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105953

Sigma-Aldrich

2,4-Dichlorophenol

99%

Synonym(s):

1,3-Dichloro-4-hydroxybenzene, 2,4-DCP, 2,4-Dichlorophenic acid, 4,6-Dichlorophenol

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About This Item

Linear Formula:
Cl2C6H3OH
CAS Number:
Molecular Weight:
163.00
Beilstein:
742467
EC Number:
MDL number:
UNSPSC Code:
12352100
eCl@ss:
39050432
PubChem Substance ID:
NACRES:
NA.22

Assay

99%

form

solid

bp

209-210 °C (lit.)

mp

42-43 °C (lit.)

solubility

methanol: soluble 1g in 10ml
ethanol: soluble 50 mg/mL

SMILES string

Oc1ccc(Cl)cc1Cl

InChI

1S/C6H4Cl2O/c7-4-1-2-6(9)5(8)3-4/h1-3,9H

InChI key

HFZWRUODUSTPEG-UHFFFAOYSA-N

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General description

2,4-Dichlorophenol is anthropogenic organic compound and a common water and soil pollutant. It is precursor required for the synthesis of herbicides:2,4-dichloro- and 2,4,5-trichloro-phenoxyacetic acids and wood preservative: pentachlorophenol.

Application

2,4-Dichlorophenol was used to study the degradative pathway of 2,4-dichlorophenol by Phanerochaete chrysosporium. It was used to study the competitive sorption of anthropogenic organic compounds in soils.

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 4 Oral - Aquatic Chronic 2 - Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

WGK

WGK 3

Flash Point(F)

231.1 °F - closed cup

Flash Point(C)

110.6 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Competitive sorption between 1, 3-dichlorobenzene or 2, 4-dichlorophenol and natural aromatic acids in soil organic matter.
Xing B and Pignatello JJ.
Environmental Science & Technology, 32(5), 614-619 (1998)
K Valli et al.
Journal of bacteriology, 173(1), 345-352 (1991-01-01)
Under secondary metabolic conditions the white rot basidiomycete Phanerochaete chrysosporium mineralizes 2,4-dichlorophenol (I). The pathway for the degradation of 2,4-dichlorophenol (I) was elucidated by the characterization of fungal metabolites and of oxidation products generated by purified lignin peroxidase and manganese
Efstratios Nikolaivits et al.
International journal of molecular sciences, 21(9) (2020-05-13)
2,4-Dichlorophenol (2,4-DCP) is a ubiquitous environmental pollutant categorized as a priority pollutant by the United States (US) Environmental Protection Agency, posing adverse health effects on humans and wildlife. Bioremediation is proposed as an eco-friendly, cost-effective alternative to traditional physicochemical remediation
Xiaoyun Ye et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 831(1-2), 110-115 (2005-12-27)
Breast milk is one possible route of exposure to environmental chemicals, including phenols and chlorinated organic chemicals for breast-fed infants. We developed a highly sensitive method of analyzing breast milk for triclocarban (3,4,4'-trichlorocarbanilide) and eight phenolic compounds: bisphenol A (BPA)
Airton J Luna et al.
Journal of environmental management, 111, 10-17 (2012-07-20)
A highly concentrated aqueous saline-containing solution of phenol, 2,4-dichlorophenoxyacetic acid (2,4-D) and 2,4-dichlorophenol (2,4-DCP) was treated by the photo-Fenton process in a system composed of an annular reactor with a quartz immersion well and a medium-pressure mercury lamp (450 W).

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