Skip to Content
MilliporeSigma
All Photos(2)

Key Documents

424625

Sigma-Aldrich

4-Phenylphenol

purified by sublimation, 99%

Synonym(s):

4-Hydroxybiphenyl

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
C6H5C6H4OH
CAS Number:
Molecular Weight:
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)

Looking for similar products? Visit Product Comparison Guide

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


Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service