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4-Phenylphenol

CAS No.
92-69-3
Chemical Name:
4-Phenylphenol
Synonyms
BIPHENYL-4-OL;P-HYDROXYBIPHENYL;[1,1'-Biphenyl]-4-ol;P-PHENYLPHENOL;4-pp;4-HYDROXYBIPHENYL;4-HYDROXYDIPHENYL;p-Xenol;PARAXENOL;2-DIPHENYLOL
CBNumber:
CB8197379
Molecular Formula:
C12H10O
Molecular Weight:
170.21
MDL Number:
MFCD00002347
MOL File:
92-69-3.mol
MSDS File:
SDS
Last updated:2023-12-25 13:23:17

4-Phenylphenol Properties

Melting point 164-166 °C (lit.)
Boiling point 321 °C (lit.)
Density 1.0149 (rough estimate)
vapor pressure 0Pa at 25℃
refractive index 1.6188 (estimate)
Flash point 330 °F
storage temp. Sealed in dry,Room Temperature
solubility methanol: soluble50mg/mL, clear, colorless
form Flakes
pka 9.55(at 25℃)
color White to slightly yellow
PH 7 (0.7g/l, H2O, 20℃)
Water Solubility 0.7 g/L (20 ºC)
Merck 14,7305
BRN 1907452
Stability Stable. Incompatible with strong oxidizing agents, strong bases, halogens. Combustible.
LogP 3.6 at 25℃
CAS DataBase Reference 92-69-3(CAS DataBase Reference)
Indirect Additives used in Food Contact Substances 4-PHENYLPHENOL
FDA 21 CFR 175.300
EWG's Food Scores 2
FDA UNII 50LH4BZ6MD
NIST Chemistry Reference p-Hydroxybiphenyl(92-69-3)
EPA Substance Registry System 4-Phenylphenol (92-69-3)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS07,GHS09
Signal word  Warning
Hazard statements  H315-H317-H411
Precautionary statements  P261-P264-P272-P273-P280-P302+P352
Hazard Codes  Xi,N
Risk Statements  36/37/38-51/53-38
Safety Statements  26-36/37-61-36
RIDADR  UN3077
WGK Germany  2
RTECS  DV5850000
TSCA  Yes
HazardClass  9
PackingGroup  III
HS Code  29071900
Toxicity LD50 ipr-mus: 150 mg/kg NTIS** AD691-490
NFPA 704
0
2 0

4-Phenylphenol price More Price(26)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 134341 4-Phenylphenol 97% 92-69-3 5g $113 2024-03-01 Buy
Sigma-Aldrich 134341 4-Phenylphenol 97% 92-69-3 100g $260 2024-03-01 Buy
TCI Chemical P0201 4-Phenylphenol >99.0%(GC) 92-69-3 25g $32 2024-03-01 Buy
TCI Chemical P0201 4-Phenylphenol >99.0%(GC) 92-69-3 100g $69 2024-03-01 Buy
Alfa Aesar A10817 4-Phenylphenol, 98% 92-69-3 100g $57.9 2024-03-01 Buy
Product number Packaging Price Buy
134341 5g $113 Buy
134341 100g $260 Buy
P0201 25g $32 Buy
P0201 100g $69 Buy
A10817 100g $57.9 Buy

4-Phenylphenol Chemical Properties,Uses,Production

Chemical properties

P-phenyl phenol appears as a white flake solid; being tasteless; mp:159 ~ 160 ℃; pure product has a mp of 166 ℃, a bp of 323 ℃, a relative density of 1.24. It is almost insoluble in water, but easily soluble in organic solvents such as alcohol, ketone and ether and alkaline solution.

Uses

Biphenol, also known as p-phenyl phenol, is the intermediates of the fungicide bitertanol.It is used in the synthesis of oil-soluble resin and emulsifier; used as a component of corrosion-resistant paint, printing and dyeing carrier. P-hydroxybiphenyl synthesized red light enhancement and green light enhancement materials are one of the main raw materials for color films and are also used as analytical reagents.

Production Methods

Two methods for the preparation of p-hydroxybiphenyl.
Separation of byproducts of phenol production by sulfonation method
Distillation of by-products of phenol production by sulfonation, the residue contains p-phenylphenol and o-phenylphenol, the residue is first heated, distilled by vacuum, the vacuum is controlled at 53.3 ~ 66.7 kPa, the temperature gradually increases from 65 ~ 75 ℃ to more than 100 ℃, but not more than 135 ℃, and then use the different solubility of o- and para-phenylphenol in trichloroethylene for separation, that is, the mixed phenyl Phenylphenol is heated and dissolved in trichloroethylene, and the crystals of para-phenylphenol are precipitated by cooling, and the product is obtained by filtering and drying.
Biphenyl sulfonation alkali fusion method
The biphenyl is dissolved in acetic acid, sulfonated with sulfur trioxide, and the sulfonated product is separated and formed into salt with 20% NaOH aqueous solution, and then alkali melted with solid NaOH at 100-350℃, and then acidified to obtain the product.

Chemical Properties

light tan solid (odour threshold detection limit 0.7 ppm)

Uses

4-Phenylphenol is an intermediate for the production of varnish resins and nonionogenic emulsifiers which are used in the plant protection,polyurethane, and dyeing sectors.

Uses

Fluorescence and phosphorescence quantum yields and fluorescence and phosphorescence lifetimes were obtained for 4-phenylphenol adsorbed on filter paper with either NaCl, NaBr, or NaI at 296 and 93 K. The solid-surface fluorescence and phosphorescence quantum yield values and phosphorescence lifetime values were obtained for p-aminobenzoic acid (PABA) and 4-phenylphenol adsorbed on α-cyclodextrin/NaCl mixtures. 4-Phenylphenol is used as an antioxidant and is a potential EDC.

Preparation

4-phenylphenol synthesis: Add to a 50 ml round-bottom flask, in this order, 122 mg of phenylboronic acid, 414 mg of potassium carbonate, 220 mg of 4-iodophenol, and 10 ml of deionized water. Weigh in a suitably sized container 3 mg Pd on C 10%, add 1 ml of deionized water, and stir gently by hand to form a slurry that is then transferred to the reaction flask.
synthesis of 4-phenylphenol
Couple the flask to a water-jacketed condenser, and reflux the mixture on a hot plate with a magnetic stirrer vigorously for 30 min (until a precipitate appears). After this time, switch off the plate and allow to cool to r.t. Add HCl 2 M to an acidic pH (check with indicator paper). Separate the resulting solid, still containing the catalyst, by filtering with a Hirsch funnel. Wash the solid with 10 ml of water. Then, in a Hirsch funnel, add 10 ml of MeOH, and collect the filtrate in a clean container. Add to the resulting MeOH solution 10 ml of deionized water to obtain the precipitate of the product. Purify by recrystallization, heating in a water bath container with the precipitate and the MeOH/H2O mixture. If necessary, add 1 to 2 ml more of hot MeOH, to finish dissolving the solid. Filter under vacuum with a Hirsch funnel, air dry the solid (can recover the next day). Weigh and calculate the yield.

Definition

ChEBI: 4-Phenylphenol is a member of the class of hydroxybiphenyls that is biphenyl carrying a hydroxy group at position 4.

Synthesis Reference(s)

Tetrahedron, 40, p. 4981, 1984 DOI: 10.1016/S0040-4020(01)91336-5
Tetrahedron Letters, 36, p. 125, 1995 DOI: 10.1016/0040-4039(94)02191-D

General Description

4-Phenylphenol undergoes enzymatic polymerization and polymer developed is characterized by matrix-assisted laser desorption ionization time-of-flight mass spectrometry. It is the intermediate in manufacture of 4-alkyl substituted phenol-formaldehyde resins.

Safety Profile

Acute poison by intraperitonealroute. Questionable carcinogen with experimentalcarcinogenic and tumorigenic data. When heated todecomposition it emits acrid, irritating fumes.

Purification Methods

Crystallise the phenol from aqueous EtOH, *C6H6, and dry it in a vacuum over CaCl2 [Buchanan et al. J Am Chem Soc 108 7703 1986]. [Beilstein 6 IV 4600.]

1591-31-7
92-69-3
Synthesis of 4-Phenylphenol from 4-Iodobiphenyl
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View Lastest Price from 4-Phenylphenol manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
4-Phenylphenol pictures 2023-12-26 4-Phenylphenol
92-69-3
US $100.00-1.00 / KG 1KG 99% g-kg-tons, free sample is available Henan Fengda Chemical Co., Ltd
4-Phenylphenol pictures 2023-10-19 4-Phenylphenol
92-69-3
US $0.00 / KG 1KG 99% 50000KG/month Hebei Mojin Biotechnology Co., Ltd
4-Phenylphenol pictures 2023-10-09 4-Phenylphenol
92-69-3
US $100.00-42.00 / kg 4kg 0.99 7 tons Hebei Yanxi Chemical Co., Ltd.
  • 4-Phenylphenol pictures
  • 4-Phenylphenol
    92-69-3
  • US $100.00-1.00 / KG
  • 99%
  • Henan Fengda Chemical Co., Ltd
  • 4-Phenylphenol pictures
  • 4-Phenylphenol
    92-69-3
  • US $0.00 / KG
  • 99%
  • Hebei Mojin Biotechnology Co., Ltd
  • 4-Phenylphenol pictures
  • 4-Phenylphenol
    92-69-3
  • US $100.00-42.00 / kg
  • 0.99
  • Hebei Yanxi Chemical Co., Ltd.
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