Answered: Draw the two chair conformations for…

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 2.61P: Following are structural formulas for 1,4-dioxane and piperidine. 1,4-Dioxane is a widely used...

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Question

Draw the two chair conformations for t-butyl-cyclohexane and explain which is the most stable

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Following are structural formulas for 1,4-dioxane and piperidine. 1,4-Dioxane is a widely used solvent for organic compounds. Piperidine is found in small amounts in black pepper (Piper nigrum). (a) Complete the Lewis structure of each compound by showing all unshared electron pairs. (b) Predict bond angles about each carbon, oxygen, and nitrogen atom. (c) Describe the most stable conformation of each ring and compare these conformations with the chair conformation of cyclohexane.
Is there a difference in the stability of the two cyclohexane conformations?
Draw the staggered and eclipsed conformations that result from rotation around the C–C bond in CH3–CH2Br.
Perspective drawings of Chair and Boat Conformers fo Cyclohexane (C6H12). Note it is impossible to place all the carbons in the same plane without straining the bonds. Take two opposite carbons and pull both of them up to make one conformation adn then pull one of them down to make the other conformation. Can you inercovert one conformer int othe other without breaking any bonds? Explain why these represent conformers and not isomers.
Looking alongC1−C2andC4−C5bonds, draw a Newman projection for each of the two chair conformations of trans 1,2-dimethylcyclohexane.
Draw the structure for the most stable chair conformation of trans-1-isopropyl-3-methylcyclohexane.
Construct the chair structures with the molecular models for trans-1-ethyl-3-methylcyclohexane. Find the energy of each conformer, the equilibrium constant Keq, and the percentage of each conformer at 25oC. Indicate which conformer is more stable.
Write the two chair conformations of each of the following and in each part designate which conformation would be more stable. Why?a) trans-1-tert-butyl-3-methylcyclohexaneb) trans-1-tert-butyl-4-methylcyclohexane
9) Draw trans-1,3-dichloro cyclohexane in the highest energy conformation.
Indicate the position, axial or equatorial, of the substituents in the more stable chair conformation. CH3 Methyl is [A] OH is [B] Isopropyl is [C] Cl is [D] HO` CI
Draw the two chair conformations for each of the following compounds and indicate which conformer is more stable.
3) Draw a cyclohexane chair with 3 substituents in the most stable conformation. Explain why the conformation you've chosen is the most stable.

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