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Cis-1,4-Di-tert-butylcyclohexane has an axial tert-butyl group in the chair conformation and conversion to the twist-boat conformation places both groups in more favorable equatorial positions. As a result, the twist-boat conformation is more stable by 0.47 kJ/mol (0.11 kcal/mol) at 125 K (−148 °C) as measured by NMR spectroscopy .
The chair conformation is the favored configuration, because in this conformation, the steric strain, eclipsing strain, and angle strain that are otherwise possible are minimized. [4] Which of the possible chair conformations predominate in cyclohexanes bearing one or more substituents depends on the substituents, and where they are located on ...
The molecular motions involved in a chair flip are detailed in the figure on the right: The half-chair conformation (D, 10.8 kcal/mol, C 2 symmetry) is the energy maximum when proceeding from the chair conformer (A, 0 kcal/mol reference, D 3d symmetry) to the higher energy twist-boat conformer (B, 5.5 kcal/mol, D 2 symmetry).
On the other hand, cis-4-tert-butylcyclohexyl chloride undergoes elimination because antiperiplanarity of Cl and H can be achieved when the t-Bu group is in the favorable equatorial position. Thermodynamically unfavored conformation of trans -4- tert -butylcyclohexyl chloride where the t -Bu group is in the axial position exerting 7-atom ...
Rickey Henderson, who died Friday at age 65, was the standard on the basepaths, setting numerous major league records for stolen bases, including the career mark of 1,406 and the modern single ...
One of the original experiments performed by Winston and Holness was measuring the rate of oxidation in trans and cis substituted rings using a chromium catalyst. The large tert-butyl group used locks the conformation of each molecule, placing it equatorial (cis compound shown). Possible chair conformations of cis-4-tert-butyl-cyclohexan-1-ol
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