Concept explainers
Interpretation:
The two isomers of cyclopentane ring are to be drawn. The same isomers are to be labelled with the use of wedge-dashed-wedge method that depicts the
Concept introduction:
Infrared spectroscopy is a simple, instrumental technique, which determines the presence of various functional groups.
It depends on the interactions of atoms or molecules with the
In cis-isomers, substituents are on the same side of the ring skeleton.
In trans-isomers, substituents are on the opposite side of the ring skeleton.
Intramolecular hydrogen bonding shifts the
The intramolecular hydrogen-bonded band does not change its position significantly even at high dilution because the internal bonding is not altered by a change in concentration.
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Organic Chemistry
- 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.) Using a planar hexagon representation for the cyclohexane ring, draw a structural formula for lindane.arrow_forwardWhy are these two conformational isomers? I was under the impression that in molecules with only sigma bonds, the bonds can rotate freely, and so the placement of the chlorines wouldn't matter?arrow_forwardRead Appendix B on naming branched alkyl substituents, and draw all possible alkyl groups having the formula C5H11–. Give the IUPAC names for the eight compounds of molecular formula C10H20 that contain a cyclopentane ring with each of these alkyl groups as a substituent.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.) Which of the alternative chair conformations of lindane is more stable? Explain.arrow_forwardA 1, 2-cis disubstituted cyclohexane, such as cis-1, 2-dichlorocyclohexane, must have one group axial and one group equatorial. Explain.arrow_forwardFollowing is a structural formula for cortisol (hydrocortisone). Draw a stereo-representation of this molecule showing the conformations of the five- and six-membered rings.arrow_forward
- Measure the C-C-C and C-C-H bond angles in the energy-minimized models of cis and trans isomers of cyclooctene. Compare these values with those predicted by VSEPR. In which isomer are deviations from VSEPR predictions greater?arrow_forwardHow many unique stereoisomers exist for 1,2,3,4,5-pentachlorocyclohexane?arrow_forwardMeasure the C-C-C and C-C-H bond angles in the energy-minimized model of cyclohexene and compare them with those predicted by VSEPR. Explain any differences.arrow_forward
- Write the structures of cis-2-butene and trans-2-butene. Circle the stereoisomer with the higher melting point. Explain why.arrow_forwardA structure with the formula C7H14O must be drawn that contains one stereocenter, an alcohol, and a disubstituted alkene including what the IUPAC name is for this compound. Dashes/wedges should be used to show which enantiomer is being drawn. In addition, what is the enantiomer drawing and IUPAC name of this compound, as well as the diastereomer of this compound and IUPAC name?arrow_forwardDraw structural formulas for the cis and trans isomers of hydrindane. Show each ring in its most stable conformation. Which of these isomers is more stable?arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning