Fulvalene

Fulvalene
Skeletal formula
Space-filling model
Names
Preferred IUPAC name
[1,1′-Bi(cyclopentylidene)]-2,2′,4,4′-tetraene
Other names
Bicyclopentyliden-2,4,2′,4′-tetraene
1,1′-Bi[cyclopentadienylidene]
Pentafulvalene
Bicyclopentadienylidene
[5,5′]Bicyclopentadienylidene
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
UNII
  • InChI=1S/C10H8/c1-2-6-9(5-1)10-7-3-4-8-10/h1-8H checkY
    Key: XEOSBIMHSUFHQH-UHFFFAOYSA-N checkY
  • InChI=1/C10H8/c1-2-6-9(5-1)10-7-3-4-8-10/h1-8H
    Key: XEOSBIMHSUFHQH-UHFFFAOYAP
  • C=1\C=C/C(/C=1)=C2\C=C/C=C2
Properties
C10H8
Molar mass 128.174 g·mol−1
Density 1.129 g/ml
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

Fulvalene (bicyclopentadienylidene) is the member of the fulvalene family with the molecular formula C10H8. It is of theoretical interest as one of the simplest non-benzenoid conjugated hydrocarbons. Fulvalene is an unstable isomer of the more common benzenoid aromatic compounds naphthalene and azulene. Fulvalene consists of two 5-membered rings, each with two double bonds, joined by yet a fifth double bond. It has D2h symmetry.