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D70406

Sigma-Aldrich

3,4-Dichlorophenol

99%

Synonym(s):

3,4-DCP

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About This Item

Linear Formula:
Cl2C6H3OH
CAS Number:
95-77-2
Molecular Weight:
163.00
Beilstein/REAXYS Number:
1907693
EC Number:
202-450-5
MDL number:
MFCD00002258
UNSPSC Code:
12352100
PubChem Substance ID:
24894075
NACRES:
NA.22

Quality Level

200

assay

99%

form

crystals

bp

~253 °C (lit.)

mp

65-67 °C (lit.)

SMILES string

Oc1ccc(Cl)c(Cl)c1

InChI

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

InChI key

WDNBURPWRNALGP-UHFFFAOYSA-N

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Application

3,4-Dichlorophenol (3,4-DCP) is used in the synthesis of (Z)-5-arylmethylidene rhodanines as anti-methicillin-resistant Staphylococcus aureus (MRSA) agent. It can also be used in the preparation of 2-(3,4-dichlorophenoxy)-N-(2-morpholin-4-ylethyl)acetamide for the treatment of inflammatory pain.

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Skin Irrit. 2

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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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Discovery of 2-(3, 4-dichlorophenoxy)-N-(2-morpholin-4-ylethyl) acetamide: A selective ?1 receptor ligand with antinociceptive effect.
Navarrete-Vazquez G, et al.
Biomedicine and Pharmacotherapy, 79(20), 284-293 (2016)
The synthesis and SAR study of phenylalanine-derived (Z)-5-arylmethylidene rhodanines as anti-methicillin-resistant Staphylococcus aureus (MRSA) compounds.
Patel BA, et al.
Bioorganic & Medicinal Chemistry Letters, 23(20), 5523-5527 (2013)
Roberto Andreozzi et al.
Water research, 45(5), 2038-2048 (2011-01-22)
Chlorophenols are used worldwide as broad-spectrum biocides and fungicides. They have half-life times in water from 0.6 to 550 h and in sediments up to 1700 h and, due to their numerous origins, they can be found in wastewaters, groundwaters
P Larsson et al.
Applied and environmental microbiology, 54(7), 1864-1867 (1988-07-01)
The microbial degradation of a number of 14C-labeled, recalcitrant, aromatic pollutants, including trichloroguaiacol and di-, tri-, and pentachlorophenol, was investigated in aquatic model systems in the laboratory. Natural, mixed cultures of microorganisms in the water from a brown-water lake with
J Notenboom et al.
Ecotoxicology and environmental safety, 24(2), 131-143 (1992-10-01)
Acute static toxicity experiments have been performed under normoxic and hypoxic conditions. The test animals used were adults of the groundwater-adapted copepod Parastenocaris germanica. The animals originated from a sandy, gravelly phreatic aquifer of the Meuse valley in The Netherlands.
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