Hexaiodobenzene

Hexaiodobenzene
Names
IUPAC name
Hexaiodobenzene
Other names
Periodobenzene
Identifiers
608-74-2
ChemSpider 11360
Jmol-3D images Image
PubChem 11853
Properties
Molecular formula
C6I6
Molar mass 833.49 g·mol−1
Appearance orange crystals[1]
Density 4.60 g/cm3
Melting point 430 °C (806 °F; 703 K)[1]
insoluble
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Hexaiodobenzene is a chemical compound with the formula C6I6. Structurally, it is a derivative of benzene, in which all hydrogen atoms are replaced by iodine atoms. It forms orange crystals[1] that are poorly soluble in all solvents.

The compound was first prepared by iodination of benzoic acid in the presence of hot fuming sulfuric acid.[2] It adopts the expected structure with a central C6 ring.[3]

References

  1. 1.0 1.1 1.2 Daniell Lewis Mattern: Periodination of Benzene with Periodate/Iodide, J. Org. Chem., 1983, 48 (24), pp. 4772–4773 (doi:10.1021/jo00172a063; PDF).
  2. Erwin Rupp "Ueber die perhalogenirten Phtalsäuren und das Hexajodbenzol", Chem. Ber., 1896, Volume 29, pp. 1625–1634 (doi:10.1002/cber.18960290293).
  3. Ghosh, Sandip; Reddy, C. Malla; Desiraju, Gautam R. "Hexaiodobenzene: a redetermination at 100 K", Acta Crystallographica, Section E: Structure Reports Online, 2007, 63(2), o910–o911 (doi:10.1107/S1600536807002279).