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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 ...
A-values are numerical values used in the determination of the most stable orientation of atoms in a molecule (conformational analysis), as well as a general representation of steric bulk. A-values are derived from energy measurements of the different cyclohexane conformations of a monosubstituted cyclohexane chemical. [1]
Cyclohexane is a colourless, flammable liquid with a distinctive detergent-like odor, reminiscent of cleaning products (in which it is sometimes used). Cyclohexane is mainly used for the industrial production of adipic acid and caprolactam, which are precursors to nylon. [5] Cyclohexyl (C 6 H 11) is the alkyl substituent of cyclohexane and is ...
In the most stable chair form of cyclohexane, axial hydrogens on adjacent carbon atoms are pointed in opposite directions, virtually eliminating eclipsing strain. In medium-sized rings (7 to 13 carbon atoms) conformations in which the angle strain is minimised create transannular strain or Pitzer strain.
In both cases, two specific carbon atoms and their connecting bond are the center of attention. The only difference is a slightly different perspective: the Newman projection looking straight down the bond of interest, the sawhorse projection looking at the same bond but from a somewhat oblique vantage point. In the Newman projection, a circle ...
The 1 H NMR spectrum of titanocene pentasulfide features two signals at room temperature, a consequence of its relative rigidity. Bicycloalkane with two "bridgehead carbons" 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 ...
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 ...
An atom bonded to 5 other atoms (and no lone pairs) forms a trigonal bipyramid with two axial and three equatorial positions, but in the seesaw geometry one of the atoms is replaced by a lone pair of electrons, which is always in an equatorial position. This is true because the lone pair occupies more space near the central atom (A) than does a ...