Platonic hydrocarbon

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Platonic hydrocarbons are the molecular representation of platonic solid geometries with vertices replaced by carbon atoms and with edges replaced by chemical bonds. Not all platonic solids have a molecular counterpart:

  • Tetravalent carbon excludes an icosahedron (5 edges meeting at each vertex) as a feasible objective;
  • Angle strain prohibits an octahedron. Since 4 edges meet at each corner, there would be no hydrogen atoms, and this hypothetical octahedron molecule would be an allotrope C6 of elemental carbon, not a hydrocarbon.

The following platonic hydrocarbons, on the other hand, have been synthesised:

Note that with increasing number of carbon atoms in the frame, the geometry will eventually approximate a sphere. This is ultimately accomplished in fullerene although not a Platonic hydrocarbon itself (Buckminsterfullerene, C60, has the shape of a truncated icosahedron, an Archimedean solid).

[edit] References

  • Henning Hopf, Classics in Hydrocarbon Chemistry, Wiley VCH, 2000.
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