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Merck

431982

Sigma-Aldrich

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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About This Item

Fórmula empírica (notación de Hill):
C6H2Cl2O2
Número de CAS:
Peso molecular:
176.98
Número CE:
Número MDL:
Código UNSPSC:
12352100
ID de la sustancia en PubChem:
NACRES:
NA.22

Ensayo

98%

mp

122-124 °C (lit.)

cadena SMILES

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

InChI

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

Clave InChI

JCARTGJGWCGSSU-UHFFFAOYSA-N

Categorías relacionadas

Descripción general

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.

Aplicación

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

Pictogramas

Exclamation mark

Palabra de señalización

Warning

Frases de peligro

Clasificaciones de peligro

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

Órganos de actuación

Respiratory system

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

dust mask type N95 (US), Eyeshields, Gloves


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Y I Park et al.
FEBS letters, 444(1), 102-105 (1999-02-26)
Intracellular carbonic anhydrases (CA) in aquatic photosynthetic organisms are involved in the CO2-concentrating mechanism (CCM), which helps to overcome CO2 limitation in the environment. In the green alga Chlamydomonas reinhardtii, this CCM is initiated and maintained by the pH gradient
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
Ben-Zhan Zhu et al.
Proceedings of the National Academy of Sciences of the United States of America, 104(10), 3698-3702 (2007-03-16)
The metal-independent decomposition of organic hydroperoxides and the formation of organic alkoxyl radicals in the absence or presence of halogenated quinones were studied with electron spin resonance (ESR) and the spin-trapping agent 5,5-dimethyl-1-pyrroline N-oxide (DMPO). We found that 2,5-dichloro-1,4-benzoquinone (DCBQ)
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
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

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