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2,5-Diphenyloxazole

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2,5-Diphenyloxazole Basic information

Product Name:
2,5-Diphenyloxazole
Synonyms:
  • 2,5-Diphenylisoxazole
  • 2,5-Diphenyloxazole [for scintillation spectrometry]
  • Polyphenylene ether
  • 2,5-Diphenyloxazole, scintillation grade, 99% 100GR
  • 2,5-Diphenyloxazole, scintillation grade, 99% 25GR
  • 2,5-Diphenyloxazole, scintillation grade, 99% 500GR
  • 2,5-DIPHENYLOXAZOLE (PPO)
  • DPO PPO
CAS:
92-71-7
MF:
C15H11NO
MW:
221.25
EINECS:
202-181-3
Product Categories:
  • Oxazole&Isoxazole
  • Fluorescence/Luminescence Spectroscopy
  • Laser Dyes
  • Scintillation Reagents
  • Analytical Reagents
  • Analytical/Chromatography
  • Biochemicals and Reagents
  • Building Blocks
  • Chemical Synthesis
  • Heterocyclic Building Blocks
  • Luminescent Compounds/Detection
  • Materials Science
  • Organic and Printed Electronics
  • Oxazoles
  • Isoxazoles, Oxadiazoles, Oxazoles
  • Photonic and Optical Materials
  • Spectroscopy
Mol File:
92-71-7.mol
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2,5-Diphenyloxazole Chemical Properties

Melting point:
72-74 °C(lit.)
Boiling point:
360 °C(lit.)
Density 
1.06
vapor pressure 
0.002Pa at 25℃
refractive index 
1.6231 (estimate)
Flash point:
360°C
storage temp. 
Sealed in dry,Room Temperature
solubility 
very faint turbidity in Methanol
form 
Liquid
pka
0.39±0.10(Predicted)
color 
White
Water Solubility 
NEGLEGIBLE
BRN 
157021
Stability:
Stable. Incompatible with strong oxidizing agents.
LogP
4.1 at 30℃ and pH5.6
CAS DataBase Reference
92-71-7(CAS DataBase Reference)
NIST Chemistry Reference
Oxazole, 2,5-diphenyl-(92-71-7)
EPA Substance Registry System
Oxazole, 2,5-diphenyl- (92-71-7)
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Safety Information

Hazard Codes 
Xi,Xn
Risk Statements 
36/37/38-36-22
Safety Statements 
24/25-25-24-36/37-26
WGK Germany 
3
RTECS 
RP6825000
TSCA 
Yes
HS Code 
29349990

MSDS

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2,5-Diphenyloxazole Usage And Synthesis

Chemical Properties

light beige solid

Uses

PPO can be used as a dopant that improves the photo-electric feedback of plastic scintillators which are used as radiation detectors for nuclear materials. It can be coated on peptide substrates to facilitate radioactive labelling which can enable determination of substrate specificity of lysine methyltransferase enzymes. It may also be used in the fabrication of organic luminescent materials which can be used in light emitting diodes (LEDs).

Synthesis Reference(s)

Journal of the American Chemical Society, 88, p. 1844, 1966 DOI: 10.1021/ja00960a066
The Journal of Organic Chemistry, 36, p. 1937, 1971 DOI: 10.1021/jo00813a021

General Description

2,5-Diphenyloxazole (PPO) is an oxazole that can be used as a scintillator and a laser dye. It has fluorescence at a wavelength of 375 nm. It can be used as a wavelength shifter in liquid samples due to their high quantum yield and large strokes shift.

Hazard

May cause irritation

Synthesis

The synthesis of 2,5-Diphenyloxazole is as follows:
In a 5000L enamel reactor with mechanical stirring and a thermometer, add benzoylaminoacetic acid (179 kg, 1 km) and thionyl chloride (238 kg, 2 km), react at 50°C, and monitor the sample until the compound is fully reacted. Unreacted thionyl chloride is distilled off to obtain benzoylaminoacetyl chloride. Cool down to 50°C, add benzene (780 kg, 10 kmol) to the reactor andAluminum trichloride (267 kg, 2 kmol), heated to reflux for 3 hours.The obtained N-benzoyl-ω-aminoacetophenone reaction solution was cooled to 30°C, 50 wt% sulfuric acid (392 kg, 2 kmol) was added, and the temperature was slowly raised to 100°C, and the reaction was completed at this temperature. Excess benzene was distilled off, the reaction solution was cooled to 30°C, water (1568 kg) was added dropwise to the reactor, and a white solid was precipitated, filtered, and rectified to obtain 2,5-diphenyloxazole of about 202 kg. The yield was 91.4%, the content was 99.3% (HPLC).

Purification Methods

Distil it in steam and crystallise it from ligroin. [Beilstein 27 III/IV 1437.]

2,5-Diphenyloxazole Preparation Products And Raw materials

Raw materials

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