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,[1] defoliant, and glue preservative.[2] 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.
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Names | |||
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IUPAC name
2,4,6-Trichlorophenol | |||
Identifiers | |||
3D model (JSmol) |
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ChEBI | |||
ChemSpider | |||
ECHA InfoCard | 100.001.633 | ||
EC Number |
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RTECS number |
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UNII | |||
UN number | 2020 | ||
CompTox Dashboard (EPA) |
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Properties | |||
C6H2Cl3OH/C6H3Cl3O | |||
Molar mass | 197.45 g/mol | ||
Appearance | yellow-whitish lumps or powder | ||
Density | 1.675 g/cm3 | ||
Melting point | 69 °C (156 °F; 342 K) | ||
Boiling point | 246 °C (475 °F; 519 K) at 28 torr | ||
Hazards | |||
R-phrases (outdated) | R22, R36, R38, R40, R50, R53 | ||
S-phrases (outdated) | (S2), S36, S37, S60, S61 | ||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 | |||
Health effects
In animal models, consumption of 2,4,6-trichlorophenol leads to an increased incidence of lymphomas, leukemia, and liver cancer.[3][4] It is classified as Group B2 (probable human carcinogen) by the United States Environmental Protection Agency.[4] The technical grade of this substance may contain polychlorinated dibenzodioxins (PCDDs), polychlorinated dibenzofurans (PCDFs), and other contaminants.[5]
Environmental effects
2,4,6-Trichlorophenol is an environmental pollutant that has been found in fresh water lakes such as the Great Lakes.[6]
See also
- Trichlorophenol (for other isomers).
References
- Ogunniyi TA, Oni PO, Juba A, Asaolu SO, Kolawole DO (2000-01-05). "Disinfectants/antiseptics in the management of guinea worm ulcers in the rural areas". Acta Tropica. 74 (1): 33–38(6). doi:10.1016/S0001-706X(99)00057-1. PMID 10643905.
- "Safety data for 2,4,6-trichlorophenol". University of Oxford. 2005-09-05. Archived from the original on 2007-10-14. Retrieved 2007-11-16.
- "2,4,6-Trichlorophenol". The Carcinogenic Potency Database Project, University of Berkeley. 2007-10-03. Archived from the original on 4 December 2007. Retrieved 2007-11-16.
- "2,4,6 Trichlorophenol". United States Environmental Protection Agency. Jan 2000. Retrieved 2007-11-16.
- "2,4,6-Trichlorophenol". ICSC 1122. IPCS. Nov 1998. Archived from the original on 2013-06-27. Retrieved 2007-11-16. Cite journal requires
|journal=
(help) - TP Halappa Gowdal; John D Lock; Ruth G Kurtz (Feb 1985). "A comprehensive study of risk assessment for a hazardous compound of public health concern". Water, Air, & Soil Pollution. 24 (2): 189. Bibcode:1985WASP...24..189H. doi:10.1007/BF00285444.