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:
Assay:
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
signalword
Warning
hcodes
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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E S Kwok et al.
Chemical research in toxicology, 10(7), 742-749 (1997-07-01)
o-Phenylphenol (OPP) and its sodium salt (SOPP) are broad spectrum fungicides and antibacterials to which humans are frequently exposed. Both OPP and SOPP have been found to cause cancer in the urinary bladder of male F344 rats at high doses
P Henschke et al.
Archives of toxicology, 73(10-11), 607-610 (2000-02-09)
Incubation of the o-phenylphenol (OPP) metabolites, o-phenylhydroquinone (PHQ) and o-phenylbenzoquinone (PBQ) with V 79 Chinese hamster cells led to a significant enhancement of the amount of 8-hydroxy-2'-deoxyguanosine (8-OH-dG) in nuclear DNA. With OPP no distinct induction of this lesion could
P Kolachana et al.
Carcinogenesis, 12(1), 145-149 (1991-01-01)
o-Phenylphenol (OPP) and its sodium salt sodium ortho-phenylphenate (NaOPP) are broad spectrum fungicides and antibacterial agents. Both are urinary bladder and renal carcinogens in the Fischer 344 rat. OPP is converted by mixed-function oxidases in the liver to phenylhydroquinone (PHQ).
S Tayama et al.
Mutation research, 324(3), 121-131 (1994-07-01)
Phenylhydroquinone (PHQ), a metabolite of o-phenylphenol (OPP), is easily autoxidized to phenylbenzoquinone (PBQ) via the semiquinone (phenylsemiquinone, PSQ) with concomitant production of superoxide anion radicals (O2-.). We have used scavengers of active oxygen species to examine whether or not O2-.
G D Johnson et al.
Journal of agricultural and food chemistry, 49(5), 2497-2502 (2001-05-23)
Sodium orthophenylphenate (SOPP) has been used extensively for >40 years to control postharvest diseases of citrus fruits. Studies of the metabolism of [(14)C]SOPP have identified orthophenylphenol (OPP) as the major metabolite with phenylhydroquinone (PHQ) as a minor metabolite. The whole-fruit
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