Hexaphenylbenzene

Hexaphenylbenzene

Names
IUPAC name 1,2,3,4,5,6-hexa(phenyl)benzene
Identifiers
CAS Number	992-04-1 Y
3D model (JSmol)	Interactive image
ChemSpider	63611 Y
ECHA InfoCard	100.012.356
PubChem CID	70432
InChI InChI=1S/C42H30/c1-7-19-31(20-8-1)37-38(32-21-9-2-10-22-32)40(34-25-13-4-14-26-34)42(36-29-17-6-18-30-36)41(35-27-15-5-16-28-35)39(37)33-23-11-3-12-24-33/h1-30H Y Key: QBHWPVJPWQGYDS-UHFFFAOYSA-N Y InChI=1/C42H30/c1-7-19-31(20-8-1)37-38(32-21-9-2-10-22-32)40(34-25-13-4-14-26-34)42(36-29-17-6-18-30-36)41(35-27-15-5-16-28-35)39(37)33-23-11-3-12-24-33/h1-30H Key: QBHWPVJPWQGYDS-UHFFFAOYAG
SMILES c1cc(ccc1)c3c(c(c(c(c3c2ccccc2)c4ccccc4)c5ccccc5)c6ccccc6)c7ccccc7
Properties
Chemical formula	C42H30
Molar mass	534.6876
Melting point	454 to 456 °C (849 to 853 °F; 727 to 729 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y  (what is YN ?)
Infobox references

Hexaphenylbenzene is an aromatic compound composed of a benzene ring substituted with six phenyl rings.

It may be prepared through a Diels-Alder reaction by refluxing tetraphenylcyclopentadienone and diphenylacetylene in benzophenone or other high-temperature solvent.

Due to steric congestion among the phenyl rings, the stable conformation of this molecule has the phenyl rings rotated out of the plane of the central benzene ring. In the crystalline form shown on the left, the molecule forms a propeller-like conformation in which the phenyl rings are rotated about 65°, while in the gas phase, they are perpendicular with some slight oscillations.

Compounds belonging to the wider class of hexaarylbenzenes are of some scientific interest