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- From the data in Figure 4-12 and Table 4-1, estimate the percentages of molecules that have their substituents in an axial orientation for the following compounds: (a) Isopropylcyclohexane (b) Fluorocyclohexane (c) Cyclohexanecarbonitrile, C6H11CNConsider the isomers of tert-butylcyclohexanol in conformational structures. Two are cis-2-tert-butylcyclohexanol and two are cis-3-tert-butylcyclohexanol. Indicate which is the more stable conformation for each pair, and indicate which of all four conformations is the most stable. FIX a box OH HO OH A Select the more stable conformation of cis-2-tert-butylcyclohexanol. B OD C B C D ☐A C OH Select the more stable conformation of cis-3-tert-butylcyclohexanol.Here is the chemical structure of 2-bromobutane: Н Η Н Н HHHH C C- C C-H H :Br Η Н .. Decide whether each molecule in the table below is another molecule of 2-bromobutane, a molecule of an isomer of 2-bromobutane, or a molecule of an entirely different compound. molecule CH₂ CH₂-CH₂-CH-Br CH₂ CH₂ -CH₂ Br HI H H H Η H_ H-C- C-C- H-C-H H H relationship to 2-bromobutane (Choose one) (Choose one) Br: a molecule of an isomer of 2-bromobutane ▼
- Identify the most stable chair conformation of the most stable isomer of 1,4-diethylcyclohexane. II II IV | || II IVCalculate strain energy for the conformer pictured below, using strain energy increments from the table. Strain Energy for Alkanes Interaction / Compound kJ/mol H: H eclipsing 4.0 H: CH3 eclipsing CH3 CH3 eclipsing gauche butane H Strain energy = cyclopropane cyclobutane cyclopentane cycloheptane cyclooctane (Calculate your answer to the nearest 0.1 energy unit, and be sure to specify units, kJ/mol or kcal/mol. The answer is case sensitive.) H CH3 ball & stick V + labels 5.8 11.0 3.8 115 H kcal/mol 110 26.0 26.2 40.5 1.0 1.4 2.6 0.9 27.5 26.3 6.2 6.3 9.78. Write the most stable conformer of the following molecules A and B. Calculate the gauche interactions in each and find the difference in their energy. H H H A H H ď H B H H
- Based on the given planar structure of 1,2,3-trichloro-4-methylcyclohexane, which of the following structures corresponds to the most stable chair conformation of the compound (Figure below)? CI 'CI CI CI CI CH3CI CI H3CZ CI CI CI H3CZ il CI CI CH3CI6. Consider the following Newman Projections. Which is the most stable conformation? Which is the least stable? Why? H3CB CH3 CH3 H. H. Br H. CH3 H CH3 CH3 Br H B C10. Identify the higher energy and lower energy forms of two substituted cyclohexanes, for example t-butyl cyclohexane. Which form (t-butyl axial or equatorial) has a higher energy, and why? more stable by 24 kJ/mol H3C,CH3 CH3 C CH3 CH3 HaC-C Ke >1 H. H tert-butyl group axial tert-butyl group equatorial
- Consider 2-methylbutane (isopentane). Sighting along the C2-C3 bond, Draw a Newman projection formula for the most stable conformation. Based on your drawing, determine the total strain energy for this conformation. Given the following strain energies with respect to atoms/groups bonded to C-C (one atom/group bonded to each C) H H eclipsed: 4 kJ/mol CH3 H eclipsed: 6 kJ/mol CH3 CH3 eclipsed: 11 kJ/mol CH3 CH3 gauche staggered: 3.8 kJ/mol Select one: O A. 11 kJ/mol O B. 7.6 kJ/mol O C. 3.8 kJ/mol O D. 14.8 kJ/mol* : Which of the following compound is/ are not meso OH CH, CH,CH,. CH CH, CI OH CI CH CH, CH, H. CH CH, || II IV I and IV O Il and IV O Il and IIIThe most stable conformation of 1,2-dibromoethane is: Select one: Br H. Br Br H. H. Br Br H. Br Br Br Br H.