Prismane

Prismane or 'Ladenburg benzene' is a polycyclic hydrocarbon with the formula C6H6. It is an isomer of benzene, specifically a valence isomer. Prismane is far less stable than benzene. The carbon (and hydrogen) atoms of the prismane molecule are arranged in the shape of a six-atom triangular prism—this compound is the parent and simplest member of the prismanes class of molecules. Albert Ladenburg proposed this structure for the compound now known as benzene. The compound was not synthesized until 1973.

Prismane
Names
Preferred IUPAC name
Tetracyclo[2.2.0.02,6.03,5]hexane
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C6H6/c1-2-3(1)6-4(1)5(2)6/h1-6H Y
    Key: RCJOMOPNGOSMJU-UHFFFAOYSA-N Y
  • InChI=1/C6H6/c1-2-3(1)6-4(1)5(2)6/h1-6H
    Key: RCJOMOPNGOSMJU-UHFFFAOYAA
  • C12C3C1C4C2C34
Properties
C6H6
Molar mass 78.114 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references
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