“Hexaiodobenzene”的意思、由来-开放百科全书

词条

Hexaiodobenzene

释义

References

{{Expand German|Hexaiodbenzol|date=September 2014}}{{Chembox
| ImageFile = Hexaiodobenzene.svg
| ImageSize = 150px
| IUPACName = Hexaiodobenzene
| OtherNames = Periodobenzene
|Section1={{Chembox Identifiers
| CASNo = 608-74-2
| PubChem = 11853
| ChemSpiderID = 11360
| SMILES = C1(=C(C(=C(C(=C1I)I)I)I)I)I
| InChI = 1/C6I6/c7-1-2(8)4(10)6(12)5(11)3(1)9
| InChIKey = QNMKKFHJKJJOMZ-UHFFFAOYAO
| StdInChI = 1S/C6I6/c7-1-2(8)4(10)6(12)5(11)3(1)9
| StdInChIKey = QNMKKFHJKJJOMZ-UHFFFAOYSA-N
|Section2={{Chembox Properties
| C=6 | I=6
| Appearance = orange crystals^[1]
| Density = 4.60 g/cm³
| MeltingPtC = 430
| MeltingPt_ref = ^[1]
| BoilingPt =
| Solubility = insoluble
|Section3={{Chembox Hazards
| MainHazards =
| FlashPt =
| AutoignitionPt =
}}

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. ^¹²Daniell 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}}).

1 : Iodoarenes

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