Dimethanospiro(2.2)octaplane

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The correct title of this article is Dimethanospiro[2.2]octaplane. The substitution of any brackets is due to technical restrictions.
Dimethanospiro[2.2]octaplane
File:Dimethanospiro(2.2)octaplane.png
Names
IUPAC name
Dodecacyclo[11.10.0.01,5.02,13.02,21.03,18.06,15.08,23.09,14.011,20.012,14.012,17]tricosane
Identifiers
3D model (JSmol)
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  • InChI=1S/C23H24/c1-7-11-3-15-9-2-10-17-5-13-8(1)14-6-18(10)22-16(9)4-12(7)20(14,22)23(22)19(11,13)21(15,17)23/h7-18H,1-6H2
    Key: LMDPKFRIIOUORN-UHFFFAOYSA-N
  • C1C2C3CC4C5CC6C7C48C39C83C48C2CC5C34C6CC8C1C9C7
Properties
C23H24
Molar mass 300.445 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Dimethanospiro[2.2]octaplane is a hypothetical saturated hydrocarbon that is expected to have a carbon atom in with a stable, unusual square-planar coordination[1] rather than the usual tetrahedral geometry of a carbon atom with four bonds.

Molecular architecture

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An octaplane contains a central carbon atom is surrounded by four carbon atoms, which are held in place by perpendicular links to two cyclooctane rings above and below.[2] The parent structure octaplane itself is expected to have a very low ionization potential and a square–planar geometry as the monocation,[2] however calculations on the neutral compound found that the central carbon would distort to a square–pyramidal geometry.[1]

In dimethanospiro[2.2]octaplane, two pairs of the carbons attached to the central one are bonded to each other to make a spiropentane, and there are two methylene linkages between the two cyclooctane rings.[1][3][4]

References

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