4-Hydroxybiphenyl

170.21

170.21

1907452

202-179-2

50LH4BZ6MD

1858

DTXSID7021152

NEARLY WHITE CRYSTALS|NEEDLES OR PLATES FROM DILUTE ALCOHOL|White flakes

29071900

20.2

3.2

White to slightly yellow Flakes

127 g/cm³ @ Temp: 25 °C

164-165 °C

305-308 °C

330 °F

1.605

H2O: 0.7 g/L (20 ºC);methanol: soluble 50mg/mL, clear, colorless

0-6°C

Peritoneal-mouse LD50; 150 mg/kg

Flammable; burning produces irritating fumes

pKa = 9.5

III

9

UN3077

2

36/37/38-51/53-38

26-36/37-61-36

DV5850000

Xi,N

Treasury is ventilated, low temperature and dry; stored separately from food materials

Stable. Incompatible with strong oxidizing agents, strong bases, halogens. Combustible.

P273

H315-H411

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

|Warning|H315 (98.31%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P273, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P391, P403+P233, P405, and P501|Aggregated GHS information provided by 118 companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

4-Hydroxybiphenyl was measured in a standard reference diesel particulate sample (NBS 1650) at unreported concentrations(1).

highly toxic

4-Hydroxybiphenyl is formed as a reaction product from the photolysis of 4-chlorobiphenol in water(1).

4-Hydroxybiphenyl's production and use in the manufacture of dyes and resins, rubber chemicals, fungicide(1) and nonionogenic emulsifiers(2) may result in its release to the environment through various waste streams(SRC).

TERRESTRIAL FATE: Based on a recommended classification scheme(1), an estimated Koc value of 1300(SRC), determined from a measured log Kow(2) and a recommended regression-derived equation(3), indicates that 4-hydroxybiphenyl will have low mobility in soil(SRC). Based on limited data, 4-hydroxybiphenyl may be resistant to biodegradation under aerobic conditions(SRC). 4-Hydroxybiphenyl at 30 mg/L was inoculated with activated sludge; over 4 weeks, 0% of the theoretical BOD was obtained(4). A pure Pseudomonas culture, however, was able to utilize 4-hydroxybiphenyl as a sole carbon source(5). 4-Hydroxybiphenyl's values for vapor pressure(6) and Henry's Law constant(7,SRC) indicate that volatilization from dry and moist soil surfaces is not likely to be a major fate process for this compound(SRC).|AQUATIC FATE: Based on a recommended classification scheme(1), an estimated Koc value of 1300(SRC), determined from a measured log Kow(2) and a recommended regression-derived equation(3), indicates that 4-hydroxybiphenyl may adsorb to suspended solids and sediment(SRC) in the water column. Based on limited data, 4-hydroxybiphenyl may be resistant to biodegradation under aerobic conditions(SRC). 4-Hydroxybiphenyl at 30 mg/l was inoculated with activated sludge; over 4 weeks, 0% of the theoretical BOD was obtained(4). A pure Pseudomonas culture, however, was able to utilize 4-hydroxybiphenyl as a sole carbon source(5). 4-Hydroxybiphenyl is not expected to volatilize from water surfaces based on an estimated Henry's Law constant of 5.2X10-8 atm-cu m/mole(SRC), developed using a fragment constant estimation method(6). BCF values of 30-57, measured in orange-red killifish(4), suggest that 4-hydroxybiphenyl will bioconcentrate in aquatic organisms(SRC).|ATMOSPHERIC FATE: According to a suggested classification scheme(1), an estimated vapor pressure of 1.8X10-5 mm Hg at 25 °C(2,SRC) indicates that 4-hydroxybiphenyl will exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase 4-hydroxybiphenyl is degraded in the atmosphere by reaction with photochemically produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be about 6 hours(3,SRC). Particulate-phase 4-hydroxybiphenyl may be physically removed from the air by wet and dry deposition(SRC).

The rate constant for the vapor-phase reaction of 4-hydroxybiphenyl with photochemically produced hydroxyl radicals has been estimated as 2.7X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1,SRC). This corresponds to an atmospheric half-life of about 6 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1,SRC). 4-Hydroxybiphenyl has a measured pKa of 9.55, indicating that under most environmental conditions this compound will exist mainly as the non-dissociated form(2). The quantum yield of photoxidation for 4-hydroxybiphenyl in water, using a sensitizer, was measured as 0.09, suggesting that this compound may photodegrade under environmental conditions(3). 4-Hydroxybiphenyl has measured pseudo-first-order rate constants of 0.90, <0.076, and 0.72/hr for the dark reaction with MnOx, direct photolysis without MnOx, and the reaction with MnOx in sunlight, respectively at pH 4.2(4). This indicates that sunlight does not enhance the rate of the oxidation reaction between MnOx and 4-hydroxybiphenyl(4).

38.90|Measured BCF values of 30-48 and 39-57 were determined in orange-red killifish following a 48 hour exposure period to 2 and 20 ug/L 4-hydroxybiphenyl, respectively(1). According to a recommended classification scheme(2), these BCF values suggest that bioconcentration in aquatic organisms is moderate, not high(SRC).

The Koc of 4-hydroxybiphenyl is estimated as approximately 1300(SRC), using a measured log Kow of 3.20(1) and a regression-derived equation(2,SRC). According to a recommended classification scheme(3), this estimated Koc value suggests that 4-hydroxybiphenyl has low mobility in soil(SRC).

The Henry's Law constant for 4-hydroxybiphenyl is estimated as 5.2X10-8 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This value indicates that 4-hydroxybiphenyl will be essentially nonvolatile from water surfaces(2,SRC). 4-Hydroxybiphenyl's values for vapor pressure(3) and Henry's Law constant(1,SRC) indicate that volatilization from dry and moist soil surfaces is not likely to be a major fate process for this compound(SRC).

SURFACE WATER: Six sampling sites in the Lee Valley Catchment Area, England, contained 4-hydroxybiphenyl at low concentrations (generally <0.1 ug/l)(1). Finished drinking water from a source river (sampled 12/79) contained 4-hydroxybiphenyl at unreported concentrations(2).|GROUNDWATER: Finished drinking water from a groundwater source (sampled 12/79) contained 4-hydroxybiphenyl at unreported concentrations(1).

The general population may be exposed to this compound by ingestion of contaminated drinking water, infalation of air and dermal contact with products containing this compound. (SRC)

RAT OR RABBIT LIVER HOMOGENATE OR MICROSOMES FORMED AS THE ONLY METABOLITE 4-HYDROXYBIPHENYL. THIS WAS ALSO THE ONLY SIGINIFICANT BIPHENYL METABOLITE IN ACID-HYDROLYZED RATS URINE.|BIPHENYL 2- & 4-HYDROXYLASE ACTIVITIES & CYTOCHROME P450 CONCN IN MICROSOMES WERE INCR BY ORAL DOSES OF LESS THAN 1 UG TCDD (2,3,7,8-TETRACHLORODIBENZO-P-DIOXIN, A CONTAMINANT OF HERBICIDE 2,4,5-T)/KG.|THE ORDER OF PREFERENCE FOR POSITION OF HYDROXYLATION OF BIPHENYL BY LIVER MICROSOMES OF RATS, RABBITS, & GUINEA PIGS WAS 4-, 3-, 2-. AFTER FEEDING BIPHENYL TO RABBITS & MICE, GLUCURONIDES OF HYDROXYLATED METABOLITES WERE FOUND IN THE URINE.|4-HYDROXYBIPHENYL & 2-HYDROXYBIPHENYL CAN EXIST IN NATURE AS FUNGAL METABOLITES OF BIPHENYL.|For more Metabolism/Metabolites (Complete) data for 4-HYDROXYBIPHENYL (14 total), please visit the HSDB record page.|4-Phenylphenol has known human metabolites that include (2S,3S,4S,5R)-3,4,5-Trihydroxy-6-(4-phenylphenoxy)oxane-2-carboxylic acid.

0.15 Days

The cytotoxic effects of biphenyl (BP) and its hydroxylated derivatives, o-phenylphenol (OPP), m-phenylphenol (MPP) and p-phenylphenol PPP) ... were investigated in freshly isolated rat hepatocytes. OPP, MPP and PPP, at concn of 0.75 mM, resulted in the loss of intracellular ATP, glutathione (GSH) and protein thiols, causing cell death. OPP epoxide and BP were less toxic than the OPP isomers. MPP or PPP compared with OPP caused serious impairments in oxidative phosphorylation in mitochondria isolated from rat liver. ... These results indicate that the addition of a hydroxyl group to the aromatic ring of BP enhances BP induced cytotoxicity and that the mitochondria are a common target of OPP isomers and other BP derivatives. In addition, the para- or meta-hydroxyl groups rather than the ortho-hyroxyl group incr the toxicity. ...

MODERATELY TOXIC BY INGESTION.

4-hydroxybiphenyl

Plastic material and resin manufacturing|[1,1'-Biphenyl]-4-ol: ACTIVE

BIPHENYL & ITS HYDROXYLATED DERIVATIVES WERE SEPARATED & ASSAYED BY HIGH-PRESSURE LIQUID CHROMATOGRAPHY.|THE MINIMUM QUANTITY MEASURED BY HIGH-PRESSURE LIQ CHROMATOGRAPHY WAS 0.02 NMOL FOR 4-HYDROXYBIPHENYL; 0.75 NMOL BY GAS LIQ CHROMATOGRAPHY FOR HYDROXYLATED BIPHENYLS.|RATS TREATED WITH BIPHENYL EXCRETED 4-HYDROXYBIPHENYL IN THEIR URINE, & DANSYL DERIVATIVE WAS POSITIVELY IDENTIFIED BY THIN-LAYER CHROMATOGRAPHY FOLLOWED BY FLUORESCENCE & MASS SPECTROMETRY.|THE PHENOLIC METABOLITES OF BIPHENYL, INCL 4-HYDROXYBIPHENYL, IN URINE OF GUINEA PIGS & RABBITS WERE QUALITATIVELY & QUANTITATIVELY ANALYZED BY COMBINED GAS CHROMATOGRAPHY/MASS SPECTROMETRY & GAS CHROMATOGRAPHY RESPECTIVELY.