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Tetracyclopropylmethane

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Tetracyclopropylmethane
Names
Preferred IUPAC name 1,1′,1′′,1′′′-Methanetetrayltetracyclopropane
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
PubChem CID
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C13H20/c1-2-9(1)13(10-3-4-10,11-5-6-11)12-7-8-12/h9-12H,1-8H2Key: KXAOPBGXMXVCRN-UHFFFAOYSA-N
SMILES
  • C1(CC1)C(C2CC2)(C3CC3)C4CC4
Properties
Chemical formula C13H20
Molar mass 176.303 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒N verify (what is  ?) Infobox references
Chemical compound

Tetracyclopropylmethane is an organic compound, a polycyclic hydrocarbon with formula C13H20, or (C3H5-)4C. The carbon skeleton of its molecule consists of four cyclopropane rings attached to a central carbon atom.

This compound was synthesized in 2001 by Armin de Meijere and others, with dicyclopropyldiethenylmethane as an intermediate step. In the solid state, the molecules have a propeller shape with S4 symmetry.

References

  1. Kozhushkov, Sergei I.; Kostikov, Rafael R.; Molchanov, Alexander P.; Boese, Roland; Benet-Buchholz, Jordi; Schreiner, Peter R.; Rinderspacher, Christopher; Ghiviriga, Ion; De Meijere, Armin. (2001). "Tetracyclopropylmethane: a unique hydrocarbon with S4 symmetry". Angewandte Chemie International Edition. 40 (1): 180–183. doi:10.1002/1521-3773(20010105)40:1<180::AID-ANIE180>3.0.CO;2-K.


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