Which of the following statements is not true regarding the conformation of substituted cyclohexanes? the boat conformation of cyclohexane is usually more stable than the chair conformation the relative amount of two conformations of substituted cyclohexanes can be determined from the difference in strain energy ring inversion of cyclohexane between two chair conformations takes place via a boat conformation substituted cyclohexanes are destabilized by 1,3-diaxial interactions

Which of the following statements is not true regarding the conformation of substituted cyclohexanes? the boat conformation of cyclohexane is usually more stable than the chair conformation the relative amount of two conformations of substituted cyclohexanes can be determined from the difference in strain energy ring inversion of cyclohexane between two chair conformations takes place via a boat conformation substituted cyclohexanes are destabilized by 1,3-diaxial interactions

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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Fill in the blanks: cis-1,3-Dimethylcyclohexane has two different chair conformations: one withboth methyl groups in __________ positions and one with both methyl groups in ____________ positions.
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.
Following is a planar hexagon representation for one isomer of 1,2,4-trimethylcyclohexane. Draw the alternative chair conformations of this compound and state which of the two is more stable.
Consider 1-bromo-2-methylpropane and draw the following. (a) The staggered conformation(s) of lowest energy (b) The staggered conformation(s) of highest energy
Given cyclohexane in a chair conformation, construct the more stable conformation of cis‑1‑methyl‑2‑propylcyclohexane by filling in the missing atoms or groups. Use the numbering provided on the ring.
The energy difference between a tert-butyl group going from equatorial to axial in a cyclohexane is 18.3 kJ/mol. When two of the carbon atoms are replaced with oxygen atoms (molecule B) the energy difference between the two chair conformations drops to 5.9 kJ/mol. Explain this difference. (Hint: Consider what makes putting groups axial unfavorable).
trans-1,4-Di-tert-butylcyclohexane exists in a normal chair conformation. cis-1,4-Di-tertbutylcyclohexane, however, adopts a twist-boat conformation. Draw both isomers and explain why the cis isomer is more stable in a twist-boat conformation.
Draw the formula for all the possible chair conformations of the following cyclohexanes. Indicate the stable conformer.
What is the most stable conformation of the given trisubsituted cyclohexane?
which of the following is a boat conformation of cyclohexane?
Draw the two chair conformations of the following substituted cyclohexanes. In each case, label the more stable conformation.(a) trans-1,2-diethylcyclohexane
Draw two different chair conformations of bromocyclohexane, showing all hydrogen atoms. identify each substituent as axial or equatorial. Indicate the most stable conformation.