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105953

Sigma-Aldrich

2,4-Dichlorophenol

99%

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Synonym(s):
1,3-Dichloro-4-hydroxybenzene, 2,4-DCP, 2,4-Dichlorophenic acid, 4,6-Dichlorophenol
Linear Formula:
Cl2C6H3OH
CAS Number:
Molecular Weight:
163.00
Beilstein/REAXYS Number:
742467
EC Number:
MDL number:
UNSPSC Code:
12352100
eCl@ss:
39050432
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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.

signalword

Danger

Hazard Classifications

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

wgk_germany

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges, type P3 (EN 143) respirator cartridges


Certificates of Analysis (COA)

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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
Santiago Gómez-Quero et al.
Nanotechnology, 23(29), 294002-294002 (2012-06-30)
Catalytic hydrodechlorination (HDC) is an effective means of detoxifying chlorinated waste. Gold nanoparticles supported on Fe(3)O(4) have been tested in the gas phase (1 atm, 423 K) HDC of 2,4-dichlorophenol. Two 1% w/w supported gold catalysts have been prepared by:
M A Crespín et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 773(2), 89-96 (2002-05-29)
A rapid flow system for automatic sample conditioning for the determination of phenol compounds in human urine has been developed and optimised. Free phenols are detected directly in urine samples while total phenols require acid hydrolysis to convert their conjugate

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