2,4,6-Trichlorophenol

2,4,6-Trichlorophenol

Names
Preferred IUPAC name 2,4,6-Trichlorophenol
Identifiers
CAS Number	88-06-2 Y
3D model (JSmol)	Interactive image
Beilstein Reference	776729
ChEBI	CHEBI:28755 Y
ChEMBL	ChEMBL309917
ChemSpider	6648 Y
ECHA InfoCard	100.001.633
EC Number	201-795-9
Gmelin Reference	3766
KEGG	C07098
PubChem CID	6914
RTECS number	SN1575000
UNII	MHS8C5BAUZ Y
UN number	2020
CompTox Dashboard (EPA)	DTXSID5021386
InChI InChI=1S/C6H3Cl3O/c7-3-1-4(8)6(10)5(9)2-3/h1-2,10H Key: LINPIYWFGCPVIE-UHFFFAOYSA-N
SMILES OC1=C(C=C(C=C1Cl)Cl)Cl
Properties
Chemical formula	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
Solubility in water	0.069 g/100 g H2O
Hazards
GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H302, H315, H319, H351, H410
Precautionary statements	P201, P202, P264, P270, P273, P280, P281, P301+P312, P302+P352, P305+P351+P338, P308+P313, P321, P330, P332+P313, P337+P313, P362, P391, P405, P501
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

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:

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.

See also

• Trichlorophenol (for other isomers).

External links

• International Chemical Safety Card 1122
• Compound Summary