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HomeProduct name list2,5-Diphenyloxazole

2,5-Diphenyloxazole

Synonym(s):DPO;PPO

  • CAS NO.:92-71-7
  • Empirical Formula: C15H11NO
  • Molecular Weight: 221.25
  • MDL number: MFCD00005306
  • EINECS: 202-181-3
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-08-19 17:35:41
2,5-Diphenyloxazole Structural

What is 2,5-Diphenyloxazole?

Chemical properties

light beige solid

The Uses of 2,5-Diphenyloxazole

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).

What are the applications of Application

2,5-Diphenyloxazole is used for liquid scintillation spectrometry

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).
synthesis of 2,5-Diphenyloxazole.png

Purification Methods

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

Properties of 2,5-Diphenyloxazole

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
pka 0.39±0.10(Predicted)
form  Liquid
color  White
Water Solubility  NEGLEGIBLE
BRN  157021
Stability: Stable. Incompatible with strong oxidizing agents.
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)

Safety information for 2,5-Diphenyloxazole

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H302:Acute toxicity,oral
H319:Serious eye damage/eye irritation
H413:Hazardous to the aquatic environment, long-term hazard
Precautionary Statement Codes P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for 2,5-Diphenyloxazole

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