Corannulene

Corannulene
Names
IUPAC name
Dibenzo[ghi,mno]fluoranthene
Other names
[5]circulene; Buckybowl
Identifiers
3D model (JSmol)
ChemSpider
UNII
  • InChI=1S/C20H10/c1-2-12-5-6-14-9-10-15-8-7-13-4-3-11(1)16-17(12)19(14)20(15)18(13)16/h1-10H Y
    Key: VXRUJZQPKRBJKH-UHFFFAOYSA-N Y
  • InChI=1/C20H10/c1-2-12-5-6-14-9-10-15-8-7-13-4-3-11(1)16-17(12)19(14)20(15)18(13)16/h1-10H
    Key: VXRUJZQPKRBJKH-UHFFFAOYAF
  • c16ccc2ccc3ccc5c4c(c1c2c34)c(cc5)cc6
  • C1=CC2=CC=C3C=CC4=C5C6=C(C2=C35)C1=CC=C6C=C4
Properties
C20H10
Molar mass 250.29 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is YN ?)
Infobox references

Corannulene is a polycyclic aromatic hydrocarbon with chemical formula C20H10. The molecule consists of a cyclopentane ring fused with 5 benzene rings, so another name for it is [5]circulene. It is of scientific interest because it is a geodesic polyarene and can be considered a fragment of buckminsterfullerene. Due to this connection and also its bowl shape, corannulene is also known as a buckybowl. Buckybowls are fragments of buckyballs. Corannulene exhibits a bowl-to-bowl inversion with an inversion barrier of 10.2 kcal/mol (42.7 kJ/mol) at −64 °C.