424625

4-Phenylphenol

purified by sublimation, 99%

• Synonym(s): 4-Hydroxybiphenyl
• Linear Formula: C₆H₅C₆H₄OH
• CAS Number: 92-69-3
• Molecular Weight: 170.21
• Beilstein: 1907452
• EC Number: 202-179-2
• MDL number: MFCD00002347
• UNSPSC Code: 12352100
• PubChem Substance ID: 24866580
• NACRES: NA.22

Properties

• Assay: 99%
• purified by: sublimation
• bp: 321 °C (lit.)
• mp: 164-166 °C (lit.)
• solubility: water: soluble 0.7 g/L at 20 °C
• functional group: phenyl
• SMILES string: Oc1ccc(cc1)-c2ccccc2
• InChI: 1S/C12H10O/c13-12-8-6-11(7-9-12)10-4-2-1-3-5-10/h1-9,13H
• InChI key: YXVFYQXJAXKLAK-UHFFFAOYSA-N
• Gene Information: rat ... Ar(24208)

Description

General description

4-Phenylphenol (4-hydroxybiphenyl, 4-HBP), a biaryl compound, is a weakly acidic 4-arylphenol. A study on its crystalline structure has been reported. Its rapid, green synthesis via a Pd(0)-catalyzed Suzuki cross-coupling reaction in water has been reported. The standard molar enthalpy of formation of 4-phenylphenol has been evaluated using combustion calorimetry. The solid-matrix luminescence properties for 4-phenylphenol adsorbed on filter paper has been investigated. A study conducted using the yeast two-hybrid assay suggests that it shows estrogenic activity.

Application

4-Phenylphenol may be used in the following studies:

• As a reactant in the synthesis of new azobenzene sulfonic acid dopants by diazotized coupling reaction with sulphanilic acid diazonium salt.
• As a starting material in the synthesis of 2,6-poly(4-phenylphenol).
• As a ligand in the synthesis of aluminum (III) bis(2-methyl-8-quninolinato)-4-phenylphenolate (BAlq).

Safety Information

• Pictograms: GHS07,GHS09
• Signal Word: Warning
• Hazard Statements: H315,H317,H411
• Precautionary Statements: P261 - P264 - P272 - P273 - P280 - P302 + P352
• Hazard Classifications: Aquatic Chronic 2 - Skin Irrit. 2 - Skin Sens. 1B
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 2
• Flash Point(F): 320.0 °F - closed cup
• Flash Point(C): 160 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves