2,4,6-trichlorophenol

Structural formula
General
Surname	2,4,6-trichlorophenol
other names	symmetrical trichlorophenol; Phenachlor; 2,4,6-TCP;
Molecular formula	C 6 H 3 Cl 3 O
Brief description	colorless to white crystal needles with a phenol-like odor
External identifiers / databases
EC number	201-795-9
ECHA InfoCard	100.001.633
PubChem	6914
Wikidata	Q209189
properties
Molar mass	197.45 g mol −1
Physical state	firmly
density	1.675 g cm −3 (25 ° C)
Melting point	69.5 ° C
boiling point	246 ° C
pK s value	6.23 (25 ° C)
solubility	very heavy in water (0.8 g l −1 at 20 ° C); soluble in ethanol , diethyl ether , acetone , chloroform , carbon disulfide and glycerine ;
safety instructions
H and P phrases	H: 302-315-319-351-410
	P: 273-302 + 352-305 + 351 + 338-308 + 313
Toxicological data	820 mg kg −1 ( LD 50 , rat , oral )
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

2,4,6-Trichlorophenol is an aromatic compound that is derived from both phenol and chlorobenzene . The structure consists of a benzene ring with an attached hydroxyl group (-OH) and three chlorine atoms (-Cl) as substituents . It belongs to the trichlorophenols group of substances .

properties

2,4,6-trichlorophenol

2,4,6-Trichlorophenol forms colorless to white crystal needles with a phenol-like odor, is hardly soluble in cold water, but readily soluble in hot water. The pK _s value of 6.23 to 2,4,6-trichlorophenol is more acidic than phenol (pK _s value of 9.99). The chlorine substituents favor protolysis.

Occurrence

2,4,6-Trichlorophenol is an intermediate product in the biodegradation of fungicides containing pentachlorophenol . Microorganisms convert it to 2,4,6-trichloroanisole , which leads to the cork taste in wine .

safety instructions

The substance irritates eyes, respiratory tract, skin and mucous membranes and can lead to disorders of the central nervous system . Many chlorophenols are well absorbed through the skin, which has been verified especially in the case of 2,4,6-trichlorophenol in experiments with animals and in vitro studies with human skin. When heated, the substance can decompose explosively or convert into highly toxic chlorine compounds such as polychlorinated dibenzodioxins and dibenzofurans .

Web links

Entry to 2,4,6-trichlorophenol . In: P. J. Linstrom, W. G. Mallard (Eds.): NIST Chemistry WebBook, NIST Standard Reference Database Number 69 . National Institute of Standards and Technology , Gaithersburg MD

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ Entry on 2,4,6-trichlorophenol in the GESTIS substance database of the IFA , accessed on January 8, 2018(JavaScript required) .
↑ National Institute of Environmental Health Sciences , 13th Report on Carcinogens (RoC): 2,4,6-Trichlorophenol ( Memento from February 21, 2017 in the Internet Archive ) (PDF; 141 kB), accessed on November 18, 2014.
↑ ^a ^b Entry on trichlorophenols. In: Römpp Online . Georg Thieme Verlag, accessed on September 29, 2014.
↑ Entry on 2,4,6-trichlorophenol in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on February 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ Entry on 2,4,6-trichlorophenol in the GESTIS substance database of the IFA , accessed on January 8, 2018(JavaScript required) .

[2] National Institute of Environmental Health Sciences , 13th Report on Carcinogens (RoC): 2,4,6-Trichlorophenol ( Memento from February 21, 2017 in the Internet Archive ) (PDF; 141 kB), accessed on November 18, 2014.

[roempp-3] Entry on trichlorophenols. In: Römpp Online . Georg Thieme Verlag, accessed on September 29, 2014.

[CLP_100.001.633-4] Entry on 2,4,6-trichlorophenol in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on February 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .