1,2,3-Cyclohexatriene

1,2,3-Cyclohexatriene
Names
Preferred IUPAC name
Cyclohexa-1,2,3-triene
Identifiers
3D model (JSmol)
ChEBI
  • InChI=1S/C6H6/c1-2-4-6-5-3-1/h1,6H,2,4H2
    Key: LQABCMYNMHGWFU-UHFFFAOYSA-N
  • C1CC=C=C=C1
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).
Infobox references

1,2,3-Cyclohexatriene is an unstable chemical compound with the molecular formula C6H6. It is an unusual isomer of benzene in which the three double bonds are cumulated.

This highly strained compound was first prepared in 1990, by reacting a cyclohexadiene derivative with cesium fluoride. The product was too reactive to be isolated on its own, so its existence was confirmed by trapping via a cycloaddition reaction.

1,2,3-Cyclohexatriene and its derivatives undergo a variety of reactions including cycloadditions, nucleophilic additions, and σ-bond insertions, and therefore they can be versatile reagents for organic synthesis.

This article is issued from Wikipedia. The text is available under Creative Commons Attribution-Share Alike 4.0 unless otherwise noted. Additional terms may apply for the media files.