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[3] [4] This diagram style is an alternative to a sawhorse projection, which views a carbon–carbon bond from an oblique angle, or a wedge-and-dash style, such as a Natta projection. These other styles can indicate the bonding and stereochemistry , but not as much conformational detail.
2,3-Dimethylbutane is an isomer of hexane. It has the chemical formula (CH 3) 2 CHCH(CH 3) 2. It is a colorless liquid which boils at 57.9 °C. References
The gauche effect is very sensitive to solvent effects, due to the large difference in polarity between the two conformers.For example, 2,3-dinitro-2,3-dimethylbutane, which in the solid state exists only in the gauche conformation, prefers the gauche conformer in benzene solution by a ratio of 79:21, but in carbon tetrachloride, it prefers the anti conformer by a ratio of 58:42. [9]
[2] [3] [4] The ring-flip of substituted cyclohexanes constitutes a common form of conformers. [5] The study of the energetics of bond rotation is referred to as conformational analysis. [6] In some cases, conformational analysis can be used to predict and explain product selectivity, mechanisms, and rates of reactions. [7]
The example below is looking down the C2 and C3 bond. Below is the sawhorse and Newman representation of butane in an eclipsed conformation with the two CH 3 groups (C1 and C4) at a 0-degree angle from one another (left). If the front is rotated 60° clockwise, the butane molecule is now in a staggered conformation (right).
In Figure 6, 2-chloro-2,3-dimethylbutane is stabilized through hyperconjugation from electron donation from σ C-H into σ* C-Cl, but both C–H and C–Cl bonds are weakened. A molecular orbital diagram shows that the mixing of σ C–H and σ* C–Cl in 2-chloro-2,3-dimethylbutane lowers the energy of both the orbitals (Figure 7).
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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 ...