Organic Chemistry
4th Edition
ISBN: 9780077479824
Author: SMITH, Janice Gorzynski/
Publisher: McGraw-Hill College
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Textbook Question
Chapter 6, Problem 6.38P
At 25 °C, the energy difference (∆Go) for the conversion of axial fluorocyclohexane to its equatorial conformation is -1.0 kJ/mol. (a) Calculate Keq for this equilibrium. (b) Calculate the percentage of axial and equatorial conformations present at equilibrium.
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Chapter 6 Solutions
Organic Chemistry
Ch. 6 - Prob. 6.1PCh. 6 - By taking into account electronegativity...Ch. 6 - Use curved arrows to show the movement of...Ch. 6 - Prob. 6.4PCh. 6 - Prob. 6.5PCh. 6 - Prob. 6.6PCh. 6 - aWhich Keq corresponds to a negative value of G,...Ch. 6 - Given each of the following values, is the...Ch. 6 - Given each of the following values, is the...Ch. 6 - The equilibrium constant for the conversion of the...
Ch. 6 - Prob. 6.11PCh. 6 - For a reaction with H=40kJ/mol, decide which of...Ch. 6 - For a reaction with H=20kJ/mol, decide which of...Ch. 6 - Draw an energy diagram for a reaction in which the...Ch. 6 - Prob. 6.15PCh. 6 - Prob. 6.16PCh. 6 - Problem 6.19 Consider the following energy...Ch. 6 - Draw an energy diagram for a two-step reaction,...Ch. 6 - Which value if any corresponds to a faster...Ch. 6 - Prob. 6.20PCh. 6 - Problem 6.23 For each rate equation, what effect...Ch. 6 - Prob. 6.22PCh. 6 - Identify the catalyst in each equation. a....Ch. 6 - Draw the products of homolysis or heterolysis of...Ch. 6 - Explain why the bond dissociation energy for bond...Ch. 6 - Classify each transformation as substitution,...Ch. 6 - Prob. 6.27PCh. 6 - Draw the products of each reaction by following...Ch. 6 - Prob. 6.29PCh. 6 - Prob. 6.30PCh. 6 - Prob. 6.31PCh. 6 - Prob. 6.32PCh. 6 - Prob. 6.33PCh. 6 - Prob. 6.34PCh. 6 - Prob. 6.35PCh. 6 - 6.39. a. Which value corresponds to a negative...Ch. 6 - Prob. 6.37PCh. 6 - At 25 C, the energy difference Go for the...Ch. 6 - For which of the following reaction is S a...Ch. 6 - Prob. 6.40PCh. 6 - Prob. 6.41PCh. 6 - 6.44 Consider the following reaction: .
Use curved...Ch. 6 - Prob. 6.43PCh. 6 - Draw an energy diagram for the Bronsted-Lowry...Ch. 6 - Prob. 6.45PCh. 6 - Prob. 6.46PCh. 6 - Prob. 6.47PCh. 6 - Prob. 6.48PCh. 6 - The conversion of acetyl chloride to methyl...Ch. 6 - Prob. 6.50PCh. 6 - Prob. 6.51PCh. 6 - 6.54 Explain why is more acidic than , even...Ch. 6 - Prob. 6.53PCh. 6 - Prob. 6.54PCh. 6 - Prob. 6.55PCh. 6 - Although Keq of equation 1 in problem 6.57 does...Ch. 6 - Prob. 6.57P
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- Gibbs free energy differences between axial-substituted and equatorial-substituted chair conformations of cyclohexane were given in Table 2.4. (a) Calculate the ratio of equatorial to axial tert-butylcyclohexane at 25C. (b) Explain why the conformational equilibria for methyl, ethyl, and isopropyl substituents are comparable but the conformational equilibrium for tert-butylcyclohexane lies considerably farther toward the equatorial conformation.arrow_forwardConsider 1-bromo-2-methylpropane and draw the following. (a) The staggered conformation(s) of lowest energy (b) The staggered conformation(s) of highest energyarrow_forwardAs we learned, monosubstituted cyclohexanes exist as anequilibrium mixture of two conformations having either an axial orequatorial substituent. When R = CH2CH3, Keq for this process is 23.When R = C(CH3)3, Keq for this process is 4000. Question: a.) Which R shows the higher percentage of axial conformation at equilibrium?arrow_forward
- Draw cis-1 - ethyl-3-isopropylcyclohexane in its lowest energy conformation Do not give handwriting solution.arrow_forwardCalculate the difference in Gibbs free energy in kilojoules per mole between the alternative chair conformations of: Q.) trans-4-Methylcyclohexanolarrow_forwardWhat is the energy difference between the axial and equatorial conformations of cyclohexanol (hydroxcycyclohexane) and how do you find it?arrow_forward
- Which will be more stable, cis or trans-1,4-tert-butylcyclohexane? Explain by drawing their structures?arrow_forwardAs we learned, monosubstituted cyclohexanes exist as anequilibrium mixture of two conformations having either an axial orequatorial substituent. When R = CH2CH3, Keq for this process is 23.When R = C(CH3)3, Keq for this process is 4000. Question: a.) When R = CH2CH3, which conformation is present in higherconcentration?b.) Which R shows the higher percentage of equatorial conformation atequilibrium?arrow_forwardThe heat of combustion of cis-1,2-dimethylcyclopropane is larger than that of the trans isomer. Which isomer is more stable? Use drawings to explain this difference instability.arrow_forward
- Draw the highest and lowest energy conformations. In cases where two or three conformations are degenrate, choose only one as your answer. Use Ch2Ch3, H and Ch3 for the structure.arrow_forwardDraw the most stable conformation of (a) ethylcyclohexanearrow_forwardGibbs free energy differences between axial-substituted and equatorial-substituted chair conformations of cyclohexane were given in Table 2.4. Q. Calculate the ratio of equatorial to axial tert-butylcyclohexane at 25°C.arrow_forward
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