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  2. Cyclohexane conformation - Wikipedia

    en.wikipedia.org/wiki/Cyclohexane_conformation

    The twist boat has a lower energy than the boat. In order to go from the chair conformation to a twist-boat conformation or the other chair conformation, bond angles have to be changed, leading to a high-energy half-chair conformation. So the relative stabilities are: chair > twist boat > boat > half-chair. All relative conformational energies ...

  3. Ring flip - Wikipedia

    en.wikipedia.org/wiki/Ring_flip

    The boat conformation (C, 6.9 kcal/mol, C 2v symmetry) is a local energy maximum for the interconversion of the two mirror image twist-boat conformers, the second of which is converted to the other chair confirmation through another half-chair. At the end of the process, all axial positions have become equatorial and vice versa.

  4. Cyclohexane - Wikipedia

    en.wikipedia.org/wiki/Cyclohexane

    The chair and twist-boat are energy minima and are therefore conformers, while the half-chair and the boat are transition states and represent energy maxima. The idea that the chair conformation is the most stable structure for cyclohexane was first proposed as early as 1890 by Hermann Sachse, but only gained widespread acceptance much later.

  5. Carbohydrate conformation - Wikipedia

    en.wikipedia.org/wiki/Carbohydrate_conformation

    The chair conformation of six-membered rings have a dihedral angle of 60° between adjacent substituents thus usually making it the most stable conformer. Since there are two possible chair conformation steric and stereoelectronic effects such as the anomeric effect, 1,3-diaxial interactions, dipoles and intramolecular hydrogen bonding must be taken into consideration when looking at relative ...

  6. Rotamer - Wikipedia

    en.wikipedia.org/wiki/Rotamer

    Ring conformation Cyclohexane conformations, including with chair and boat conformations among others. Cycloalkane conformations, including medium rings and macrocycles; Carbohydrate conformation, which includes cyclohexane conformations as well as other details.

  7. Macrocycle - Wikipedia

    en.wikipedia.org/wiki/Macrocycle

    The chair-chair conformation is the second most abundant conformation at room temperature, with a ratio of 96:4 chair-boat:chair-chair observed. [ 11 ] Substitution positional preferences in the ground state conformer of methyl cyclooctane can be approximated using parameters similar to those for smaller rings.

  8. Structural formula - Wikipedia

    en.wikipedia.org/wiki/Structural_formula

    The chair conformations (A) have the lowest energy, whereas the half-chair conformations (D) have the highest energy. There is a peak/local maximum at the boat conformation (C), and there are valleys/local minimums at the twist-boat conformations (B).

  9. Cyclic compound - Wikipedia

    en.wikipedia.org/wiki/Cyclic_compound

    For instance, cyclohexanes—six membered carbocycles with no double bonds, to which various substituents might be attached, see image—display an equilibrium between two conformations, the chair and the boat, as shown in the image. The chair conformation is the favored configuration, because in this conformation, the steric strain, eclipsing ...

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