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This axial substituent is in the eclipsed position with the axial substituents on the 3-carbons relative to itself (there will be two such carbons and thus two 1,3 diaxial interactions). This eclipsed position increases the steric strain on the cyclohexane conformation and the confirmation will shift towards a more energetically favorable ...
Substituents on a cyclohexane ring prefer to reside in the equatorial position to the axial. The difference in Gibbs free energy (ΔG) between the higher energy conformation (axial substitution) and the lower energy conformation (equatorial substitution) is the A-value for that particular substituent.
The α- and β-anomers of D-glucopyranose.. In organic chemistry, the anomeric effect or Edward-Lemieux effect (after J. T. Edward and Raymond Lemieux) is a stereoelectronic effect that describes the tendency of heteroatomic substituents adjacent to a heteroatom within a cyclohexane ring to prefer the axial orientation instead of the less-hindered equatorial orientation that would be expected ...
If cyclohexane is mono-substituted with a large substituent, then the substituent will most likely be found attached in an equatorial position, as this is the slightly more stable conformation. Cyclohexane has the lowest angle and torsional strain of all the cycloalkanes; as a result cyclohexane has been deemed a 0 in total ring strain.
The repulsion between an axial t-butyl group and hydrogen atoms in the 1,3-diaxial position is so strong that the cyclohexane ring will revert to a twisted boat conformation. The strain in cyclic structures is usually characterized by deviations from ideal bond angles ( Baeyer strain ), ideal torsional angles ( Pitzer strain ) or transannular ...
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Cyclohexane is a prototype for low-energy degenerate ring flipping. Two 1 H NMR signals should be observed in principle, corresponding to axial and equatorial protons. However, due to the cyclohexane chair flip, only one signal is seen for a solution of cyclohexane at room temperature, as the axial and equatorial proton rapidly interconvert ...
He was one of the younger kids who hung around the Marines. Martz had given him books and candy and, even more precious, his fond attention. The boy would tip them off to IEDs and occasionally brought them fresh-baked bread. One day, as Martz’s platoon walked a routine patrol, the boy yanked a trigger wire from a hidden position.