Cuneane (C₈H₈, pentacyclo .3.0.0^2,4.0^3,7.0^6,8ctane) is a

saturated Saturation, saturated, unsaturation or unsaturated may refer to: Chemistry * Saturation, a property of organic compounds referring to carbon-carbon bonds **Saturated and unsaturated compounds **Degree of unsaturation **Saturated fat or fatty acid ...

hydrocarbon In organic chemistry, a hydrocarbon is an organic compound consisting entirely of hydrogen and carbon. Hydrocarbons are examples of group 14 hydrides. Hydrocarbons are generally colourless and hydrophobic, and their odors are usually weak or ...

. Its name is derived from the Latin ''

cuneus The cuneus (; plural cunei) is a smaller lobe in the occipital lobe of the brain. The cuneus is bounded anteriorly by the parieto-occipital sulcus and inferiorly by the calcarine sulcus. Function The cuneus ( Brodmann area 17) receives visual ...

'', meaning a wedge. Cuneane may be produced from

cubane Cubane () is a synthetic hydrocarbon compound that consists of eight carbon atoms arranged at the corners of a Cube (geometry), cube, with one hydrogen atom attached to each carbon atom. A solid crystalline substance, cubane is one of the Platoni ...

by metal-ion-catalyzed σ-bond rearrangement. Similar reactions are known for homocubane (C₉H₁₀) and bishomocubane (C₁₀H₁₂). : CubaneToCun

Molecular geometry

The carbon atoms in the cuneane molecule form a

hexahedron A hexahedron (plural: hexahedra or hexahedrons) or sexahedron (plural: sexahedra or sexahedrons) is any polyhedron with six faces. A cube, for example, is a regular hexahedron with all its faces square In Euclidean geometry, a square is a re ...

with point group C_2v. The cuneane molecule has three groups of equivalent carbon atoms (A, B, C), which have also been confirmed by NMR. The molecular graph of the carbon skeleton of cuneane is a

regular graph In graph theory, a regular graph is a graph where each vertex has the same number of neighbors; i.e. every vertex has the same degree or valency. A regular directed graph must also satisfy the stronger condition that the indegree and outdegre ...

with non-equivalent groups of vertices, and so it is a very important test object for different algorithms of

mathematical chemistry Mathematical chemistry is the area of research engaged in novel applications of mathematics to chemistry; it concerns itself principally with the mathematical modeling of chemical phenomena. Mathematical chemistry has also sometimes been called c ...

. :

Derivatives

Some cuneane derivatives have

liquid crystal Liquid crystal (LC) is a state of matter whose properties are between those of conventional liquids and those of solid crystals. For example, a liquid crystal may flow like a liquid, but its molecules may be oriented in a crystal-like way. The ...

properties.

References

{{Reflist Polycyclic nonaromatic hydrocarbons Cyclopropanes Cyclobutanes