424625
4-Phenylphenol
purified by sublimation, 99%
Synonym(s):
4-Hydroxybiphenyl
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About This Item
Linear Formula:
C6H5C6H4OH
CAS Number:
Molecular Weight:
170.21
Beilstein:
1907452
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Quality Level
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)
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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).
Signal Word
Warning
Hazard Statements
Precautionary Statements
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
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Yuko Ogawa et al.
Food additives and contaminants, 23(4), 422-430 (2006-03-21)
Food contact plastics and rubbers possibly contain many kinds of chemicals such as monomers, oligomers, additives, degradation products of polymers and additives, and impurities. Among them, bisphenol A, nonylphenol, benzylbutyl phthalate, styrene oligomers and hydroxylated benzophenones have been reported to
Thermochemistry of phenols: experimental standard molar enthalpies of formation of 2-phenylphenol, 4-phenylphenol, 2, 6-diphenylphenol, and 2, 2'-and 4, 4'-dihydroxybiphenyl.
Verevkin SP.
The Journal of Chemical Thermodynamics, 30(3), 389-396 (1998)
Preparation of some aryl α-L-arabinofuranosides as substrates for arabino-furanosidase.
Kelly MA, et al.
Carbohydrate Research, 181, 261-266 (1988)
" Greening Up" the Suzuki Reaction.
Aktoudianakis E, et al.
Journal of Chemical Education, 85(4), 555-555 (2008)
Characterization of electronic structure of aluminum (III) bis (2-methyl-8-quninolinato)-4-phenylphenolate (BAlq) for phosphorescent organic light emitting devices.
Chu TY, et al.
Chemical Physics Letters, 404(1), 121-125 (2005)
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