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Merck

424625

4-Phenylphenol

purified by sublimation, 99%

Synonym(s):

4-Hydroxybiphenyl

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About This Item

Linear Formula:
C6H5C6H4OH
CAS Number:
92-69-3
Molecular Weight:
170.21
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24866580
EC Number:
202-179-2
Beilstein/REAXYS Number:
1907452
MDL number:
MFCD00002347
Assay:
99%

Key Documents

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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.)

mp

164-166 °C (lit.)

solubility

water: soluble 0.7 g/L at 20 °C

functional group

phenyl

Quality Level

100

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
GHS07,GHS09

signalword

Warning

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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Certificates of Analysis (COA)

Lot/Batch Number
0000469665
0000469665
0000263240
0000263240
08409KE

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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)
" 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)
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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