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About This Item
Linear Formula:
C6H5C6H4OH
CAS Number:
Molecular Weight:
170.21
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
202-179-2
Beilstein/REAXYS Number:
1907452
MDL number:
Assay:
99%
InChI key
YXVFYQXJAXKLAK-UHFFFAOYSA-N
InChI
1S/C12H10O/c13-12-8-6-11(7-9-12)10-4-2-1-3-5-10/h1-9,13H
SMILES string
Oc1ccc(cc1)-c2ccccc2
assay
99%
purified by
sublimation
bp
321 °C (lit.)
Quality Level
Gene Information
rat ... Ar(24208)
solubility
water: soluble 0.7 g/L at 20 °C
functional group
phenyl
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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).
signalword
Warning
hcodes
Hazard Classifications
Aquatic Chronic 2 - Skin Irrit. 2 - Skin Sens. 1B
Storage Class
11 - Combustible Solids
wgk
WGK 2
flash_point_f
320.0 °F - closed cup
flash_point_c
160 °C - closed cup
ppe
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)
" Greening Up" the Suzuki Reaction.
Aktoudianakis E, et al.
Journal of Chemical Education, 85(4), 555-555 (2008)
Preparation of some aryl α-L-arabinofuranosides as substrates for arabino-furanosidase.
Kelly MA, et al.
Carbohydrate Research, 181, 261-266 (1988)
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)
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