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Merck

431982

2,6-Dichloro-1,4-benzoquinone

98%

Sinónimos:

2,6-Dichloro-2,5-cyclohexadiene-1,4-dione, 2,6-Dichloro-p-benzoquinone, 2,6-Dichlorobenzoquinone, 2,6-Dichloroquinone

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Fórmula empírica (notación de Hill):
C6H2Cl2O2
Número CAS:
Peso molecular:
176.98
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
211-810-0
MDL number:
Assay:
98%
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Quality Level

assay

98%

mp

122-124 °C (lit.)

SMILES string

ClC1=CC(=O)C=C(Cl)C1=O

InChI

1S/C6H2Cl2O2/c7-4-1-3(9)2-5(8)6(4)10/h1-2H

InChI key

JCARTGJGWCGSSU-UHFFFAOYSA-N

General description

2,6-Dichloro-1,4-benzoquinone (DCBQ, 2,6-DCBQ) is a halobenzoquinone. Halobenzoquinones are disinfection byproducts (DBPs) found in drinking water. They are capable of producing reactive oxygen species and causing oxidative damage to proteins and DNA in T24 human bladder carcinoma cells. UV-induced transformation of DCBQ in drinking water has been reported. Detection of DCBQ in drinking water by liquid chromatography-ESI tandem mass spectrometry has been reported.

Application

2,6-Dichloro-1,4-benzoquinone is the suitable reagent used to in a study to evaluate the diffusion coefficients (D) for a family of quinones, nitroaromatics, ferrocenes and aromatic hydrocarbon compounds, in acetonitrile by single potential step chronoamperometry. It may be used in the preparation of :
  • 2,3,5-Trichloro-1,4-dihydroquinone
  • 2,3,5-trichloro-1,4-benzoquinone
  • 2,6-Dichloro-1,4-dihydroquinone


pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Clase de almacenamiento

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves



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A A Leontievsky et al.
Biodegradation, 11(5), 331-340 (2001-08-07)
The toxicity of thirteen isomers of mono-, di-, tri- and pentachlorophenols was tested in potato-dextrose agar cultures of the white rot fungi Panus tigrinus and Coriolus versicolor. 2,4,6-Trichlorophenol (2,4,6-TCP) was chosen for further study of its toxicity and transformation in
Yichao Qian et al.
Environmental science & technology, 47(9), 4426-4433 (2013-04-09)
Halobenzoquinones (HBQs) are a group of emerging disinfection byproducts (DBPs) found in treated drinking water. Because the use of UV treatment for disinfection is becoming more widespread, it is important to understand how the HBQs may be removed or changed
N Knoepfle et al.
Biochemistry, 38(5), 1582-1588 (1999-02-04)
The intrinsic chlorophyll protein CP 43, a component of photosystem II (PS II) in higher plants, green algae, and cyanobacteria, is encoded by the psbC gene. Oligonucleotide-directed mutagenesis was employed to introduce mutations into a segment of psbC that encodes