Macmillan Learning Consider the three structures. 1,1-dimethylcyclobutane (a) Which of these structures has the most angle strain? Ostaggered butane 1,1,3,3,5,5-hexamethylcyclohexane 1,1,3,3,5,5-hexamethylcyclohexane O 1,1-dimethylcyclobutane (c) Which of these structures has the most torsional (eclipsing) strain? staggered butane 1,1-dimethylcyclobutane 1,1,3,3,5,5-hexamethylcyclohexane staggered butane H HI H3C H H 1,1-dimethylcyclobutane staggered butane CH3 (b) Which of these structures has the most steric strain? 1,1,3,3,5,5-hexamethylcyclohexane

Macmillan Learning Consider the three structures. 1,1-dimethylcyclobutane (a) Which of these structures has the most angle strain? Ostaggered butane 1,1,3,3,5,5-hexamethylcyclohexane 1,1,3,3,5,5-hexamethylcyclohexane O 1,1-dimethylcyclobutane (c) Which of these structures has the most torsional (eclipsing) strain? staggered butane 1,1-dimethylcyclobutane 1,1,3,3,5,5-hexamethylcyclohexane staggered butane H HI H3C H H 1,1-dimethylcyclobutane staggered butane CH3 (b) Which of these structures has the most steric strain? 1,1,3,3,5,5-hexamethylcyclohexane

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 2.49P: Use your answers from Problem 2.48 to complete the table showing correlations between cis,trans and...

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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, C6H11CN
Use your answers from Problem 2.48 to complete the table showing correlations between cis,trans and axial,equatorial for disubstituted derivatives of cyclohexane. Draw the alternative chair conformations for the cis and trans isomers of 1,2-dimethylcyclohexane, 1,3-dimethylcyclohexane, 1,4-dimethylcyclohexane. (a) Indicate by a label whether each methyl group is axial or equatorial.
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axial ? equatorial? ax/eq?
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Sight along the C2-Cl bond of 2-methylpropane (isobutane). a. Draw a Newman projection of the most stable conformation. b. Draw a Newman projection of the least stable conformation. c. Make a graph of energy versus angle of rotation around the C2-Cl bond. d. Assign relative values to the maxima and minima in your graph, given that an H↔H eclipsing interaction costs 0 kJ/mol and an H↔CH3 eclipsing interaction costs 6.0 kJ/mol.
Construct a model of chloroethane, CH3CH2Cl. Remember that these models do not actually show the relative sizes of different atoms. View the model along the carbon-carbon axis and draw the sawhorse and Newman projections of the preferred conformation.