Hexachlorocyclohexa-2,5-dien-1-one
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| Names | |||
|---|---|---|---|
| Preferred IUPAC name
2,3,4,4,5,6-Hexachlorocyclohexa-2,5-dien-1-one | |||
| Systematic IUPAC name
Hexachlorocyclohexa-2,5-dien-1-one | |||
| Other names
Hexachlorophenol | |||
| Identifiers | |||
599-52-0  | |||
| ChemSpider | 62251 | ||
| Jmol interactive 3D | Image Image | ||
| PubChem | 69029 | ||
| RTECS number | SN1575000 | ||
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| Properties | |||
| C6Cl6O | |||
| Molar mass | 300.77 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 otherwise noted, 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
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
- ↑ S. Gali, C. Miravitlles and M. Font-Altaba "Hexachlorocyclohexa-2,5-dienone" Acta Crystallogr. 1975, volume B31, p. 2510-2512. doi:10.1107/S0567740875007935.
See also
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