Concept explainers
(a)
Interpretation:
The potential energy versus dihedral angle for
Concept introduction:
Newman projection is a way of representing the groups attached to carbon atoms in the
The energy of the conformers varies with change in their dihedral angle. The plot of this variation is known as potential energy curve.
(b)
Interpretation:
The conformer present in highest amount in a sample of
Concept introduction:
Newman projection is a way of representing the groups attached to carbon atoms in the
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EBK ORGANIC CHEMISTRY
- The following are representations of two forms of glucose. The six-membered ring is known to exist in a chair conformation in each form. Draw clear representations of the most stable conformation of each. Are they two different conformations of the same molecule, or are they stereoisomers that cannot be interconverted by rotation about single bonds? Which substituents (if any) occupy axial sites?arrow_forwardThe dehydrogenation of butane to trans-but-2-ene has ∆H ° = +116 kJ>mol (+27.6 kcal>mol) and ∆S° = +117 J>kelvin@mol (+28.0 cal>kelvin@mol).(a) Compute the value of ∆G° for dehydrogenation at room temperature (25 °C or 298 °K).Is dehydrogenation favored or disfavored?arrow_forwardShow that the addition of each CH2 unit to an alcohol molecule changes the heat of combustion by: 2(C-H)+1(C-C)+1.5(O=O) – [2(C=O)+2(O-H)]arrow_forward
- Gibbs free energy differences between axial-substituted and equatorial-substituted chair conformations of cyclohexane were given in Table 2.4. (a) Calculate the ratio of equatorial to axial tert-butylcyclohexane at 25C. (b) Explain why the conformational equilibria for methyl, ethyl, and isopropyl substituents are comparable but the conformational equilibrium for tert-butylcyclohexane lies considerably farther toward the equatorial conformation.arrow_forward1,2,3,4,5,6-Hexachlorocyclohexane shows cis,trans isomerism. At one time, a crude mixture of these isomers was sold as an insecticide. The insecticidal properties of the mixture arise from one isomer, known as lindane, which is cis-1,2,4,5-trans- 3,6-hexachlorocyclohexane. Q.) Which of the alternative chair conformations of lindane is more stable? Explain.arrow_forward1,2,3,4,5,6-Hexachlorocyclohexane shows cis,trans isomerism. At one time, a crude mixture of these isomers was sold as an insecticide. The insecticidal properties of the mixture arise from one isomer, known as lindane, which is cis-1,2,4,5-trans- 3,6-hexachlorocyclohexane. Q.) Using a planar hexagon representation for the cyclohexane ring, draw a structural formula for lindane.arrow_forward
- 1,2,3,4,5,6-Hexachlorocyclohexane shows cis,trans isomerism. At one time, a crude mixture of these isomers was sold as an insecticide. The insecticidal properties of the mixture arise from one isomer, known as lindane, which is cis-1,2,4,5-trans- 3,6-hexachlorocyclohexane. Q.) Draw a structural formula for 1,2,3,4,5,6-hexachlorocyclohexane disregarding, for the moment, the existence of cis,trans isomerism. What is the molecular formula of this compound?arrow_forwardG.170.arrow_forwardwhat is the difference between cyclobutanol and cylcobutane when observing their ring strain enthalpies.arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning