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343382

Sigma-Aldrich

2-Chloro-1,4-benzoquinone

95%

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About This Item

Empirical Formula (Hill Notation):
C6H3ClO2
CAS Number:
Molecular Weight:
142.54
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

assay

95%

SMILES string

ClC1=CC(=O)C=CC1=O

InChI

1S/C6H3ClO2/c7-5-3-4(8)1-2-6(5)9/h1-3H

InChI key

WOGWYSWDBYCVDY-UHFFFAOYSA-N

General description

2-Chloro-1,4-benzoquinone is a quinone derivative. It is one of the intermediate formed during the degradation of 3,4-dichloroaniline in a dielectric barrier discharge plasma reactor. It is formed during lignin peroxidase catalyzed oxidation of 2-chloro-1,4-dimethoxybenzene. 2-Chloro-1,4-benzoquinone on dechlorination yields 1,2,4-trihydroxybenzene.

Application

2-Chloro-1,4-benzoquinone may be used in the preparation of chloro derivatives of prenylnaphthohydroquinone.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

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)

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Aurora Molinari et al.
Bioorganic & medicinal chemistry, 13(11), 3841-3846 (2005-06-21)
From the Diels-Alder adduct between alpha-myrcene and 2-chloro-1,4-benzoquinone, a family of chloro derivatives of prenylnaphthohydroquinone have been synthesised and evaluated for their cytotoxicity against 14 neoplastic cell lines.
Emily N Vebrosky et al.
Journal of agricultural and food chemistry, 67(27), 7609-7615 (2019-07-02)
Shallow water systems are uniquely susceptible to environmental processes such as photolysis and hydrolysis that can influence the dissipation of pesticides into sediments. The fungicide dicloran has previously been shown to undergo photolysis and is reported to dissipate in soils
An ecologically effective water treatment technique using electrochemically generated hydroxyl radicals for in situ destruction of organic pollutants: Application to herbicide 2, 4-D.
Oturan MA.
J. Appl. Electrochem., 30(4), 475-482 (2000)
R Grey et al.
Journal of basic microbiology, 38(5-6), 371-382 (1999-01-01)
The white-rot fungus Trametes versicolor was used to study the influence of extracellular laccase activity on the degradation of 2-chlorophenol (2-CP) and the formation of metabolites under conditions, characterized by the absence of other phenol-oxidizing enzymes. 2-CP enhanced the production
P J Teunissen et al.
Archives of biochemistry and biophysics, 360(2), 233-238 (1998-12-16)
2-Chloro-1,4-dimethoxybenzene (2Cl-1,4-DMB) oxidation by lignin peroxidase (LiP) proceeds via the formation of the 2Cl-1,4-DMB cation radical as indicated by ESR and UV/vis spectroscopy. The products of the LiP-catalyzed oxidation of 2Cl-1,4-DMB were identified as 2-chloro-1,4-benzoquinone and the dimers dichlorotetramethoxybiphenyl and

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