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P24101

Sigma-Aldrich

Diphenyl ether

ReagentPlus®, 99%

Synonym(s):

Diphenyl oxide, Phenyl ether

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About This Item

Linear Formula:
(C6H5)2O
CAS Number:
Molecular Weight:
170.21
Beilstein/REAXYS Number:
1364620
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.21

vapor density

>5.86 (25 °C, vs air)

Quality Level

vapor pressure

<1 mmHg ( 20 °C)

product line

ReagentPlus®

assay

99%

form

crystals

autoignition temp.

1144 °F

expl. lim.

1.5 %

refractive index

n20/D 1.579 (lit.)

bp

259 °C (lit.)

mp

25-27 °C (lit.)

density

1.073 g/mL at 25 °C (lit.)

functional group

phenoxy

SMILES string

O(c1ccccc1)c2ccccc2

InChI

1S/C12H10O/c1-3-7-11(8-4-1)13-12-9-5-2-6-10-12/h1-10H

InChI key

USIUVYZYUHIAEV-UHFFFAOYSA-N

Gene Information

human ... TTR(7276)

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General description

Diphenyl ether (DPE) is a bridged-phenyl molecule. The conformational analysis of using resonance-enhanced two-photon ionization method DPE has been reported.

Application

Diphenyl ether may be used to synthesize dibenzofuran via intramolecular cyclization in the presence of palladium acetate.

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

pictograms

Exclamation markEnvironment

signalword

Warning

hcodes

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 2 - Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

239.0 °F - closed cup

flash_point_c

115 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Palladium-promoted cyclization of diphenyl ether, diphenylamine, and related compounds.
Akermark B, et al.
The Journal of Organic Chemistry, 40(9), 1365-1367 (1975)
A REMPI investigation of the minimum energy conformations of diphenyl ether.
Paiva ACS, et al.
International Journal of Mass Spectrometry, 221(2), 107-115 (2002)
Takayuki Yonezawa et al.
Bioorganic & medicinal chemistry letters, 21(11), 3248-3251 (2011-05-10)
Osteogenic activity of six diarylheptanoids, acerogenin A (1), (R)-acerogenin B (2), aceroside I (3), aceroside B(1) (4), aceroside III (5) and (-)-centrolobol (6) and two phenolic compounds; (+)-rhododendrol (7) and (+)-cathechin (8), isolated from the stem bark of Acer nikoense
Robert C Hale et al.
Environment international, 29(6), 771-779 (2003-07-10)
North America consumes over half of the world's production of polybrominated diphenyl ether (PBDE) flame retardants. About 98% of global demand for the Penta-BDE mixture, the constituents of which are the most bioaccumulative and environmentally widespread, resides here. However, research
Ariana Beste et al.
The Journal of organic chemistry, 74(7), 2837-2841 (2009-03-06)
Lignin is an abundant natural resource that is a potential source of valuable chemicals. Improved understanding of the pyrolysis of lignin occurs through the study of model compounds for which phenethyl phenyl ether (PhCH(2)CH(2)OPh, PPE) is the simplest example representing

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