cyclononatetraene
Sign in to saveAlso known as (1Z,3Z,5Z,7Z)-cyclonona-1,3,5,7-tetraene, (1Z,3Z,5Z,7Z)-Cyclonona-1,3,5,7-tetraene
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 via a thermal 6π disrotatory electrocyclic ring closing. Upon exposure to ultraviolet light, it undergoes a photochemical 8π electrocyclic ring closing to give .
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 118.07825032
Show 4 more facts
- isomeric SMILES
- C\1/C=C\C=C/C=C\C=C1
- chemical formula
- C₉H₁₀
- Commons category
- Cyclononatetraene
- canonical SMILES
- C1=C\C=C/C/C=C\C=C/1
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Encyclopedic overview
4 sectionsContents
- Cyclononatetraenyl anion
- Cyclononatetraenyl cation
- See also
- References
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 via a thermal 6π disrotatory electrocyclic ring closing. Upon exposure to ultraviolet light, it undergoes a photochemical 8π electrocyclic ring closing to give .
== Cyclononatetraenyl anion == Cyclononatetraenyl anion is a 10π aromatic system. Two isomers of the cyclononatetraenyl anion are known: the trans,cis,cis,cis isomer ("Pac-Man"-shaped) and the all-cis isomer (a convex enneagon). The former is less stable and isomerizes to the latter upon warming from –40 °C to room temperature.
Excerpted from Wikipedia’s “cyclononatetraene” article, available under the CC BY-SA 4.0 licence.