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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 symmetry group is D 3d. All carbon centers are equivalent.
The chair conformation minimizes both angle strain and torsional strain by having all carbon-carbon bonds at 110.9° and all hydrogens staggered from one another. [2] The conformational changes that occur in a cyclohexane ring flip take place over several stages. Structure D (10.8 kcal/mol) is the highest energy transition state of the process.
A is thus the most stable conformation &, of all the other conformations, occurs most often in room temperature. Valleys A & B are local energy minima & A is global minima. A & B can thus be classified as conformers.
2: half-chair (highest in energy) 3: twist-boat 4: boat When ring flip happens completely from chair-to-chair, hydrogens that were previously axial (blue H) turn equatorial & equatorial ones (red H) turn axial. Pink and orange arrows show how one can imagine how carbons are being "pushed" as one conformation turns into another.
In addition, cyclohexane conformations can be used to indicate if the molecule has any 1,3 diaxial-interactions which are steric interactions between axial substituents on the 1,3, and 5 carbons. [7] Chair conformation of beta-D-Glucose The cyclohexane conformations in relation to the potential energy at each conformation
File:Chair-Boat-Conformation general.svg. ... conformation of a general cyclohexane structure (a = axial substituent, e = equatorial substituent) Date: 26 June 2010:
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