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Merck

227811

Sigma-Aldrich

2-Phenylhydroquinone

97%

Sinónimos:

2,5-Biphenyldiol, 2,5-Dihydroxybiphenyl

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About This Item

Fórmula lineal:
C6H5C6H3(OH)2
Número de CAS:
Peso molecular:
186.21
Beilstein/REAXYS Number:
1949429
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

97%

mp

98-100 °C (lit.)

functional group

phenyl

SMILES string

Oc1ccc(O)c(c1)-c2ccccc2

InChI

1S/C12H10O2/c13-10-6-7-12(14)11(8-10)9-4-2-1-3-5-9/h1-8,13-14H

InChI key

XCZKKZXWDBOGPA-UHFFFAOYSA-N

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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


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M Murata et al.
Carcinogenesis, 20(5), 851-857 (1999-05-20)
ortho-Phenylphenol (OPP) and its sodium salt, which are used as fungicides and antibacterial agents, have been found to cause carcinomas in the urinary tract of rats. To clarify the carcinogenic mechanism of OPP, we compared the DNA damage inducing ability
R Sietmann et al.
Archives of microbiology, 174(5), 353-361 (2000-01-11)
Hydroxylation of biphenyl by the dibenzofuran-degrading yeast Trichosporon mucoides SBUG 801 was studied. Glucose-grown cells degraded 40% of the biphenyl added within the first 24 h of incubation. The first step in the biotransformation pathway was the monohydroxylation of the
Kuniaki Tayama et al.
Pigment cell research, 15(6), 447-453 (2002-11-28)
The effects of o-phenylphenol (OPP) and its metabolite, phenylhydroquinone (PHQ) on the skin of JY-4 black guinea-pigs were studied. Topical application of 1 or 5% PHQ on the black skin of the back caused marked depigmentation and hypopigmentation of the
Ayumi Yamamoto et al.
The FEBS journal, 275(22), 5733-5744 (2008-10-31)
Recently, we have shown that phenyl hydroquinone, a hepatic metabolite of the Ames test-negative carcinogen o-phenylphenol, efficiently induced aneuploidy in Saccharomyces cerevisiae. We further found that phenyl hydroquinone arrested the cell cycle at G(1) and G(2)/M. In this study, we
David Brusick
Environmental and molecular mutagenesis, 45(5), 460-481 (2005-02-17)
Ortho-phenylphenol (OPP) and its sodium salt (SOPP) are commercial products that have wide human exposure and have been shown in several studies to be rodent carcinogens. Genetic toxicology data were assessed in an attempt to understand the carcinogenic mode of

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