Hexabenzocoronene

Hexa-peri-hexabenzocoronene (HBC) is a polycyclic aromatic hydrocarbon with the molecular formula C42H18. It consists of a central coronene molecule, with an additional benzene ring fused between each adjacent pair of rings around the periphery. It is sometimes simply called hexabenzocoronene, however, there are other chemicals that share this less-specific name, such as hexa-cata-hexabenzocoronene.

Hexabenzocoronene

AFM image of hexabenzocoronene
Names
Preferred IUPAC name
Hexabenzo[bc,ef,hi,kl,no,qr]coronene
Other names
  • Hexa-peri-hexabenzocoronene
  • Hexabenzocoronene
Identifiers
3D model (JSmol)
ChemSpider
UNII
  • InChI=1S/C42H20/c1-7-19-21-9-2-11-23-25-13-4-15-27-29-17-6-18-30-28-16-5-14-26-24-12-3-10-22-20(8-1)31(19)37-38(32(21)23)40(34(25)27)42(36(29)30)41(35(26)28)39(37)33(22)24/h1-17,35H,18H2
    Key: FYXBXZBCUROVBE-UHFFFAOYSA-N
  • c0cc1c2c3c4c5c1cccc5c6cccc1c6c4c7c8c1cccc8c9cccc1c9c7c3c5c1cccc5c2c0
Properties
C42H18
Molar mass 522.606 g·mol−1
Appearance dark yellow
Density 1.54 g/cm3 (calc.)
-346.0·10−6 cm3/mol
Structure
monoclinic, P21/a
a = 1.8431(3) nm, b = 0.5119(1) nm, c = 1.2929(2) nm
α = 90°, β = 112.57(1)°, γ = 90°
2
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Hexa-peri-hexabenzocoronene has been imaged by atomic force microscopy (AFM) providing the first example of a molecule in which differences in bond order and bond lengths of the individual bonds can be distinguished by a measurement in direct space.

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