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.

2,4,6-Trichlorophenol
Names
IUPAC name
2,4,6-Trichlorophenol
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.001.633
EC Number
  • 201-795-9
RTECS number
  • SN1575000
UNII
UN number 2020
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R-phrases (outdated) R22, R36, R38, R40, R50, R53
S-phrases (outdated) (S2), S36, S37, S60, S61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).
N verify (what is YN ?)
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]

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See also

References

  1. 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.
  2. "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.
  3. "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.
  4. "2,4,6 Trichlorophenol". United States Environmental Protection Agency. Jan 2000. Retrieved 2007-11-16.
  5. "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)
  6. 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.
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