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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:
1907693
EC Number:
202-450-5
MDL number:
MFCD00002258
UNSPSC Code:
12352100
PubChem Substance ID:
24894075
NACRES:
NA.22

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

Signal Word

Danger

Hazard Statements

H302,H315,H318

Hazard Classifications

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

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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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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