Organic Chemistry (8th Edition)
8th Edition
ISBN: 9780134042282
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Textbook Question
Chapter 5, Problem 64P
Given that the free energy of the twist-boat conformer of cyclohexane is 5.3kcal/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?
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Why are these two conformational isomers? I was under the impression that in molecules with only sigma bonds, the bonds can rotate freely, and so the placement of the chlorines wouldn't matter?
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Hello,
I was reading an answer from the book Organic Chemistry by Brown et al. The question is 2.51 "Draw alternative chair conformations for each substituted cyclohexane and state which chair is more stable." There are then 4 cyclohexanes (labeled a-d). For the "a" cyclohexane, the substituents are arranged as a combination of axial and equatorial in both chair conformations. However, for the "b," "c," and "d," cyclohexanes one chair has only equatorial substituents, and the other chair has only axial substituents. Why is the "a" chair conformation different?
https://www.bartleby.com/solution-answer/chapter-2-problem-251p-organic-chemistry-8th-edition/9781305580350/draw-alternative-chair-conformations-for-each-substituted-cyclohexane-and-state-which-chair-is-more/4532cd91-c341-11e9-8385-02ee952b546e
Chapter 5 Solutions
Organic Chemistry (8th Edition)
Ch. 5.1 - What is the molecular formula for each of the...Ch. 5.1 - Prob. 4PCh. 5.1 - Determine the degree of unsaturation and then draw...Ch. 5.1 - Prob. 6PCh. 5.2 - What is each compounds systematic name?Ch. 5.2 - Prob. 8PCh. 5.2 - Draw the structure for each of the following: a....Ch. 5.3 - How many carbons are in the planar double-bond...Ch. 5.3 - Prob. 12PCh. 5.5 - Prob. 13P
Ch. 5.5 - Prob. 14PCh. 5.5 - Prob. 16PCh. 5.5 - Prob. 17PCh. 5.6 - a. Which of the monosubstituted cyclohexanes in...Ch. 5.6 - a. Calculate the percentage of isopropylcylohexane...Ch. 5.6 - a. for which reaction in each set will S be more...Ch. 5.6 - a. For a reaction with H = 12 kcal/ mol and S =...Ch. 5.8 - Prob. 23PCh. 5.9 - Prob. 24PCh. 5.9 - How many different alkenes can be hydrogenated to...Ch. 5.9 - The same alkane is obtained from the catalytic...Ch. 5.9 - Prob. 27PCh. 5.9 - Rank the following compounds from most stable to...Ch. 5.10 - Prob. 29PCh. 5.10 - Prob. 30PCh. 5.11 - The rate constant for a reaction can be increased...Ch. 5.11 - Prob. 33PCh. 5.11 - a. Which reaction has a greater equilibrium...Ch. 5.12 - Draw a reaction coordinate diagram for a two-step...Ch. 5.12 - a. Which step in the reaction coordinate diagram...Ch. 5.12 - Draw a reaction coordinate diagram for the...Ch. 5.13 - Prob. 38PCh. 5 - What is each compounds systematic name?Ch. 5 - Prob. 40PCh. 5 - Draw the structure of a hydrocarbon that has six...Ch. 5 - Draw the condensed structure for each of the...Ch. 5 - Prob. 43PCh. 5 - Prob. 44PCh. 5 - Prob. 45PCh. 5 - Name the following:Ch. 5 - Prob. 47PCh. 5 - Prob. 48PCh. 5 - Prob. 49PCh. 5 - In a reaction in which reactant A is in...Ch. 5 - Which bond is stronger? Briefly explain why.Ch. 5 - Prob. 52PCh. 5 - Prob. 53PCh. 5 - By following the curved red arrows, draw the...Ch. 5 - Prob. 55PCh. 5 - Prob. 56PCh. 5 - Draw structures for the following: a....Ch. 5 - Prob. 58PCh. 5 - a. Which of the following reactions has the larger...Ch. 5 - Prob. 60PCh. 5 - a. What is the equilibrium constant for a reaction...Ch. 5 - Prob. 62PCh. 5 - Prob. 63PCh. 5 - Given that the free energy of the twist-boat...Ch. 5 - Prob. 65PCh. 5 - Prob. 1PCh. 5 - Prob. 2PCh. 5 - Prob. 3PCh. 5 - Prob. 4PCh. 5 - Prob. 5PCh. 5 - Prob. 6PCh. 5 - Draw curved arrows to show the movement of the...Ch. 5 - Prob. 8PCh. 5 - Prob. 9PCh. 5 - Prob. 10P
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