Topic summary
Prismane

Tetracyclo[2.2.0.0.0]hexane
3D model (JSmol)
PubChemCID
CompTox Dashboard(EPA)
- InChI=1S/C6H6/c1-2-3(1)6-4(1)5(2)6/h1-6HKey: RCJOMOPNGOSMJU-UHFFFAOYSA-N
- InChI=1/C6H6/c1-2-3(1)6-4(1)5(2)6/h1-6HKey: RCJOMOPNGOSMJU-UHFFFAOYAA
- C12C3C1C4C2C34
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Prismane or Ladenburg benzene is a polycyclichydrocarbon 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 triangularprism—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.