Newman as drawn: A HO. conformation: back carbon front carbon rotate back carbon 60 degrees counterclockwise Newman after rotation: C rotate front Newman after rotation: B carbon 180 degrees conformation: conformation: rotate back carbon 120 degrees clockwise Newman after rotation: D Wedge-dash redraw as wedge-dash conformation: Most stable : (least)
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- Imagine that this worksheet has sucked you the plane of the page, and you are now facing the indicated bond of the drawn molecule. a. Draw the six main Newman projections for the indicated bond: three eclipsed, three staggered. b. Label which conformers are eclipsed ands taggered.c. Identify the most and least stable conformer, and explain your reasoning.1. Estimate the relative stabilities of the 4 conformationseclipsed and eclipsed n-pentane by drawing the corresponding Newman projections in descending order according to their stability. Place the most stable or lowest energy on the left. 2. Explain what the difference in energy between the most stable and the least stable is due to. 3. What is the difference in stability between the two staggered conformations?Draw (1R,3S)-1,3-dimethylcyclohexane, in its minimum energy conformation. Then draw the Newman Projection for this structure with the correct stereochemistry and in its minimum energy state.
- Build a model of methylcyclohexane, and use the model to complete the following Newmanprojections of methylcyclohexane in the chair conformation: a. When the methyl group is in an axial or equatorial (circle one) position, the molecule is inits lowest potential energy conformation. b. Label one Newman projection above anti and the other gauche to describe the relationshipbetween the methyl group and C3 of the ring. c. In general, which is a lower PE conformation, anti or gauche? d. Explain how your answer to b and c provide an explanation for why it is more favorable fora large group to be in an equatorial than an axial position.Draw a qualatative potential energy diagram for rotation about the C3-C4 bond in 2-methylpentane. Show newman projections for all conformations located at the maximum and minimum points on the diagram.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.
- For the drawing and energy values given, calculate the barrier to rotation in kJ/mol for conformation I converting to conformation II.Draw the alternating and eclipsed conformations of 1-bomo-2-chloroethane rotating with respect to the C1-C2 bond according to thenumbering for nomenclature purposes. Place theconformations in ascending order of stability.In the lowest energy conformation of the compound below, how many alkyl substituents are equatorial?
- a) Sighting down the C3-C4 bond, draw the gauche (60 degrees) and anti (180 degrees) Newman projections of 2,4-dimethylhexane. b) Circle the conformation that you drew that is lower energy.Draw Newman projections for all the additional eclipsed and staggered conformationsB, C, D, E and F, arising from rotation about the C1-C2 bond of 1,1-dichloropropane.Start with Newman projection A and rotate the front carbon clockwise in 60o steps inorder to generate the other Newman projections. Sketch the energy profile diagramstarting with Newman projection A, showing the relative energy levels of projections Bthrough F. Write the letter designation of the conformation under each appropriatesection of the energy profile diagram.Then draw the most stable and least stable Newman projection conformation from the C4-C5 bond in the molecule above