One of the chair conformations of cis-1,3-dimethylcyclohexane is more stable than the other by 23.1 kJ/mol. Use this, and the table below, to estimate the energy cost of a 1,3-diaxial interaction between two methyl groups. 1,3-Diaxial Strain Energies for Monosubstituted Cyclohexanes Substituent kJ/mol Substituent kJ/mol -CN, cyano 0.4 -CH3 3.8 -F 0.5 -C₂H 2.9 -Cl 1.0 -CH₂CH3 4.0 -Br -CH(CH3)2 4.6 -C(CH3)3 11.4 -OH -C6H₁ kj/mol Additional Materials 1.0 2.1 6.3

One of the chair conformations of cis-1,3-dimethylcyclohexane is more stable than the other by 23.1 kJ/mol. Use this, and the table below, to estimate the energy cost of a 1,3-diaxial interaction between two methyl groups. 1,3-Diaxial Strain Energies for Monosubstituted Cyclohexanes Substituent kJ/mol Substituent kJ/mol -CN, cyano 0.4 -CH3 3.8 -F 0.5 -C₂H 2.9 -Cl 1.0 -CH₂CH3 4.0 -Br -CH(CH3)2 4.6 -C(CH3)3 11.4 -OH -C6H₁ kj/mol Additional Materials 1.0 2.1 6.3

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter2: Alkanes And Cycloalkanes

Section: Chapter Questions

Problem 2.35P: Consider 1-bromo-2-methylpropane and draw the following. (a) The staggered conformation(s) of lowest...

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One of the chair conformations of cis-1-chloro-3-methylcyclohexane is more stable than the other by 15.5 kJ/mol. Use this, and the table below, to estimate the energy cost of a 1,3-diaxial interaction between a chlorine atom and a methyl group. 1,3-Diaxial Strain Energies for Monosubstituted Cyclohexanes kJ/mol Substituent Substituent kJ/mol -NH2 -CN, cyano 0.4 2.95 -F 0.5 -COOH 2.95 -C=CH, ethynyl 0.85 -CH=CH2 3.55 -CH3 -I 0.95 3.64 -CH2CH3 -Cl 3.65 1.1 -CH(CH3)2 1.2 4.5 -Br -C(CH3)3 10.5 -ОН 1.95 -CGH5 6.3 (Round your answer to one decimal place.) kJ/mol
Gibbs 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.
Calculate strain energy for the conformer pictured below, using strain energy increments from the table. Strain Energy for Alkanes Interaction / Compound kJ/mol kcal/mol H: H eclipsing 4.0 H: CH3 eclipsing 5.8 CH3 CH3 eclipsing 11.0 gauche butane 3.8 115 110 26.0 26.2 40.5 H₂C ball & stick 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.) H3C H CH3 1.0 + labels 1.4 2.6 0.9 27.5 26.3 6.2 6.3 9.7
Stereoisomers share the same connectivity and differ only in the way their atoms are arranged in space. Draw the structure of a compound that is a stereoisomer of cis-1,2-dimethylcyclobutane.(Note that the question asks for a different stereoisomer of the named compound and not the named compound itself.)Use the wedge/hash bond tools to indicate stereochemistry where it exists.In cases where there is more than one answer, just draw one.
what is the most stable conformation of (1R, 2S, 5R)-1,2,5-trimethylcyclohexane
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Calculate strain energy for the conformer pictured below, using strain energy increments from the table. Strain Energy for Alkanes Interaction / Compound kJ/mol keal/mol H:H eclipsing 4.0 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 cycloheptane 26.2 6.3 cyclooctane 40,5 9.7 (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 CH H. H. H. CH3
Calculate strain energy for the conformer pictured below, using strain energy increments from the table. Strain Energy for Alkanes Interaction / Compound kJ/mol kcal/mol H:H eclipsing 4.0 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 cycloheptane 26.2 6.3 cyclooctane 40.5 9.7 (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.) CH3 H3CH,C CH3 H3C CH3 Previous Next
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Cyclohexane derivatives exist primarily in the most stable of the available chair conformations. Give the position, axial or equatorial, of each of the three groups shown when the ring is in the most stable chair conformation. If a group divides its time equally between axial and equatorial positions, indicate this with ax/eq. The table of "Axial Strain Energies for Monosubstituted Cyclohexanes" found in the "Strain Energy Increments" section of the Reference tool is useful for answering this question. CHO (CH₂)₂CH Group a is Group bis Group cis Submit Answer 8 8 8 Retry Entire Group 8 more group attempts remaining
Cyclohexane derivatives exist primarily in the most stable of the available chair conformations. Give the position, axial or equatorial, of each of the three groups shown when the ring is in the most stable chair conformation. If a group divides its time equally between axial and equatorial positions, indicate this with ax/eq. The table of "Axial Strain Energies for Monosubstituted Cyclohexanes" found in the "Strain Energy Increments" section of the Reference tool is useful for answering this question. H b NC Group a is Group b is Group c is "CH-CH₂ C Submit Answer Retry Entire Group 3 more group attempts remaining
Cyclohexane derivatives exist primarily in the most stable of the available chair conformations. Give the position, axial or equatorial, of each of the three groups shown when the ring is in the most stable chair conformation. If a group divides its time equally between axial and equatorial positions, indicate this with ax/eq. The table of "Axial Strain Energies for Monosubstituted Cyclohexanes" found in the "Strain Energy Increments" section of the Reference tool is useful for answering this question. aCO2H "CH3 Group a is Group b is Group c is