Calculate the total strain energy in each of the two chair conformations of cis-1-tert-butyl-4-chlorocyclohexane. By how much energy is the more stable conformation favored (thi is the difference in energy between the two conformations)? NOTE: The strain energy for one H,Cl interaction is 1.0 kj/mol while for H,-C(CH3)3 (t-butyl) is 11.4 kJ/mol. H3C. H3C- CH3. CH2 Ring-flip H3C H3C H- A (A) A=1.0 kl/mol; B=11.4 kJ/mol; difference = 10.4 kJ/mol (B) A=2.0 kj/mol; B=22.8 kj/mol; difference 20.8 kJ/mol (C) A=3.0 k/mol; B=22.8 kj/mol; difference = 19.8 kJ/mol (D) A=1.0 kl/mol; B=22.8 k/mol; difference = 21.8 kJ/mol (E) A=2.0 k/mol; B=11.4 k/mol; difference = 9.4 kJ/mol

Calculate the total strain energy in each of the two chair conformations of cis-1-tert-butyl-4-chlorocyclohexane. By how much energy is the more stable conformation favored (thi is the difference in energy between the two conformations)? NOTE: The strain energy for one H,Cl interaction is 1.0 kj/mol while for H,-C(CH3)3 (t-butyl) is 11.4 kJ/mol. H3C. H3C- CH3. CH2 Ring-flip H3C H3C H- A (A) A=1.0 kl/mol; B=11.4 kJ/mol; difference = 10.4 kJ/mol (B) A=2.0 kj/mol; B=22.8 kj/mol; difference 20.8 kJ/mol (C) A=3.0 k/mol; B=22.8 kj/mol; difference = 19.8 kJ/mol (D) A=1.0 kl/mol; B=22.8 k/mol; difference = 21.8 kJ/mol (E) A=2.0 k/mol; B=11.4 k/mol; difference = 9.4 kJ/mol

Chemistry

10th Edition

ISBN:9781305957404

Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Chapter1: Chemical Foundations

Section: Chapter Questions

Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...

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2. Our knowledge of chair conformations allows us to use them to determine a great deal about a reaction's mechanism. In particular, using a t-butyl group to 'fix' a cyclohexane in a single conformation can help us learn about the spatial requirements and energetics of a reaction. Consider the following two reaction products: a. NO NID ALOH 1) NaCN 2) H+ 1) NaBH4 2) H3O+ OH Group -H -CN -OH A Value (kcal/mol) Defined as 0 0.2 kcal/mol 1.0 kcal/mol Draw the most stable chair conformation for each of the two products. b. Based on the A values in the table above, do the two products have the most stable conformation at the new stereocenter?
Using chair conformational structures (Section 4.11), show the nucleophilic substitution reaction that would take place when trans-1-bromo-4-tert-butylcyclohexane reacts with iodide ion. (Show the most stable conformation of the reactant and the product.)
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