Cuneane (from Latin cuneus 'wedge'[1]) is a saturated hydrocarbon with the formula C8H8 and a 3D structure resembling a wedge, hence the name. Cuneane may be produced from cubane by metal-ion-catalyzed σ-bond rearrangement.[2][3] Similar reactions are known for homocubane (C9H10) and bishomocubane (C10H12).[4][5]
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Preferred IUPAC name
Pentacyclo[3.3.0.02,4.03,7.06,8]octane | |
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3D model (JSmol)
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CompTox Dashboard (EPA)
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Properties | |
C8H8 | |
Molar mass | 104.152 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
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The carbon atoms in the cuneane molecule form a hexahedron with point group C2v. The cuneane molecule has three groups of equivalent carbon atoms (A, B, C), which have also been confirmed by NMR.[6] 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.[7][8]
Some cuneane derivatives have liquid crystal properties.[9]