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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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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)
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)
F O Bryant et al.
Applied and environmental microbiology, 57(8), 2293-2301 (1991-08-01)
The reductive dechlorination of pentachlorophenol (PCP) was investigated in anaerobic sediments that contained nonadapted or 2,4- or 3,4-dichlorophenol (DCP)-adapted microbial communities. Adaptation of sediment communities increased the rate of conversion of 2,4- or 3,4-DCP to monochlorophenols (CPs) and eliminated the
J H Carey et al.
Canadian journal of physiology and pharmacology, 62(8), 971-975 (1984-08-01)
The disappearance rates of 2,4- and 3,4-dichlorophenol in a small stream were studied and were shown to be first order with respect to either distance or time of flow. Both chlorophenols disappeared at approximately the same rate with average half-lives
Julien Michel et al.
Journal of the American Chemical Society, 131(18), 6356-6357 (2009-05-07)
There is great interest in molecules capable of inhibiting the interactions between p53 and its negative regulators hDM2 and hDMX, as these molecules have validated potential against cancers in which one or both oncoproteins are overexpressed. We reported previously that
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