2,4-dichlorophenol

Structural formula
General
Surname	2,4-dichlorophenol
other names	1-hydroxy-2,4-dichlorobenzene; 2,4-DCP;
Molecular formula	C 6 H 4 Cl 2 O
Brief description	colorless crystal needles with a phenolic odor
External identifiers / databases
EC number	204-429-6
ECHA InfoCard	100.004.027
PubChem	8449
Wikidata	Q209205
properties
Molar mass	163.00 g mol −1
Physical state	firmly
density	1.38 g cm −3 (25 ° C)
Melting point	40-43 ° C
boiling point	209-211 ° C
Vapor pressure	0.116 mmHg (25 ° C)
solubility	poor in water (4.5 g l −1 at 20 ° C)
safety instructions
H and P phrases	H: 302-311-314-411
	P: 273-280-301 + 330 + 331-302 + 350-305 + 351 + 338-310
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

2,4-Dichlorophenol is a colorless solid with a phenol- like odor that belongs to the group of chlorophenols .

When 2,4-dichlorophenol is heated, low- chlorinated congeners of polychlorinated dibenzodioxins can be formed with the elimination of hydrogen chloride .

Occurrence

2,4-dichlorophenol is a metabolite of plant protection products such as nitrofen , 2,4-dichlorophenoxyacetic acid and 2,4-dichlorophenoxypropionic acid .

properties

2,4-dichlorophenol is a flammable solid that dissolves only very little in water (4.5 g / l). The substance is readily soluble in non-polar, organic solvents ( hydrocarbons ) as well as in oils and fats. The colorless crystals have an odor that is reminiscent of phenol.

use

2,4-dichlorophenol is used industrially for the production of pesticides ( herbicides ) such as bifenox , chlomethoxyfen , 2,4-D , 2,4-DB , dichlofenthion , dichlorprop and diclofop-methyl , moth repellants for textiles and as an additive for antifungal agents in stockings and Shoe insoles. Also polyester be prepared from 2,4-dichlorophenol.

safety instructions

2,4-dichlorophenol is flammable, which can produce poisonous gases such as chlorine , hydrogen chloride, phosgene and dioxins. The mixture can react explosively when distilled in the presence of air. The compound is corrosive and toxic and is mainly absorbed through the skin; it can be assumed that vapors are also absorbed via the respiratory tract. Eyes, skin, mucous membranes and airways are irritated or burned. 2,4-Dichlorophenol, like many chlorinated compounds, has a toxic effect on the CNS , liver and kidneys. Symptoms of intoxication are headache, dizziness, weakness, confusion, muscle twitching, tachycardia and even loss of consciousness. In 1992, a wetting of about 10% of the body surface led to the death of the person concerned within 20 minutes despite rinsing with water and resuscitation measures.

Web links

Risk assessment of 2,4-dichlorophenol English, (PDF file; 545 kB)

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j Entry on 2,4-dichlorophenol in the GESTIS substance database of the IFA , accessed on January 9, 2019(JavaScript required) .
↑ Entry on 2,4-dichlorophenol in the ChemIDplus database of the United States National Library of Medicine (NLM), accessed on June 6, 2017.
↑ Entry on 2,4-dichlorophenol 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 ^j Entry on 2,4-dichlorophenol in the GESTIS substance database of the IFA , accessed on January 9, 2019(JavaScript required) .

[2] Entry on 2,4-dichlorophenol in the ChemIDplus database of the United States National Library of Medicine (NLM), accessed on June 6, 2017.

[CLP_100.004.027-3] Entry on 2,4-dichlorophenol 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 .