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MilliporeSigma

424625

Sigma-Aldrich

4-Phenylphenol

purified by sublimation, 99%

Sinónimos:

4-Hydroxybiphenyl

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About This Item

Fórmula lineal:
C6H5C6H4OH
Número de CAS:
Peso molecular:
170.21
Beilstein/REAXYS Number:
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).

pictograms

Exclamation markEnvironment

signalword

Warning

Hazard Classifications

Aquatic Chronic 2 - Skin Irrit. 2 - Skin Sens. 1B

Storage Class

11 - Combustible Solids

wgk_germany

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)
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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