model cis- and trans-1-chloro-4-methylcyclohexane (show all the hydrogens and ensure proper chair conformation) and use arrows to show where steric strain occurs.Draw the Newmann projections of this molecule along the circled bond of this molecule, from the point of view of the eye. You should include and label the syn-periplanar, gauche, anticlinal and anti-periplanar conformations, and whether the conformation is staggered or eclipsed. List these four conformations from most stable to least stable?
- Given that the free energy of the twist-boat conformer of cyclohexane is 5.3 kcal/mol greater than that of the chair conformer, calculate the percentage of twist-boat conformers present in a sample of cyclohexane at 25 °C. Does your answer agree with the statement made in Section 3.13 about the relative number of molecules in these two conformations?Why is the percentage of molecules with the substituent in an equatorial position greater for isopropylcyclohexane than for fluorocyclohexane?How many axial hydrogen atoms are there on the most stable conformation of (1S,2R)-1-ethyl-2-methycyclohexane?