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Merck
CN

227811

Sigma-Aldrich

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
Beilstein:
1949429
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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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

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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
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
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
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
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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