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
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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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Temperature effects on the solid-matrix luminescence properties of 4-phenylphenol adsorbed on filter paper.
Ramasamy SM and Hurtubise RJ.
Talanta, 36(1), 315-320 (1989)
Relationships between molecular geometry, crystal packing, and thermal motion: temperature-dependent studies of three crystal forms of 4-hydroxybiphenyl.
Brock CP and Morelan GL.
The Journal of Physical Chemistry, 90(22), 5631-5640 (1986)
The polymerization of 4-phenylphenol catalyzed by laccase.
Zhou P and Fu S.
Acta Polymerica Sinica / Gao Fen Zi Xue Bao, 4, 614-616 (2004)
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)
Preparation of some aryl α-L-arabinofuranosides as substrates for arabino-furanosidase.
Kelly MA, et al.
Carbohydrate Research, 181, 261-266 (1988)
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