Cyclohexane ring flip and relative conformation energies

Autor:

Keministi

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Praca własna

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https://plwiki.pl/b/1097e6

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Opis:

Cyclohexane chair flip (ring inversion) reaction. Structures of the significant conformations (A, B, C & D) of the reaction are shown & plotted against their energy differences (not total energies). Inversion happens quickly & constantly in room temperature.

Conformations:

A: chair

B: twist-boat

C: boat

D: half-chair

Valleys of the pink graph are conformations lowest in energy (shown as A & B). Peaks are conformations highest in energy (shown as C & D). Energies are A<B<C<D with D highest & A lowest in energy. A is thus the most stable conformation &, of all the other conformations, occurs most often in room temperature.

Valleys A & B are local energy minima & A is global minima. A & B can thus be classified as conformers. Peaks are not conformers. Energy differences are mostly caused by anglular strain.

Source for conformer classification:

Pure & Appl. Chem., Vol. 68, No. 12, pp. 2193-2222, 1996

Source for the relative energy differences & other info in this description:

J Clayden, N Greeves, SG Warren (2001). Organic chemistry. (2nd ed.). p. 373. ISBN 9780191666216.

Licencja:

Public domain