“Hexachlorocyclohexa-2,5-dien-1-one”的意思、由来-开放百科全书

词条

Hexachlorocyclohexa-2,5-dien-1-one

释义

Preparation
References
See also

{{Chembox
| ImageFileL1 = Hexachlorophenol.svg
| ImageSizeL1 = 120
| ImageNameL1 = Structural formula of hexachlorocyclohexa-2,5-dien-1-one
| ImageFileR1 = Hexachlorocyclohexa-2,5-dien-1-one-3D-balls.png
| ImageSizeR1 = 120
| ImageAltR1 = Hexachlorophenol molecule
| PIN = 2,3,4,4,5,6-Hexachlorocyclohexa-2,5-dien-1-one
| SystematicName = Hexachlorocyclohexa-2,5-dien-1-one
| OtherNames = Hexachlorophenol
|Section1={{Chembox Identifiers
| CASNo = 599-52-0
| CASNo_Ref = {{cascite|correct|??}}
| PubChem = 69029
| ChemSpiderID = 62251
| ChemSpiderID_Ref = {{Chemspidercite|correct|ChemSpider}}
| RTECS = SN1575000
| SMILES = ClC1=C(Cl)C(Cl)(Cl)C(Cl)=C(Cl)C1=O
| SMILES1 = O=C1C(=C(Cl)C(Cl)(Cl)C(=C1Cl)Cl)Cl
| StdInChI = 1S/C6Cl6O/c7-1-3(13)2(8)5(10)6(11,12)4(1)9
| StdInChIKey = SLKWROUNLHVIIQ-UHFFFAOYSA-N}}
|Section2={{Chembox Properties
| C=6 | Cl=6 | O=1
| MeltingPtC = 113}}
|Section7={{Chembox Hazards
| RPhrases = {{R22}},{{R36}},{{R38}},{{R40}},{{R50}},{{R53}}
| SPhrases = {{S2}},{{S36}},{{S37}},{{S60}},{{S61}}
}}

Hexachlorocyclohexa-2,5-dien-1-one, sometimes informally called hexachlorophenol (HCP) is an organochlorine compound. It can be prepared from phenol. Despite the informal name, the compound is not a phenol but is a ketone.^[1] The informal name is derived from its method of preparation which includes phenol as a reagent.

Preparation

HCP is normally produced by chlorination of phenol by chlorine in the presence of metal chloride catalyst, such as ferric chloride. It can also be produced by alkaline hydrolysis of polychlorinatedbenzenes at high temperature and pressure, by conversion of diazonium salts of chlorinated anilines, or by chlorination of phenolsulphonic acids and benzenesulphonic acids followed by removal of the sulphonic acid group. The hydrolysis of HCP gives chloranil.^[2]

References

1. ^S. Gali, C. Miravitlles and M. Font-Altaba "Hexachlorocyclohexa-2,5-dienone" Acta Crystallogr. 1975, volume B31, p. 2510-2512. {{doi|10.1107/S0567740875007935}}.
2. ^{{Ullmann|authors=François Muller, Liliane Caillard|title=Chlorophenols|year=2011|doi=10.1002/14356007.a07_001.pub2}}

Preparation

References

See also