Cyclononatetraene

Cyclononatetraene is an organic compound with the formula C9H10. It was first prepared in 1969 by protonation of the corresponding aromatic anion (described below). It is unstable and isomerizes with a half-life of 50 minutes at room temperature to 3a,7a-dihydro-1H-indene via a thermal 6π disrotatory electrocyclic ring closing. Upon exposure to ultraviolet light, it undergoes a photochemical 8π electrocyclic ring closing to give bicyclo[6.1.0]nona-2,4,6-triene.

Cyclononatetraene
Names
IUPAC name
Cyclonona-1,3,5,7-tetraene
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C9H10/c1-2-4-6-8-9-7-5-3-1/h1-8H,9H2/b3-1-,4-2-,7-5-,8-6-
    Key: GORPVKZVZYAFSO-KZPCVFJPSA-N
  • C\1/C=C\C=C/C=C\C=C1
Properties
C9H10
Molar mass 118.179 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
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