3. What types of strain are present? CH3 b. CH CIA CH)CH? 4. For the compound...
Draw the two chair conformations of each compound and label the substituents as axial and equatorial. In each case, determine which conformation is more stable. a. trans-1-ethyl-2-isopropylcyclohexane b. trans-1-ethyl-3-methylcyclohexane C. Cis-1-ethyl-4-methylcyclohexane d. cis-1-ethyl-3-methylcyclohexane
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...
Chem 241 Chapter 3 -Class Praetice 2 Draw the 2 chair conformations of the following, label the substituents as axial or equatorial Determine which conformation between the 2 is more stable. cis-1-ethyl-3-isopropylcyclohexane trans-1-isopropyl-2-methyleyclohexane trans-1-methyl-2-isopropylcyclohexane cis-1-ethyl-4-methylcyclohexane Among the following, which respresent the same compound? Which represent different compounds? CH3 H3C HyC CHs H. CH3
20. Name these compoands CHy 21. Draw chair structures for each of these compounds. Label cach substituent as axial or equatorial. trans-1,2-intethylcyclohexane cis-1.2-dimetlylcyclohexane 22. Draw a chair conformation of cyclohexane with one CH,CH: gruup and ene Clls group that fits cach description. 1,1-disubstituted cyclohexane with an axial CHCH: group cis-1,2-disubstituted cyeloliexane with an axial CHs group trans-1,3-disulstituted cyclohexane wilh an equatorial Cli, group trans-1,4-disubistituted cyclohexane with an equatorial CHCiH: group
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...
6. Build the cyclobutane ring and study the angle strain and torsional strain. Draw the structures to explain these factors. 7. The conformation of cyclobutane is slightly folded. Folding gives partial relief from the eclipsing of bonds, as shown in the Newman projection. Compare this actual structure with the hypothetical planar structure. Draw the relevant structures. 8. trans-1,2-Dimethylcyclobutane is more stable than cis-1,2-dimethylcyclobutane, but cis-1,3- dimethylcyclobutane is more stable than trans-1,3-dimethylcyclobutane. Use the molecular models to find the reasons for...
a. Use strain energy increments in the OWL Table Reference (see References button, Strain Energy Increments) to calculate the energy difference between the two chair conformations of the compound below. b. Specify substituent positions axial or equatorial) in the more stable chair. c. Estimate the percent of the more stable chair at equilibrium at 25°C. (To determine the percent of the more stable chair at equilibrium, first calculate Keq, and then use this value to find the percentage.) A CH3...
Disubstituted Cyclohexanes Chem 2511/2611 - Chapter 4 Draw both chair conformations for each cyclohexane molecule. 2. On each chair conformation, label the methyl groups as axial/equatorial and upkdown. 3. Label the lowest energy contormation if there is one. Cis or Trans Cyclohexane Chair Conformations 2
a. Use strain energy increments in the OWL Table Reference (see References button, Strain Energy Increments) to calculate the energy difference between the two chair conformations of the compound below. b. Specify substituent positions (axial or equatorial) in the more stable chair. c. Estimate the percent of the more stable chair at equilibrium at 25°C. (To determine the percent of the more stable chair at equilibrium, first calculate Keq, and then use this value to find the percentage.) OH H3C...
8 Draw your two products (each in the most stable chair conformation) below using the numbering provided Show only the OH and terr-butyl groups on the ring a) label cach group as equatorial (eq) or axial (x). b) label each group as top face (top) or bottom face (bot). trans-4-tert-butylcyclohexanol cis 4-tert-butylcyclohexanol 9. When looking at the two compounds prepared in this reduction, which compound is more stable, cis or trans? Circle your answer. 10) Draw the most stable chair...