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Merck
CN

227811

2-Phenylhydroquinone

97%

Synonym(s):

2,5-Biphenyldiol, 2,5-Dihydroxybiphenyl

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About This Item

Linear Formula:
C6H5C6H3(OH)2
CAS Number:
Molecular Weight:
186.21
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
214-091-1
Beilstein/REAXYS Number:
1949429
MDL number:
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Product Name

2-Phenylhydroquinone, 97%

InChI key

XCZKKZXWDBOGPA-UHFFFAOYSA-N

InChI

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

SMILES string

Oc1ccc(O)c(c1)-c2ccccc2

assay

97%

mp

98-100 °C (lit.)

functional group

phenyl

Quality Level

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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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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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
K Ushiyama et al.
Carcinogenesis, 13(8), 1469-1473 (1992-08-01)
[U-14C]o-Phenylphenol (OPP) was found to bind covalently to calf thymus DNA during a 60 min incubation in the presence of microsomes, but not in their absence, indicating that metabolic conversion of the parent compound, OPP, to an activated form is
Y Nakagawa et al.
Cancer letters, 101(2), 227-232 (1996-03-29)
The induction of 8-hydroxy-2'-deoxyguanosine (8-OHdG), an index of oxidative DNA modification, was investigated in CHO-K1 cells exposed to phenyl-hydroquinone (PHQ), a major metabolite of ortho-phenylphenol (OPP), an antimicrobial. Addition of PHQ at a concentration of 50 microM to CHO cell
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

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