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Merck

480487

Sigma-Aldrich

2,5-Dichlorohydroquinone

98%

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About This Item

Fórmula lineal:
Cl2C6H2(OH)2
Número de CAS:
Peso molecular:
179.00
Número CE:
Número MDL:
Código UNSPSC:
12352100
ID de la sustancia en PubChem:

Ensayo

98%

mp

168-171 °C (lit.)

cadena SMILES

Oc1cc(Cl)c(O)cc1Cl

InChI

1S/C6H4Cl2O2/c7-3-1-5(9)4(8)2-6(3)10/h1-2,9-10H

Clave InChI

AYNPIRVEWMUJDE-UHFFFAOYSA-N

Descripción general

2,5-Dichlorohydroquinone (2,5-DCHQ) is a hydroquinone derivative that can be synthesized by reducing 2,5-dichloroquinone using sodium dithionite (Na2S2O4). The kinetics of the reaction of 2,5-DCHQ and N-phenyl-1,4-benzoquinonemonoimine has been studied.[1] The transformation of 2,5-DCHQ to 2-chloromaleylacetate using PcpA (Pcp = pentachlorophenol) protein, isolated from Escherichia coli has been investigated.[2] It is reported to be the degradation product of 2,4,5-trichlorophenoxyacetic acid[3][4] and γ-hexachlorocyclohexane.[5]

Pictogramas

Corrosion

Palabra de señalización

Danger

Frases de peligro

Clasificaciones de peligro

Eye Dam. 1 - Skin Corr. 1B

Código de clase de almacenamiento

8A - Combustible corrosive hazardous materials

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

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


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C Klos et al.
Xenobiotica; the fate of foreign compounds in biological systems, 24(10), 965-976 (1994-10-01)
1. The metabolism of 1,4-dichlorobenzene has been studied in the male and female Fisher 344 rat over 72 h after oral administration of 14C-1,4-dichlorobenzene (900 mg = 96.8 microCi/kg). No covalent binding of radioactivity could be detected in samples of
Y Nagata et al.
Journal of bacteriology, 176(11), 3117-3125 (1994-06-01)
In Pseudomonas paucimobilis UT26, gamma-hexachlorocyclohexane (gamma-HCH) is converted to 2,5-dichloro-2,5-cyclohexadiene-1,4-diol (2,5-DDOL), which is then metabolized to 2,5-dichlorohydroquinone. Here, we isolated from the genomic library of UT26 two genes which expressed 2,5-DDOL dehydrogenase activity when they were transformed into P. putida
R A Haugland et al.
Applied and environmental microbiology, 56(5), 1357-1362 (1990-05-01)
Combined cell suspensions of the 2,4,5-trichlorophenoxyacetic acid (2,4,5-T)-metabolizing organism Pseudomonas cepacia AC1100, and the 2,4-dichlorophenoxyacetic acid (2,4-D)-metabolizing organism Alcaligenes eutrophus JMP134 were shown to effectively degrade either of these compounds provided as single substrates. These combined cell suspensions, however, poorly
S Oikawa et al.
Carcinogenesis, 17(12), 2733-2739 (1996-12-01)
p-Dichlorobenzene (p-DCB) has been reported to be carcinogenic for rodents, although it does not seem to be mutagenic in bacterial test systems. In this study, the mechanism of DNA damage by metabolites of p-DCB in the presence of metals was
K Miyauchi et al.
Journal of bacteriology, 180(6), 1354-1359 (1998-03-27)
Sphingomonas (formerly Pseudomonas) paucimobilis UT26 utilizes gamma-hexachlorocyclohexane (gamma-HCH), a halogenated organic insecticide, as a sole carbon and energy source. In a previous study, we showed that gamma-HCH is degraded to 2,5-dichlorohydroquinone (2,5-DCHQ) (Y. Nagata, R. Ohtomo, K. Miyauchi, M. Fukuda

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