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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 .
A cyclic compound or ring compound is a compound in which at least some its atoms are connected to form a ring. [1] ... two methyl groups in cis-1,4-dimethylcyclohexane.
A-values help predict the conformation of cyclohexane rings. The most stable conformation will be the one which has the substituent or substituents equatorial. When multiple substituents are taken into consideration, the conformation where the substituent with the largest A-value is equatorial is favored.
Most methylcyclohexane is extracted from petroleum but it can be also produced by catalytic hydrogenation of toluene: CH 3 C 6 H 5 + 3 H 2 → CH 3 C 6 H 11. The hydrocarbon is a minor component of automobile fuel, with its share in US gasoline varying between 0.3 and 1.7% in early 1990s [10] and 0.1 to 1% in 2011. [11]
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).
According to authorities, Murphy stopped at a London area gym on Sept. 13, 2024, between 8:10 and 9:25 a.m. local time, when he observed a fellow gym member enter a four-digit pin into his locker.
As a result, the t-Bu group "locks" the ring in the conformation where it is in the equatorial position and substitution reaction is observed. 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.
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