Cuneane

Cuneane

Identifiers
CAS Number	20656-23-9 Y
3D model (Jmol)	Interactive image
ChemSpider	124127 Y
PubChem CID	140734
InChI InChI=1S/C8H8/c1-2-5(1)6-3-4(6)8(2)7(1)3/h1-8H Y Key: YIJMEXRVJPVGIY-UHFFFAOYSA-N Y
SMILES C12C3C4C3C5C1C2C45
Properties
Chemical formula	C8H8
Molar mass	104.15 g·mol−1
Density	1.578 g/ml
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Cuneane (C₈H₈, Pentacyclo[3.3.0.0 ^2,4.0^3,7.0^6,8]octane) is a saturated hydrocarbon. Its name is derived from the Latin , meaning a wedge. Cuneane may be produced from cubane by metal-ion-catalyzed σ-bond rearrangement. Similar reactions are known for homocubane (C₉H₁₀) and bishomocubane (C₁₀H₁₀).

The carbon atoms in the cuneane molecule form a hexahedron 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 with non-equivalent groups of vertices, and so it is a very important test object for different algorithms of mathematical chemistry.

Some cuneane derivatives have liquid crystal properties.