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  2. Gauche effect - Wikipedia

    en.wikipedia.org/wiki/Gauche_effect

    In the study of conformational isomerism, the gauche effect is an atypical situation where a gauche conformation (groups separated by a torsion angle of approximately 60°) is more stable than the anti conformation (180°). [2] Relative conformation energy diagram of butane as a function of dihedral angle. [3]

  3. Rotamer - Wikipedia

    en.wikipedia.org/wiki/Rotamer

    The two have equal free energy; neither is more stable, so neither predominates compared to the other. A negative difference in free energy means that a conformer interconverts to a thermodynamically more stable conformation, thus the equilibrium constant will always be greater than 1.

  4. Pyranose - Wikipedia

    en.wikipedia.org/wiki/Pyranose

    As shown by the relative structure energies in the diagram above, the chair structures are the most stable carbohydrate form. This relatively defined and stable conformation means that the hydrogen atoms of the pyranose ring are held at relatively constant angles to one another.

  5. Newman projection - Wikipedia

    en.wikipedia.org/wiki/Newman_projection

    These six conformations can be represented in a relative energy diagram. Butane molecule represented on a staggered and eclipsed Newman projection down a carbon-carbon bond Butane molecule and all of its possible Newman conformations represented on a relative energy diagram. The diagram takes staggered and eclipsed conformations, as well as ...

  6. Strain (chemistry) - Wikipedia

    en.wikipedia.org/wiki/Strain_(chemistry)

    If there is a decrease in Gibbs free energy from one state to another, this transformation is spontaneous and the lower energy state is more stable. A highly strained, higher energy molecular conformation will spontaneously convert to the lower energy molecular conformation. Examples of the anti and gauche conformations of butane.

  7. Walsh diagram - Wikipedia

    en.wikipedia.org/wiki/Walsh_diagram

    Orbitals which interact to stabilize one configuration (ex. Linear) may or may not overlap in another configuration (ex. Bent), thus one geometry will be calculably more stable than the other. Typically, core orbitals (1s for B, C, N, O, F, and Ne) are excluded from Walsh diagrams because they are so low in energy that they do not experience a ...

  8. Anomeric effect - Wikipedia

    en.wikipedia.org/wiki/Anomeric_effect

    For this orbital overlap to occur, the trans, trans conformation is preferred for most heteroatoms, however for the stabilization to occur in dimethoxymethane, the gauche, gauche conformation is about 3–5 kcal/mol lower in energy (more stable) than the trans,trans conformation—this is about two times as big as the effect in sugars because ...

  9. Cyclohexane conformation - Wikipedia

    en.wikipedia.org/wiki/Cyclohexane_conformation

    The chair conformation is the most stable conformer. At 298 K (25 °C), 99.99% of all molecules in a cyclohexane solution adopt this conformation. The C–C ring of the chair conformation has the same shape as the 6-membered rings in the diamond cubic lattice. [7]: 16 This can be modeled as follows.