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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).
3D structure A Newman projection is a drawing that helps visualize the 3-dimensional structure of a molecule. [ 1 ] This projection most commonly sights down a carbon-carbon bond, making it a very useful way to visualize the stereochemistry of alkanes.
2,2-Dimethylbutane, trivially known as neohexane at William Odling's 1876 suggestion, [4] is an organic compound with formula C 6 H 14 or (H 3 C-) 3-C-CH 2-CH 3. It is therefore an alkane , indeed the most compact and branched of the hexane isomers — the only one with a quaternary carbon and a butane (C 4 ) backbone.
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]
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2,2-Dimethylbutane; 2,3-Dimethylbutane; See also. Dimethylbutanol This page was last edited on 1 April 2021, at 21:29 (UTC). Text is available under the Creative ...
Although addition of a hydrogen halide to an alkene is stereoselective, the symmetrical structure of 2-butene prevents an anti-Marknikov product from forming due to both sides of the double bond having the same stability. In addition, 2-chlorobutane can be synthesized in a substitution reaction by reacting 2-butanol with hydrochloric acid.
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