Interpretation:
The reason for more stability of gauche conformation of ethylene glycol as compared to butane is to be explained.
Concept introduction:
Staggered conformation: It is the arrangement of atoms or groups of atoms in a molecule, resulting in a
Anti-co-planer conformation: It is the arrangement of atoms or groups of atoms in a molecule, resulting in a 1800 dihedral angle between two largest groups. It is also called anti-staggered or anti-conformation. It has low potential energy because of less torsional strain, and hence, more stable.
Eclipsed conformation: It is the arrangement of atoms or groups of atoms in a molecule, resulting in a
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Organic Chemistry
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- Using what you know about the conformational energetics of substituted cyclohexanes, predict which of the two decalin isomers is more stable. Explain your reasoning.arrow_forwardPyrethrin II and pyrethrosin are two natural products isolated from plants of the chrysanthemum family. Pyrethrin II is a natural insecticide and is marketed as such. Q,)State the number of stereoisomers possible for each molecule.arrow_forwardExplain the process of Calculating Degrees of Unsaturation ?arrow_forward
- Between the cis and trans configuration of 1-chloro-4-methylcyclohexane, which is the most stable stereoisomer and configuration? To prove your argument, draw a model or use a modeling software to model cis- and trans-1-chloro-4-methylcyclohexane (show all the hydrogens and ensure proper chair conformation) and use arrows to show where steric strain occurs.arrow_forwardSketch a potential energy diagram for rotation around a carbon–carbon bond in propane. Identify each potential energy maximum and minimum with a structural formula that shows the conformation of propane at that point. Does your diagram more closely resemble that of ethane or of butane? Would you expect the activation energy for bond rotation in propane to be more than or less than that of ethane? Of butane?arrow_forwardStereoisomers 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.arrow_forward
- In the space provided below, write a line structure corresponding to the systematic name (R)-3-methylhexane. Then, provide a Newman projection that illustrates the lowest energy conformation of (R)-3-methylhexane along the C3-C4 bond axis of the same. Again, place your answer in the space provided.arrow_forwardIn the space provided below, write a line structure corresponding to the systematic name (R)-3-methylhexane. Then, provide a Newman projection that illustrates the highest energy conformation of (R)-3-methylhexane along the C3-C4 bond axis of the same. Again, place your answer in the space provided.arrow_forwardHow the relative stability of the two conformations of any disubstituted cyclohexane can be analyzed ?arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning