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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/REAXYS Number:
742467
EC Number:
204-429-6
MDL number:
MFCD00002169
UNSPSC Code:
12352100
eCl@ss:
39050432
PubChem Substance ID:
24846717
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

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.

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Danger

Hazard Classifications

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

Storage Class

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

wgk_germany

WGK 3

flash_point_f

231.1 °F - closed cup

flash_point_c

110.6 °C - closed cup

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCD7817
BCBZ6787
BCBT6806
BCBQ2605V
BCBJ8113V

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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
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)
Yongchun Lu et al.
Nanoscale, 4(20), 6393-6400 (2012-09-07)
A visible-light-active ZnO photocatalyst system in the presence of manganese ions (Mn/ZnO) was prepared via a simple and rapid approach. XRD, XPS, Raman scattering and UV-Vis DRS confirmed the manganese exists in multivalent forms (Mn(3+)/Mn(2+)) in the ZnO lattice, furthermore
M Concetta Tomei et al.
New biotechnology, 30(1), 44-50 (2012-08-08)
The applicability of a sequencing batch two phase partitioning bioreactor (TPPB) to the biodegradation of a highly toxic compound, 2,4-dichlorophenol (DCP) (EC(50)=2.3-40 mgL(-1)) was investigated. A kinetic study of the individual process steps (DCP absorption into the polymer, desorption and
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
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