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2,4,6-Trichlorophenol

2,4,6-Trichlorophenol, also known as TCP, phenaclor, Dowicide 2S, Dowcide 2S, omal, is a chlorinated phenol that has been used as a fungicide, herbicide, insecticide, antiseptic, defoliant, and glue preservative. It is a clear to yellowish crystalline solid with a strong, phenolic odor. It decomposes on heating to produce toxic and corrosive fumes including hydrogen chloride and chlorine.

Preparation

2,4,6-Trichlorophenol is produced industrially by the electrophilic chlorination of phenol:

:[[File:246 trichlorophenol synthesis.svg|250px]]

Health effects

In animal models, consumption of 2,4,6-trichlorophenol leads to an increased incidence of lymphomas, leukemia, and liver cancer. It is classified as Group B2 (probable human carcinogen) by the United States Environmental Protection Agency. The technical grade of this substance may contain polychlorinated dibenzodioxins (PCDDs), polychlorinated dibenzofurans (PCDFs), and other contaminants.

Environmental effects

2,4,6-Trichlorophenol is an environmental pollutant that has been found in fresh water lakes such as the Great Lakes.

References

Cited sources

References

  1. Haynes, p. 3.522
  2. (2016). "CRC handbook of chemistry and physics : a ready-reference book of chemical and physical data.". CRC Press.
  3. (2000-01-05). "Disinfectants/antiseptics in the management of guinea worm ulcers in the rural areas". Acta Tropica.
  4. (2005-09-05). "Safety data for 2,4,6-trichlorophenol". [[University of Oxford]].
  5. (2011-10-15). "Chlorophenols". Wiley-VCH Verlag GmbH & Co. KGaA.
  6. (2007-10-03). "2,4,6-Trichlorophenol". The Carcinogenic Potency Database Project, University of Berkeley.
  7. (Jan 2000). "2,4,6 Trichlorophenol". [[United States Environmental Protection Agency]].
  8. (2007). "Formation of polychlorinated dibenzo-p-dioxins and dibenzofurans from a mixture of chlorophenols over fly ash: Influence of water vapor". Environmental Science & Technology.
  9. (February 2020). "2,4,6-Trichlorophenol". IPCS.
  10. (Feb 1985). "A comprehensive study of risk assessment for a hazardous compound of public health concern". Water, Air, & Soil Pollution.
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