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Cyclopentane is also used in the manufacture of synthetic resins and rubber adhesives. [citation needed] Cyclopentane is a minor component of automobile fuel, with its share in US gasoline varying between 0.2 and 1.6% in early 1990s [8] and 0.1 to 1.7% in 2011. [9] Its research and motor octane numbers are reported as 101 or 103 and 85 or 86 ...
In order to go from the chair conformation to a twist-boat conformation or the other chair conformation, bond angles have to be changed, leading to a high-energy half-chair conformation. So the relative energies are: chair < twist-boat < boat < half-chair with chair being the most stable and half-chair the least. All relative conformational ...
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).
Half-chair conformation of cyclopentane: File usage. The following page uses this file: Cyclopentane; Global file usage. The following other wikis use this file:
Such conformations include the envelope (IHIPOE, ACUHUB) and the half-chair (LISLOO, ABIKUR); please refer to figure at right. Little energy differences exist between each conformation, and it is not uncommon for five-membered ring systems such as (1 R ,3 R )-1,2,3-trimethylcyclopentane to adopt a moderate conformation that lies somewhere ...
The Fürst-Plattner rule attributes this regiochemical control to a large preference for the reaction pathway that follows the more stable chair-like transition state (attack at the C1-position) compared to the one proceeding through the unfavored twist boat-like transition state (attack at the C2-position).
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