Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
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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, C6H11CNarrow_forwardFinding strain energy confusedarrow_forwardCalculate 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 9.7arrow_forward
- 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 Nextarrow_forwardCalculate 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. CH3arrow_forwardCalculate strain energy for the conformer pictured below, using strain energy increments from the table.arrow_forward
- please help! strain energyarrow_forwardCalculate strain energy for the conformed pictured below, using strain energy increments from the table.arrow_forwardCalculate strain energy for the conformer picture below, using strain energy increments from the table. And please can you double check the work I have send this in last time and have gotten it incorrect.arrow_forward
- Calculate strain energy for the conformer pictured below, using strain energy increments from the table Strain Energy for Alkanes \table[[Interaction / 1 Compound,k-ol, kca-ol m H3C. J m H CH3 CH3 CH3 Harrow_forwardOne 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/molarrow_forwardIdentify and count the interactions that destabilize the following conformation, and compute its strain energy using the values provided in the table. (Be sure to specify units and to enter zero for interactions not present.) HH H3C ← H3C Interaction CH 3 4 HH eclipsing H→ CH3 eclipsing CH3 Strain Energy Increments CH3 CH3 Strain (kJ/mol) 4.0 6.0 CH3 eclipsing 11.0 CH3 gauche 3.8 H-H eclipsing ⒸH-CH3 eclipsing Total strain energy is kJ/mol CH3-CH3 eclipsing CH3-CH3 gauchearrow_forward
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