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Hexachlorocyclohexa-2,5-dien-1-one

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. 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 polychlorinated benzenes at high temperature and pressure, by conversion of diazonium salts of chlorinated anilines, or by chlorination of phenolsulfonic acids and benzenesulfonic acids followed by removal of the sulfonic acid group. The hydrolysis of HCP gives chloranil.

References

References

  1. (18 December 2020). "SAFETY DATA SHEET". ThermoFisher Scientific.
  2. S. Gali, C. Miravitlles and M. Font-Altaba "Hexachlorocyclohexa-2,5-dienone" Acta Crystallogr. 1975, volume B31, p. 2510-2512. {{doi. 10.1107/S0567740875007935.
  3. François Muller. (2011). "Chlorophenols".
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disinfectants fungicides organochlorides ketones
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