Hexachlorocyclohexa-2,5-dien-1-one

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Hexachlorocyclohexa-2,5-dien-1-one
Structural formula of hexachlorocyclohexa-2,5-dien-1-one Hexachlorophenol molecule
Identifiers
CAS number 599-52-0 YesY
PubChem 69029
ChemSpider 62251 YesY
RTECS number SN1575000
Jmol-3D images Image 1
Image 2
Properties
Molecular formula C6Cl6O
Molar mass 300.78 g mol−1
Melting point 113 °C (235 °F; 386 K)
Hazards
R-phrases R22,R36,R38,R40,R50,R53
S-phrases (S2),S36,S37,S60,S61
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Hexachlorocyclohexa-2,5-dien-1-one, sometimes informally called hexachlorophenol (HCP) is an organochlorine compound which 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[edit]

HCP is normally produced by electrophilic chlorination of phenol by chlorine gas in the presence of metal chloride catalyst, such as ferric chloride. It can also be produced by alkaline hydrolysis of chlorobenzenes 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.

References[edit]

  1. ^ S. Gali, C. Miravitlles and M. Font-Altaba "Hexachlorocyclohexa-2,5-dienone" Acta Cryst. 1975, volume B31, p. 2510-2512. doi:10.1107/S0567740875007935.

See also[edit]