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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:
120-83-2
Molecular Weight:
163.00
Beilstein:
742467
EC Number:
204-429-6
MDL number:
MFCD00002169
UNSPSC Code:
12352100
eCl@ss:
39050432
PubChem Substance ID:
24846717
NACRES:
NA.22

Quality Level

200

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

functional group

chloro

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

H302,H311,H314,H411

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
Anwei Chen et al.
Chemosphere, 109, 208-212 (2014-02-18)
In this study, the H2S donor, sodium hydrosulfide (NaHS) was used to pretreat Phanerochaete chrysosporium in order to improve its ability to degrade 2,4-dichlorophenol (2,4-DCP). When pretreated with 100μM NaHS, P. chrysosporium was able to degrade 2,4-DCP completely in 24h
Jiang Xu et al.
Journal of hazardous materials, 244-245, 628-636 (2012-11-28)
The Pd/FeFe(3)O(4) nanocomposites showed higher dechlorination efficiency of 2,4-dichlorophenol (2,4-DCP) rather than bare Pd/Fe nanoparticles in the batch dechlorination experiments. nFe(3)O(4) provided a convenient way to recycle the nanocomposites with an external magnetic field and significantly enhanced 2,4-DCP dechlorination. 2.0
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